TRIAZOLE-ISOXAZOLE COMPOUND AND MEDICAL USE THEREOF
A compound represented by Formula [I]: or pharmaceutically acceptable salt thereof, wherein each symbol is as defined in the description.
1 . A compound represented by Formula [I]:
or a pharmaceutically acceptable salt thereof, wherein
is
is monocyclic heteroaromatic group wherein the monocyclic heteroaromatic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom;
each R a1 is the same or different and selected from
(1) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) halogen atom, or
(3) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A;
R b is
(1) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 halogen atoms, or
(2) C 3-7 cycloalkyl group;
R c is
(1) hydrogen atom, or
(2) C 1-6 alkyl group;
each R d is the same or different and selected from
(1) halogen atom, or
(2) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 halogen atoms;
R e is hydrogen atom;
n a is an integer selected from 0 or 1 to 3;
n c is an integer selected from 0 or 1 to 3;
n d is an integer selected from 0 or 1 to 3;
m is an integer selected from 0 or 1 to 5;
Group A is
(a) C 1-6 alkyl group,
(b) halogen atom,
(c) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from the group consisting of C 1-6 alkyl group and halogen atom.
2 . The compound according to claim 1 , or a pharmaceutically acceptable salt thereof, wherein
is monocyclic heteroaromatic group selected from the following (1) to (7):
3 . The compound according to claim 1 , or a pharmaceutically acceptable salt thereof, wherein the compound is represented by Formula [II-A]:
wherein each symbol is as defined in claim 1 .
4 . The compound according to claim 1 , or a pharmaceutically acceptable salt thereof, wherein the compound is represented by Formula [II-B]:
wherein each symbol is as defined in claim 1 .
5 . The compound according to claim 1 , or a pharmaceutically acceptable salt thereof, wherein the compound is represented by Formula [II-C]:
wherein each symbol is as defined in claim 1 .
6 . The compound according to claim 1 , or a pharmaceutically acceptable salt thereof, wherein the compound is represented by Formula [II-D]:
wherein each symbol is as defined in claim 1 .
7 . The compound according to claim 1 , or a pharmaceutically acceptable salt thereof, wherein the compound is represented by Formula [II-E]:
wherein each symbol is as defined in claim 1 .
8 . The compound according to claim 1 , or a pharmaceutically acceptable salt thereof, wherein the compound is represented by Formula [II-F]:
wherein each symbol is as defined in claim 1 .
9 . The compound according to claim 1 , or a pharmaceutically acceptable salt thereof, wherein the compound is represented by Formula [II-G]:
wherein each symbol is as defined in claim 1 .
10 . The compound according to claim 1 , or a pharmaceutically acceptable salt thereof, wherein R c is hydrogen atom.
11 . A pharmaceutical composition comprising the compound according to claim 1 or a pharmaceutically acceptable salt thereof, and pharmaceutically acceptable carrier.
12 . A method of inhibiting RORγ in a mammal, comprising administering to the mammal a therapeutically effective amount of the compound according to claim 1 or a pharmaceutically acceptable salt thereof.
13 . A method for treating or preventing a autoimmune disease, allergic disease, dry eye, fibrosis, or metabolic disease in a mammal, comprising administering to the mammal a therapeutically effective amount of the compound according to claim 1 or a pharmaceutically acceptable salt thereof.
14 . The method according to claim 13 , wherein the autoimmune disease is selected from the group consisting of rheumatoid arthritis, psoriasis, inflammatory bowel disease, multiple sclerosis, systemic lupus erythematosus, ankylosing spondylitis, uveitis, polymyalgia rheumatica and type I diabetes.
15 . The method according to claim 13 , wherein the metabolic disease is diabetes.
16 . A compound represented by the following formulas:
or a pharmaceutically acceptable salt thereof, wherein
is unsaturated heteromonocyclic group selected from the following (i) to (v):
R a is selected from the following (1) to (12):
(1) C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(3) C 2-12 alkenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(4) C 2-12 alkynyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(5) C 5-11 spirocyclic cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(6) cross-linked C 5-12 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(7) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(8) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(9) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(10) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(11) saturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(12) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
R b is selected from the following (1) to (6):
(1) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 halogen atoms,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from the group consisting of halogen atom and C 1-6 alkyl group,
(3) —CH═CH—C(═O)—OR bb1 ,
(4) —CH 2 —CH 2 —C(═O)—OR bb2 ,
(5) —CH 2 —O—CH 2 —C(═O)—OR bb3 ,
(6) hydrogen atom;
R bb1 , R bb2 , and R bb3 are each independently hydrogen atom or C 1-6 alkyl group;
each R d is the same or different and selected from the following (1) to (13):
(1) halogen atom,
(2) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(3) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(4) C 2-6 alkenyl group,
(5) cyano group,
(6) —C(═O)—OR dd1 ,
(7) —C(═O)—NR dd2 R dd3 ,
(8) —OR dd4 ,
(9) —NR dd5 —C(═O)—R dd6 ,
(10) —NR dd7 —C(═O)—NR dd8 R dd9 ,
(11) —NR dd10 —S(═O) 2 —R dd11 ,
(12) —NR dd12 —S(═O) 2 —NR dd13 R dd14 ,
(13) —NR dd15 R dd16 ;
R dd1 , R dd2 , R dd3 , R dd4 , R dd5 , R dd6 , R dd7 , R dd8 , R dd9 , R dd10 , R dd11 , R dd12 , R dd13 , R dd14 , R dd15 , and R dd16 are each independently hydrogen atom or C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B;
R c is hydrogen atom or C 1-6 alkyl group;
each R j is the same or different C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A;
Q is selected from the following (1) to (9):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(7) unsaturated fused heterocyclic group wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(8) unsaturated heteromonocyclic group wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(9) saturated fused heterocyclic group wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
Y is selected from the following (1) to (3):
(1) single bond,
(2) —S(═O) 2 —,
(3) C 1-3 alkylene which may optionally be substituted with 1 to 3 hydroxyl groups;
m is each independently an integer selected from 0 or 1 to 5;
n j is each independently 0, 1 or 2;
Group A consists of the following (a) to (m):
(a) C 1-7 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(b) halogen atom,
(c) phenyl group,
(d) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(e) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(f) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(g) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(h) —C(═O)—NR A1 R A2 ,
(i) —C(═O)—OR A3 ,
(j) —C(═O)—R A4 ,
(k) —OR A5 ,
(l) —NR A6 R A7 ,
(m) —S(═O) 2 —R A8 ;
R A1 , R A2 , R A3 , and R A4 are each independently hydrogen atom or C 1-6 alkyl group;
R A5 , R A6 , and R A7 are each independently:
hydrogen atom,
C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
benzyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
C 1-6 alkylcarbonyl group,
C 1-6 alkylsulfonyl group, or
C 2-6 alkenyl group; and
R A8 is each independently C 1-6 alkyl group;
Group AA consists of the following (a) to (o):
(a) halogen atom,
(b) C 1-3 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
(c) —OR AA1 ,
(d) —C(═O)—NR AA2 R AA3 ,
(e) —C(═O)—OR AA4 ,
(f) —O—C(═O)—R AA5 ,
(g) —C(═O)—R AA6 ,
(h) ═O,
(i) C 3-7 cycloalkyl group,
(j) phenyl group which may optionally be substituted with the same or different 1 to 5 C 1-3 alkyl groups,
(k) —NR AA7 R AA8 ,
(l) —NR AA9 —C(═O)—R AA10 ,
(m) —NR AA11 —C(═O)—NR AA12 R AA13 ,
(n) —NR AA14 —S(═O) 2 —R AA15 ,
(o) —NR AA16 —S(═O) 2 —NR AA17 R AA18 ;
R AA1 , R AA2 , R AA3 , R AA4 , R AA5 , R AA6 , R AA7 , R AA8 , R AA9 , R AA10 , R AA11 , R AA12 , R AA13 , R AA14 , R AA15 , R AA16 , R AA17 , and R AA18 are each independently hydrogen atom or C 1-6 alkyl group;
Group B consists of the following (a) to (k):
(a) halogen atom,
(b) C 3-7 cycloalkyl group
(c) —OR B1 ,
(d) —C(═O)—NR B2 R B3 ,
(e) —C(═O)—OR B4 ,
(f) C 1-6 alkyl group,
(g) —NR B5 R B6 ,
(h) —NR B7 —C(═O)—R B8 ,
(i) —NR B9 —C(═O)—NR B10 R B11 ,
(j) —NR B12 —S(═O) 2 —R B13 ,
(k) —NR B14 —S(═O) 2 —NR B15 R B16 ,
R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 , R B9 , R B10 , R B11 , R B12 , R B13 , R B14 , R B15 , and R B16 are each independently, hydrogen atom or C 1-6 alkyl group;
provided that when R a is
(1) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A, or
(3) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
Q is selected from the following (1) to (6):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered;
and further provided that when R b is hydrogen atom,
Q is selected from the following (1) to (5):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered.
17 . A compound represented by the following formulas:
or a pharmaceutically acceptable salt thereof, wherein
is unsaturated heteromonocyclic group selected from the following (i) to (v):
R a is selected from the following (1) to (12):
(1) C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(3) C 2-12 alkenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(4) C 2-12 alkynyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(5) C 5-11 spirocyclic cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(6) cross-linked C 5-12 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(7) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(8) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(9) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(10) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(11) saturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(12) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
R b is selected from the following (1) to (6):
(1) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 halogen atoms,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from the group consisting of halogen atom and C 1-6 alkyl group,
(3) —CH═CH—C(═O)—OR bb1 ,
(4) —CH 2 —CH 2 —C(═O)—OR bb2 ,
(5) —CH 2 —O—CH 2 —C(═O)—OR bb3 ,
(6) hydrogen atom;
R bb1 , R bb2 , and R bb3 are each independently hydrogen atom or C 1-6 alkyl group;
each R d is the same or different and selected from the following (1) to (13):
(1) halogen atom,
(2) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(3) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(4) C 2-6 alkenyl group,
(5) cyano group,
(6) —C(═O)—OR dd1 ,
(7) —C(═O)—NR dd2 R dd3 ,
(8) —OR dd4 ,
(9) —NR dd5 —C(═O)—R dd6 ,
(10) —NR dd7 —C(═O)—NR dd8 R dd9 ,
(11) —NR dd10 —S(═O) 2 —R dd11 ,
(12) —NR dd12 —S(═O) 2 —NR dd13 R dd14 ,
(13) —NR dd15 R dd16 ;
R dd1 , R dd2 , R dd3 , R dd4 , R dd5 , R dd6 , R dd7 , R dd8 , R dd9 , R dd10 , R dd11 , R dd12 , R dd13 , R dd14 , R dd15 , and R dd16 are each independently hydrogen atom or C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B;
R e is hydrogen atom or C 1-6 alkyl group;
each R j is the same or different C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A;
each R w is the same or different and selected from the following (1) to (17):
(1) C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from the group consisting of hydroxyl group and halogen atom,
(2) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 C 1-6 alkyl groups wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 7-membered,
(3) —(CH 2 ) wn1 —C(═O)—OR ww1 ,
(4) —(CH 2 ) wn1 —C(═O)—(CH 2 ) wn1 —NR ww2 R ww3 ,
(5) —(CH 2 ) wn1 —C(═O)—(CH 2 ) wn1 —C(═O)—OR ww4 ,
(6) —NR ww5 R ww6 ,
(7) —OR ww7 ,
(8) —C(═O)—R ww8 ,
(9) —S(═O) 2 —R ww9 ,
(10) ═O,
(11) methylene,
(12) —(CH 2 ) wn2 -ring P,
(13) halogen atom,
(14) —NR ww10 —C(═O)—R ww11 ,
(15) —NR ww12 —C(═O)—NR ww13 R ww14 ,
(16) —NR ww15 —S(═O) 2 —R ww16 ,
(17) —NR ww17 —S(═O) 2 —NR ww18 R ww19 ;
R ww1 , R ww2 , R ww3 , R ww4 , R ww5 , R ww6 and R ww7 are each independently hydrogen atom or C 1-6 alkyl group;
R ww8 is each independently
hydrogen atom,
C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from the group consisting of hydroxyl group and halogen atom, or
saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 C 1-6 alkyl groups wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered;
R ww9 is each independently C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 halogen atoms;
R ww10 , R ww11 , R ww12 , R ww13 , R ww14 , R ww15 , R ww16 , R ww17 , R ww18 , and R ww19 are each independently hydrogen atom or C 1-6 alkyl group;
ring P is monocyclic heterocycle which is a carboxylic acid equivalent wherein the carboxylic acid equivalent may optionally be substituted;
wn1 is each independently an integer selected from 0 or 1 to 3; and
wn2 is each independently an integer selected from 1 to 3;
Q is selected from the following (1) to (9):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(7) unsaturated fused heterocyclic group wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(8) unsaturated heteromonocyclic group wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(9) saturated fused heterocyclic group wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
Y is selected from the following (1) to (3):
(1) single bond,
(2) —S(═O) 2 —,
(3) C 1-3 alkylene which may optionally be substituted with 1 to 3 hydroxyl groups;
cyclic moiety W is selected from the following (1) to (3):
(1) pyrrolidinyl,
(2) piperidinyl,
(3) C 3-7 cycloalkyl;
cn is each independently an integer selected from 0 or 1 to 3;
m is each independently an integer selected from 0 or 1 to 5;
n j is each independently 0, 1 or 2;
Group A consists of the following (a) to (m):
(a) C 1-7 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(b) halogen atom,
(c) phenyl group,
(d) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(e) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(f) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(g) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(h) —C(═O)—NR A1 R A2 ,
(i) —C(═O)—OR A3 ,
(j) —C(═O)—R A4 ,
(k) —OR A5 ,
(l) —NR A6 R A7 ,
(m) —S(═O) 2 —R A8 ;
R A1 , R A2 , R A3 , and R A4 are each independently hydrogen atom or C 1-6 alkyl group;
R A5 , R A6 , and R A7 are each independently:
hydrogen atom,
C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
benzyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
C 1-6 alkylcarbonyl group,
C 1-6 alkylsulfonyl group, or
C 2-6 alkenyl group; and
R A8 is each independently C 1-6 alkyl group;
Group AA consists of the following (a) to (o):
(a) halogen atom,
(b) C 1-3 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
(c) —OR AA1 ,
(d) —C(═O)—NR AA2 R AA3 ,
(e) —C(═O)—OR AA4 ,
(f) —O—C(═O)—R AA5 ,
(g) —C(═O)—R AA6 ,
(h) ═O,
(i) C 3-7 cycloalkyl group,
(j) phenyl group which may optionally be substituted with the same or different 1 to 5 C 1-3 alkyl groups,
(k) —NR AA7 R AA8 ,
(l) —NR AA9 —C(═O)—R AA10 ,
(m) —NR AA11 —C(═O)—NR AA12 R AA13 ,
(n) —NR AA14 —S(═O) 2 —R AA15 ,
(o) —NR AA16 —S(═O) 2 —NR AA17 R AA18 ;
R AA1 , R AA2 , R AA3 , R AA4 , R AA5 , R AA6 , R AA7 , R AA8 , R AA9 , R AA10 , R AA11 , R AA12 , R AA13 , R AA14 , R AA15 , R AA16 , R AA17 , and R AA18 are each independently hydrogen atom or C 1-6 alkyl group;
Group B consists of the following (a) to (k):
(a) halogen atom,
(b) C 3-7 cycloalkyl group
(c) —OR B1 ,
(d) —C(═O)—NR B2 R B3 ,
(e) —C(═O)—OR B4 ,
(f) C 1-6 alkyl group,
(g) —NR B5 R B6 ,
(h) —NR B7 —C(═O)—R B8 ,
(i) —NR B9 —C(═O)—NR B10 R B11 ,
(j) —NR B12 —S(═O) 2 —R B13 ,
(k) —NR B14 —S(═O) 2 —NR B15 R B16 ;
R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 , R B9 , R B10 , R B11 , R B12 , R B13 , R B14 , R B15 , and R B16 are each independently, hydrogen atom or C 1-6 alkyl group;
provided that when R b is hydrogen atom,
Q is selected from the following (1) to (5):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered;
and further provided that when
is
cyclic moiety W is selected from the following (1) or (2):
(1) pyrrolidinyl,
(2) piperidinyl.
18 . A compound represented by the following formulas:
or a pharmaceutically acceptable salt thereof, wherein
is unsaturated heteromonocyclic group selected from the following (i) to (v):
R a is selected from the following (1) to (12):
(1) C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(3) C 2-12 alkenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(4) C 2-12 alkynyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(5) C 5-11 spirocyclic cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(6) cross-linked C 5-12 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(7) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(8) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(9) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(10) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(11) saturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(12) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
R b is selected from the following (1) to (6):
(1) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 halogen atoms,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from the group consisting of halogen atom and C 1-6 alkyl group,
(3) —CH═CH—C(═O)—OR bb1 ,
(4) —CH 2 —CH 2 —C(═O)—OR bb2 ,
(5) —CH 2 —O—CH 2 —C(═O)—OR bb3 ,
(6) hydrogen atom;
R bb1 , R bb2 , and R bb3 are each independently hydrogen atom or C 1-6 alkyl group;
R c is selected from the following (1) to (17):
(1) —(CH 2 ) n1 —C(═O)—OR cc1 ,
(2) —O—(CH 2 ) n2 —C(═O)—OR cc2 ,
(3) —(CH 2 ) n3 -ring P,
(4) —(CH 2 ) n4 —C(═O)—NH—S(═O) 2 —CH 3 ,
(5) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C,
(6) C 3-6 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C,
(7) C 2-12 alkenyl group,
(8) C 2-12 alkynyl group,
(9) —NR cc3 R cc4 ,
(10) —OR cc5 ,
(11) —O—CH 2 CH 2 —OH,
(12) —O—CH 2 C(═O)NH—CH 3 ,
R cc1 and R cc2 are each independently hydrogen atom or C 1-6 alkyl group;
R cc3 and R cc4 are each independently,
hydrogen atom,
C 1-6 alkyl group,
C 1-6 alkylcarbonyl group,
benzyloxycarbonyl group, or
C 1-6 alkyl group which is substituted with 1 to 3 hydroxyl groups;
R cc5 is
hydrogen atom,
C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C, or
benzyl group;
ring P is monocyclic heterocycle which is a carboxylic acid equivalent wherein the carboxylic acid equivalent may optionally be substituted;
n1 is an integer selected from 0 or 1 to 3;
n2 is an integer selected from 0 or 1 to 3;
n3 is an integer selected from 1 to 3; and
n4 is an integer selected from 1 to 3;
each R d is the same or different and selected from the following (1) to (13):
(1) halogen atom,
(2) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(3) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(4) C 2-6 alkenyl group,
(5) cyano group,
(6) —C(═O)—OR dd1 ,
(7) —C(═O)—NR dd2 R dd3 ,
(8) —OR dd4 ,
(9) —NR dd5 —C(═O)—R dd6 ,
(10) —NR dd7 —C(═O)—NR dd8 R dd9 ,
(11) —NR dd10 —S(═O) 2 —R dd11 ,
(12) —NR dd12 —S(═O) 2 —NR dd13 R dd14 ,
(13) —NR dd15 R dd16 ;
R dd1 , R dd2 , R dd3 , R dd4 , R dd5 , R dd6 , R dd7 , R dd8 , R dd9 , R dd10 , R dd11 , R dd12 , R dd13 , R dd14 , R dd15 , and R dd16 are each independently hydrogen atom or C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B;
R c is hydrogen atom or C 1-6 alkyl group;
each R j is the same or different C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A;
Q is selected from the following (1) to (9):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(7) unsaturated fused heterocyclic group wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(8) unsaturated heteromonocyclic group wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(9) saturated fused heterocyclic group wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
Y is selected from the following (1) to (3):
(1) single bond,
(2) —S(═O) 2 —,
(3) C 1-3 alkylene which may optionally be substituted with 1 to 3 hydroxyl groups;
m is each independently an integer selected from 0 or 1 to 5;
n j is each independently 0, 1 or 2;
Group A consists of the following (a) to (m):
(a) C 1-7 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(b) halogen atom,
(c) phenyl group,
(d) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(e) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(f) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(g) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(h) —C(═O)—NR A1 R A2 ,
(i) —C(═O)—OR A3 ,
(j) —C(═O)—R A4 ,
(k) —OR A5 ,
(l) —NR A6 R A7 ,
(m) —S(═O) 2 —R A8 ;
R A1 , R A2 , R A3 , and R A4 are each independently hydrogen atom or C 1-6 alkyl group;
R A5 , R A6 , and R A7 are each independently:
hydrogen atom,
C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
benzyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
C 1-6 alkylcarbonyl group,
C 1-6 alkylsulfonyl group, or
C 2-6 alkenyl group; and
R A8 is each independently C 1-6 alkyl group;
Group AA consists of the following (a) to (o):
(a) halogen atom,
(b) C 1-3 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
(c) —OR AA1 ,
(d) —C(═O)—NR AA2 R AA3 ,
(e) —C(═O)—OR AA4 ,
(f) —O—C(═O)—R AA5 ,
(g) —C(═O)—R AA6 ,
(h) ═O,
(i) C 3-7 cycloalkyl group,
(j) phenyl group which may optionally be substituted with the same or different 1 to 5 C 1-3 alkyl groups,
(k) —NR AA7 R AA8 ,
(l) —NR AA9 —C(═O)—R AA10 ,
(m) —NR AA11 —C(═O)—NR AA12 R AA13 ,
(n) —NR AA14 —S(═O) 2 —R AA15 ,
(o) —NR AA16 —S(═O) 2 —NR AA17 R AA18 ;
R AA1 , R AA2 , R AA3 , R AA4 , R AA5 , R AA6 , R AA7 , R AA8 , R AA9 , R AA10 , R AA11 , R AA12 , R AA13 , R AA14 , R AA15 , R AA16 , R AA17 , and R AA18 are each independently hydrogen atom or C 1-6 alkyl group;
Group B consists of the following (a) to (k):
(a) halogen atom,
(b) C 3-7 cycloalkyl group
(c) —OR B1 ,
(d) —C(═O)—NR B2 R B3 ,
(e) —C(═O)—OR B4 ,
(f) C 1-6 alkyl group,
(g) —NR B5 R B6 ,
(h) —NR B7 —C(═O)—R B8 ,
(i) —NR B9 —C(═O)—NR B10 R B11 ,
(j) —NR B12 —S(═O) 2 —R B13 ,
(k) —NR B14 —S(═O) 2 —NR B15 R B16 ;
R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 , R B9 , R B10 , R B11 , R B12 , R B13 , R B14 , R B15 , and R B16 are each independently hydrogen atom or C 1-6 alkyl group;
Group C consists of the following (a) to (k):
(a) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group CC,
(b) cyano group,
(c) halogen atom,
(d) —OR CD1 ,
(e) —NR CD2 R CD3 ,
(f) —C(═O)—NR CD4 R CD5 ,
(i) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group CC wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered, excluding ring P,
(j) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group CC wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered, excluding ring P,
R CD1 , R CD2 , and R CD3 are each independently,
hydrogen atom,
C 1-6 alkyl group,
C 1-6 alkylcarbonyl group,
benzyl group,
—C(═O)—O—CH 2 -phenyl,
—C(═O)—N(CH 3 ) 2 ,
—C(═O)—C(OH)(CH 3 ) 2 ,
—C(═O)—CH 2 —O—CH 3 , or
—C(═O)—CH 2 —CN; and
R CD4 and R CD5 are each independently hydrogen atom or C 1-6 alkyl group;
Group CC consists of the following (a) to (c):
(a) halogen atom,
(b) C 1-3 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
(c) —OR AA1 ,
R AA1 is each independently hydrogen atom or C 1-6 alkyl group;
provided that when R a is
(1) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A, or
(3) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
Q is selected from the following (1) to (6):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered;
and further provided that when R b is hydrogen atom,
Q is selected from the following (1) to (5):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered.
19 . A compound represented by the following formulas:
or a pharmaceutically acceptable salt thereof, wherein
is unsaturated heteromonocyclic group selected from the following (i) to (v):
R a is selected from the following (1) to (12):
(1) C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(3) C 2-12 alkenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(4) C 2-12 alkynyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(5) C 5-11 spirocyclic cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(6) cross-linked C 5-12 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(7) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(8) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(9) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(10) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(11) saturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(12) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
R b is selected from the following (1) to (6):
(1) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 halogen atoms,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from the group consisting of halogen atom and C 1-6 alkyl group,
(3) —CH═CH—C(═O)—OR bb1 ,
(4) —CH 2 —CH 2 —C(═O)—OR bb2 ,
(5) —CH 2 —O—CH 2 —C(═O)—OR bb3 ,
(6) hydrogen atom;
R bb1 , R bb2 , and R bb3 are each independently hydrogen atom or C 1-6 alkyl group;
R c is selected from the following (1) to (17):
(1) —(CH 2 ) n1 —C(═O)—OR cc1 ,
(2) —O—(CH 2 )—C(═O)—OR cc2 ,
(3) —(CH 2 ) n3 -ring P,
(4) —(CH 2 ) n4 —C(═O)—NH—S(═O) 2 —CH 3 ,
(5) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C,
(6) C 3-6 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C,
(7) C 2-12 alkenyl group,
(8) C 2-12 alkynyl group,
(9) —NR cc3 R cc4 ,
(10) —OR cc5 ,
(11) —O—CH 2 CH 2 —OH,
(12) —O—CH 2 C(═O)NH—CH 3 ,
R cc1 and R cc2 are each independently hydrogen atom or C 1-6 alkyl group;
R cc3 and R cc4 are each independently,
hydrogen atom,
C 1-6 alkyl group,
C 1-6 alkylcarbonyl group,
benzyloxycarbonyl group, or
C 1-6 alkyl group which is substituted with 1 to 3 hydroxyl groups;
R cc5 is
hydrogen atom,
C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C, or
benzyl group;
ring P is monocyclic heterocycle which is a carboxylic acid equivalent wherein the carboxylic acid equivalent may optionally be substituted;
n1 is an integer selected from 0 or 1 to 3;
n2 is an integer selected from 0 or 1 to 3;
n3 is an integer selected from 1 to 3; and
n4 is an integer selected from 1 to 3;
each R d is the same or different and selected from the following (1) to (13):
(1) halogen atom,
(2) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(3) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(4) C 2-6 alkenyl group,
(5) cyano group,
(6) —C(═O)—OR dd1 ,
(7) —C(═O)—NR dd2 R dd3 ,
(8) —OR dd4 ,
(9) —NR dd5 —C(═O)—R dd6 ,
(10) —NR dd7 —C(═O)—NR dd8 R dd9 ,
(11) —NR dd10 —S(═O) 2 —R dd11 ,
(12) —NR dd12 —S(═O) 2 —NR dd13 R dd14 ,
(13) —NR dd15 R dd16 ;
R dd1 , R dd2 , R dd3 , R dd4 , R dd5 , R dd6 , R dd7 , R dd8 , R dd9 , R dd10 , R dd11 , R dd12 , R dd13 , R dd14 , R dd15 , and R dd16 are each independently hydrogen atom or C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B;
Re is hydrogen atom or C 1-6 alkyl group;
Rf is hydrogen atom or C 1-6 alkyl group;
each Rj is the same or different C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A;
Q is selected from the following (1) to (9):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(7) unsaturated fused heterocyclic group wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(8) unsaturated heteromonocyclic group wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(9) saturated fused heterocyclic group wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
Y is selected from the following (1) to (3):
(1) single bond,
(2) —S(═O) 2 —,
(3) C 1-3 alkylene which may optionally be substituted with 1 to 3 hydroxyl groups;
m is each independently an integer selected from 0 or 1 to 5;
n j is each independently 0, 1 or 2;
Group A consists of the following (a) to (m):
(a) C 1-7 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(b) halogen atom,
(c) phenyl group,
(d) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(e) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(f) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(g) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(h) —C(═O)—NR A1 R A2 ,
(i) —C(═O)—OR A3 ,
(j) —C(═O)—R A4 ,
(k) —OR A5 ,
(l) —NR A6 R A7 ,
(m) —S(═O) 2 —R A8 ;
R A1 , R A2 , R A3 , and R A4 are each independently hydrogen atom or C 1-6 alkyl group;
R A5 , R A6 , and R A7 are each independently:
hydrogen atom,
C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
benzyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
C 1-6 alkylcarbonyl group,
C 1-6 alkylsulfonyl group, or
C 2-6 alkenyl group; and
R A8 is each independently C 1-6 alkyl group;
Group AA consists of the following (a) to (o):
(a) halogen atom,
(b) C 1-3 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
(c) —OR AA1 ,
(d) —C(═O)—NR AA2 R AA3 ,
(e) —C(═O)—OR AA4 ,
(f) —O—C(═O)—R AA5 ,
(g) —C(═O)—R AA6 ,
(h) ═O,
(i) C 3-7 cycloalkyl group,
(j) phenyl group which may optionally be substituted with the same or different 1 to 5 C 1-3 alkyl groups,
(k) —NR AA7 R AA8 ,
(l) —NR AA9 —C(═O)—R AA10 ,
(m) —NR AA11 —C(═O)—NR AA12 R AA13 ,
(n) —NR AA14 —S(═O) 2 —R AA15 ,
(o) —NR AA16 —S(═O) 2 —NR AA17 R AA18 ;
R AA1 , R AA2 , R AA3 , R AA4 , R AA5 , R AA6 , R AA7 , R AA8 , R AA9 , R AA10 , R AA11 , R AA12 , R AA13 , R AA14 , R AA15 , R AA16 , R AA17 , and R AA18 are each independently hydrogen atom or C 1-6 alkyl group;
Group B consists of the following (a) to (k):
(a) halogen atom,
(b) C 3-7 cycloalkyl group
(c) —OR B1 ,
(d) —C(═O)—NR B2 R B3 ,
(e) —C(═O)—OR B4 ,
(f) C 1-6 alkyl group,
(g) —NR B5 R B6 ,
(h) —NR B7 —C(═O)—R B8 ,
(i) —NR B9 —C(═O)—NR B10 R B11 ,
(j) —NR B12 —S(═O) 2 —R B13 ,
(k) —NR B14 —S(═O) 2 —NR B15 R B16 ,
R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 , R B9 , R B10 , R B11 , R B12 , R B13 , R B14 , R B15 , and R B16 are each independently hydrogen atom or C 1-6 alkyl group;
Group C consists of the following (a) to (k):
(a) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group CC,
(b) cyano group,
(c) halogen atom,
(d) —OR CD1 ,
(e) —NR CD2 R CD3 ,
(f) —C(═O)—NR CD4 R CD5 ,
(i) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group CC wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered, excluding ring P,
(j) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group CC wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered, excluding ring P,
R CD1 , R CD2 , and R CD3 are each independently,
hydrogen atom,
C 1-6 alkyl group,
C 1-6 alkylcarbonyl group,
benzyl group,
—C(═O)—O—CH 2 -phenyl,
—C(═O)—N(CH 3 ) 2 ,
—C(═O)—C(OH)(CH 3 ) 2 ,
—C(═O)—CH 2 —O—CH 3 , or
—C(═O)—CH 2 —CN; and
R CD4 and R CD5 are each independently hydrogen atom or C 1-6 alkyl group;
Group CC consists of the following (a) to (c):
(a) halogen atom,
(b) C 1-3 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
(c) —OR AA1 ,
R AA1 is each independently hydrogen atom or C 1-6 alkyl group;
provided that when R a is
(1) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A, or
(3) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
Q is selected from the following (1) to (6):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered;
further provided that when R b is hydrogen atom,
Q is selected from the following (1) to (5):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered;
and further provided that when
is
Q is selected from the following (1) to (6):
(1) C 3-7 cycloalkyl group,
(2) C 9-10 fused carbocyclic group selected from the group consisting of indanyl group and 1,2,3,4-tetrahydronaphthyl group,
(3) cross-linked C 5-12 cycloalkyl group,
(4) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(5) unsaturated fused heterocyclic group wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(6) unsaturated heteromonocyclic group wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered.
20 . A compound represented by the following formulas:
or a pharmaceutically acceptable salt thereof, wherein
is unsaturated heteromonocyclic group selected from the following (i) to (v):
R a is selected from the following (1) to (12):
(1) C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(3) C 2-12 alkenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(4) C 2-12 alkynyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(5) C 5-11 spirocyclic cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(6) cross-linked C 5-12 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(7) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(8) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(9) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(10) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(11) saturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(12) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
R b is selected from the following (1) to (6):
(1) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 halogen atoms,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from the group consisting of halogen atom and C 1-6 alkyl group,
(3) —CH═CH—C(═O)—OR bb1 ,
(4) —CH 2 —CH 2 —C(═O)—OR bb2 ,
(5) —CH 2 —O—CH 2 —C(═O)—OR bb3 ,
(6) hydrogen atom;
R bb1 , R bb2 , and R bb3 are each independently hydrogen atom or C 1-6 alkyl group;
R c is selected from the following (1) to (17):
(1) —(CH 2 ) n1 —C(═O)—OR cc1 ,
(2) —O—(CH 2 )—C(═O)—OR cc2 ,
(3) —(CH 2 ) n3 -ring P,
(4) —(CH 2 ) n4 —C(═O)—NH—S(═O) 2 —CH 3 ,
(5) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C,
(6) C 3-6 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C,
(7) C 2-12 alkenyl group,
(8) C 2-12 alkynyl group,
(9) —NR cc3 R cc4 ,
(10) —OR cc5 ,
(11) —O—CH 2 CH 2 —OH,
(12) —O—CH 2 C(═O)NH—CH 3 ,
R cc1 and R cc2 are each independently hydrogen atom or C 1-6 alkyl group;
R cc3 and R cc4 are each independently,
hydrogen atom,
C 1-6 alkyl group,
C 1-6 alkylcarbonyl group,
benzyloxycarbonyl group, or
C 1-6 alkyl group which is substituted with 1 to 3 hydroxyl groups;
R cc5 is
hydrogen atom,
C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C, or
benzyl group;
ring P is monocyclic heterocycle which is a carboxylic acid equivalent wherein the carboxylic acid equivalent may optionally be substituted;
n1 is an integer selected from 0 or 1 to 3;
n2 is an integer selected from 0 or 1 to 3;
n3 is an integer selected from 1 to 3; and
n4 is an integer selected from 1 to 3;
each R d is the same or different and selected from the following (1) to (13):
(1) halogen atom,
(2) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(3) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(4) C 2-6 alkenyl group,
(5) cyano group,
(6) —C(═O)—OR dd1 ,
(7) —C(═O)—NR dd2 R dd3 ,
(8) —OR dd4 ,
(9) —NR dd5 —C(═O)—R dd6 ,
(10) —NR dd7 —C(═O)—NR dd8 R dd9 ,
(11) —NR dd10 —S(═O) 2 —R dd11 ,
(12) —NR dd12 —S(═O) 2 —NR dd13 R dd14 ,
(13) —NR dd15 R dd16 ;
R dd1 , R dd2 , R dd3 , R dd4 , R dd5 , R dd6 , R dd7 , R dd8 , R dd9 , R dd10 , R dd11 , R dd12 , R dd13 , R dd14 , R dd15 , and R dd16 are each independently hydrogen atom or C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B;
R e is hydrogen atom or C 1-6 alkyl group;
R f is hydrogen atom or C 1-6 alkyl group;
each R j is the same or different C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A;
Q is selected from the following (1) to (9):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(7) unsaturated fused heterocyclic group wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(8) unsaturated heteromonocyclic group wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(9) saturated fused heterocyclic group wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
Y is selected from the following (1) to (3):
(1) single bond,
(2) —S(═O) 2 —,
(3) C 1-3 alkylene which may optionally be substituted with 1 to 3 hydroxyl groups;
m is each independently an integer selected from 0 or 1 to 5;
n j is each independently 0, 1 or 2;
Group A consists of the following (a) to (m):
(a) C 1-7 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(b) halogen atom,
(c) phenyl group,
(d) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(e) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(f) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(g) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(h) —C(═O)—NR A1 R A2 ,
(i) —C(═O)—OR A3 ,
(j) —C(═O)—R A4 ,
(k) —OR A5 ,
(l) —NR A6 R A7 ,
(m) —S(═O) 2 —R A8 ;
R A1 , R A2 , R A3 , and R A4 are each independently hydrogen atom or C 1-6 alkyl group;
R A5 , R A6 , and R A7 are each independently:
hydrogen atom,
C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
benzyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
C 1-6 alkylcarbonyl group,
C 1-6 alkylsulfonyl group, or
C 2-6 alkenyl group; and
R A8 is each independently C 1-6 alkyl group;
Group AA consists of the following (a) to (o):
(a) halogen atom,
(b) C 1-3 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
(c) —OR AA1 ,
(d) —C(═O)—NR AA2 R AA3 ,
(e) —C(═O)—OR AA4 ,
(f) —O—C(═O)—R AA5 ,
(g) —C(═O)—R AA6 ,
(h) ═O,
(i) C 3-7 cycloalkyl group,
(j) phenyl group which may optionally be substituted with the same or different 1 to 5 C 1-3 akyl groups,
(k) —NR AA7 R AA8 ,
(l) —NR AA9 —C(═O)—R AA10 ,
(m) —NR AA11 —C(═O)—NR AA12 R AA13 ,
(n) —NR AA14 —S(═O) 2 —R AA15 ,
(o) —NR AA16 —S(═O) 2 —NR AA17 R AA18 ;
R AA1 , R AA2 , R AA3 , R AA4 , R AA5 , R AA6 , R AA7 , R AA8 , R AA9 , R AA10 , R AA11 , R AA12 , R AA13 , R AA14 , R AA15 , R AA16 , R AA17 , and R AA18 are each independently hydrogen atom or C 1-6 alkyl group;
Group B consists of the following (a) to (k):
(a) halogen atom,
(b) C 3-7 cycloalkyl group
(c) —OR B1 ,
(d) —C(═O)—NR B2 R B3 ,
(e) —C(═O)—OR B4 ,
(f) C 1-6 alkyl group,
(g) —NR B5 R B6 ,
(h) —NR B7 —C(═O)—R B8 ,
(i) —NR B9 —C(═O)—NR B10 R B11 ,
(j) —NR B12 —S(═O) 2 —R B13 ,
(k) —NR B14 —S(═O) 2 —NR B15 R B16 ,
R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 , R B9 , R B10 , R B11 , R B12 , R B13 , R B14 , R B15 , and R B16 are each independently hydrogen atom or C 1-6 alkyl group;
Group C consists of the following (a) to (k):
(a) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group CC,
(b) cyano group,
(c) halogen atom,
(d) —OR CD1 ,
(e) —NR CD2 R CD3 ,
(f) —C(═O)—NR CD4 R CD5 ,
(i) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group CC wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered, excluding ring P,
(j) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group CC wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered, excluding ring P,
R CD1 , R CD2 , and R CD3 are each independently,
hydrogen atom,
C 1-6 alkyl group,
C 1-6 alkylcarbonyl group,
benzyl group,
—C(═O)—O—CH 2 -phenyl,
—C(═O)—N(CH 3 ) 2 ,
—C(═O)—C(OH)(CH 3 ) 2 ,
—C(═O)—CH 2 —O—CH 3 , or
—C(═O)—CH 2 —CN; and
R CD4 and R CD5 are each independently hydrogen atom or C 1-6 alkyl group;
Group CC consists of the following (a) to (c):
(a) halogen atom,
(b) C 1-3 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
(c) —OR AA1 ,
R AA1 is each independently hydrogen atom or C 1-6 alkyl group;
provided that when R a is
(1) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A, or
(3) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
Q is selected from the following (1) to (6):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered;
further provided that when R b is hydrogen atom,
Q is selected from the following (1) to (5):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered;
and further provided that when
is
R a is selected from the following (1) or (2):
(1) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(2) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered.
21 . A compound represented by the following formulas:
or a pharmaceutically acceptable salt thereof, wherein
is unsaturated heteromonocyclic group selected from the following (i) to (v):
R a is selected from the following (1) to (12):
(1) C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(3) C 2-12 alkenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(4) C 2-12 alkynyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(5) C 5-11 spirocyclic cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(6) cross-linked C 5-12 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(7) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(8) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(9) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(10) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(11) saturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(12) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
R b is selected from the following (1) to (6):
(1) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 halogen atoms,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from the group consisting of halogen atom and C 1-6 alkyl group,
(3) —CH═CH—C(═O)—OR bb1 ,
(4) —CH 2 —CH 2 —C(═O)—OR bb2 ,
(5) —CH 2 —O—CH 2 —C(═O)—OR bb3 ,
(6) hydrogen atom;
R bb1 , R bb2 , and R bb3 are each independently hydrogen atom or C 1-6 alkyl group;
R c is selected from the following (1) to (17):
(1) —(CH 2 ) n1 —C(═O)—OR cc1 ,
(2) —O—(CH 2 ) n2 —C(═O)—OR cc2 ,
(3) —(CH 2 ) n3 -ring P,
(4) —(CH 2 ) n4 —C(═O)—NH—S(═O) 2 —CH 3 ,
(5) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C,
(6) C 3-6 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C,
(7) C 2-12 alkenyl group,
(8) C 2-12 alkynyl group,
(9) —NR cc3 R cc4 ,
(10) —OR cc5 ,
(11) —O—CH 2 CH 2 —OH,
(12) —O—CH 2 C(═O)NH—CH 3 ,
R cc1 and R cc2 are each independently hydrogen atom or C 1-6 alkyl group;
R cc3 and R cc4 are each independently,
hydrogen atom,
C 1-6 alkyl group,
C 1-6 alkylcarbonyl group,
benzyloxycarbonyl group, or
C 1-6 alkyl group which is substituted with 1 to 3 hydroxyl groups;
R cc5 is
hydrogen atom,
C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C, or
benzyl group;
ring P is monocyclic heterocycle which is a carboxylic acid equivalent wherein the carboxylic acid equivalent may optionally be substituted;
n1 is an integer selected from 0 or 1 to 3;
n2 is an integer selected from 0 or 1 to 3;
n3 is an integer selected from 1 to 3; and
n4 is an integer selected from 1 to 3;
each R d is the same or different and selected from the following (1) to (13):
(1) halogen atom,
(2) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(3) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(4) C 2-6 alkenyl group,
(5) cyano group,
(6) —C(═O)—OR dd1 ,
(7) —C(═O)—NR dd2 R dd3 ,
(8) —OR dd4 ,
(9) —NR dd5 —C(═O)—R dd6 ,
(10) —NR dd7 —C(═O)—NR dd8 R dd9 ,
(11) —NR dd10 —S(═O) 2 —R dd11 ,
(12) —NR dd12 —S(═O) 2 —NR dd13 R dd14 ,
(13) —NR dd15 R dd16 ;
R dd1 , R dd2 , R dd3 , R dd4 , R dd5 , R dd6 , R dd7 , R dd8 , R dd9 , R dd10 , R dd11 , R dd12 , R dd13 , R dd14 , R dd15 , and R dd16 are each independently hydrogen atom or C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B;
R e is hydrogen atom or C 1-6 alkyl group;
R f is hydrogen atom or C 1-6 alkyl group;
each R j is the same or different C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A;
Q is selected from the following (1) to (9):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(7) unsaturated fused heterocyclic group wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(8) unsaturated heteromonocyclic group wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(9) saturated fused heterocyclic group wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
Y is selected from the following (1) to (3):
(1) single bond,
(2) —S(═O) 2 —,
(3) C 1-3 alkylene which may optionally be substituted with 1 to 3 hydroxyl groups;
m is each independently an integer selected from 0 or 1 to 5;
nj is each independently 0, 1 or 2;
Group A consists of the following (a) to (m):
(a) C 1-7 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(b) halogen atom,
(c) phenyl group,
(d) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(e) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(f) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(g) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(h) —C(═O)—NR A1 R A2 ,
(i) —C(═O)—OR A3 ,
(j) —C(═O)—R A4 ,
(k) —OR A5 ,
(l) —NR A6 R A7 ,
(m) —S(═O) 2 —R A8 ;
R A1 , R A2 , R A3 , and R A4 are each independently hydrogen atom or C 1-6 alkyl group;
R A5 , R A6 , and R A7 are each independently:
hydrogen atom,
C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
benzyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
C 1-6 alkylcarbonyl group,
C 1-6 alkylsulfonyl group, or
C 2-6 alkenyl group; and
R A8 is each independently C 1-6 alkyl group;
Group AA consists of the following (a) to (o):
(a) halogen atom,
(b) C 1-3 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
(c) —OR AA1 ,
(d) —C(═O)—NR AA2 R AA3 ,
(e) —C(═O)—OR AA4 ,
(f) —O—C(═O)—R AA5 ,
(g) —C(═O)—R AA6 ,
(h) ═O,
(i) C 3-7 cycloalkyl group,
(j) phenyl group which may optionally be substituted with the same or different 1 to 5 C 1-3 alkyl groups,
(k) —NR AA7 R AA8 ,
(l) —NR AA9 —C(═O)—R AA10 ,
(m) —NR AA11 —C(═O)—NR AA12 R AA13 ,
(n) —NR AA14 —S(═O) 2 —R AA15 ,
(o) —NR AA16 —S(═O) 2 —NR AA17 R AA18 ;
R AA1 , R AA2 , R AA3 , R AA4 , R AA5 , R AA6 , R AA7 , R AA8 , R AA9 , R AA10 , R AA11 , R AA12 , R AA13 , R AA14 , R AA15 , R AA16 , R AA17 , and R AA18 are each independently hydrogen atom or C 1-6 alkyl group;
Group B consists of the following (a) to (k):
(a) halogen atom,
(b) C 3-7 cycloalkyl group
(c) —OR B1 ,
(d) —C(═O)—NR B2 R B3 ,
(e) —C(═O)—OR B4 ,
(f) C 1-6 alkyl group,
(g) —NR B5 R B6 ,
(h) —NR B7 —C(═O)—R B8 ,
(i) —NR B9 —C(═O)—NR B10 R B11 ,
(j) —NR B12 —S(═O) 2 —R B13 ,
(k) —NR B14 —S(═O) 2 —NR B15 R B16 ,
R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 , R B9 , R B10 , R B11 , R B12 , R B13 , R B14 , R B15 , and R B16 are each independently hydrogen atom or C 1-6 alkyl group;
Group C consists of the following (a) to (k):
(a) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group CC,
(b) cyano group,
(c) halogen atom,
(d) —OR CD1 ,
(e) —NR CD2 R CD3 ,
(f) —C(═O)—NR CD4 R CD5 ,
(i) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group CC wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered, excluding ring P,
(j) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group CC wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered, excluding ring P,
R CD1 , R CD2 , and R CD3 are each independently,
hydrogen atom,
C 1-6 alkyl group,
C 1-6 alkylcarbonyl group,
benzyl group,
—C(═O)—O—CH 2 -phenyl,
—C(═O)—N(CH 3 ) 2 ,
—C(═O)—C(OH)(CH 3 ) 2 ,
—C(═O)—CH 2 —O—CH 3 , or
—C(═O)—CH 2 —CN; and
R CD4 and R CD5 are each independently hydrogen atom or C 1-6 alkyl group;
Group CC consists of the following (a) to (c):
(a) halogen atom,
(b) C 1-3 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
(c) —OR AA1 ,
R AA1 is each independently hydrogen atom or C 1-6 alkyl group;
provided that when R a is
(1) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A, or
(3) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
Q is selected from the following (1) to (6):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered;
further provided that when R b is hydrogen atom,
Q is selected from the following (1) to (5):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered;
and further provided that when
is
R c is selected from the following (1) to (15):
(1) —(CH 2 ) n3 -ring P,
(2) —(CH 2 ) n4 —C(═O)—NH—S(═O) 2 —CH 3 ,
(3) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C,
(4) C 3-6 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C,
(5) C 2-12 alkenyl group,
(6) C 2-12 alkynyl group,
(7) —NR cc3 R cc4 ,
(8) —OR cc5 ,
(9) —O—CH 2 CH 2 —OH,
(10) —O—CH 2 C(═O)NH—CH 3 ,
22 . A compound represented by the following formula:
or a pharmaceutically acceptable salt thereof, wherein
is unsaturated heteromonocyclic group selected from the following (i) to (ii):
R a is selected from the following (1) to (12):
(1) C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(3) C 2-12 alkenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(4) C 2-12 alkynyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(5) C 5-11 spirocyclic cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(6) cross-linked C 5-12 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(7) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(8) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(9) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(10) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(11) saturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(12) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
R b is selected from the following (1) to (6):
(1) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 halogen atoms,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from the group consisting of halogen atom and C 1-6 alkyl group,
(3) —CH═CH—C(═O)—OR bb1 ,
(4) —CH 2 —CH 2 —C(═O)—OR bb2 ,
(5) —CH 2 —O—CH 2 —C(═O)—OR bb3 ,
(6) hydrogen atom;
R bb1 , R bb2 , and R bb3 are each independently hydrogen atom or C 1-6 alkyl group;
R c is selected from the following (1) to (15):
(1) —(CH 2 ) n3 -ring P,
(2) —(CH 2 ) n4 —C(═O)—NH—S(═O) 2 —CH 3 ,
(3) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C,
(4) C 3-6 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C,
(5) C 2-12 alkenyl group,
(6) C 2-12 alkynyl group,
(7) —NR cc3 R cc4 ,
(8) —OR cc5 ,
(9) —O—CH 2 CH 2 —OH,
(10) —O—CH 2 C(═O)NH—CH 3 ,
R cc3 and R cc4 are each independently,
hydrogen atom,
C 1-6 alkyl group,
C 1-6 alkylcarbonyl group,
benzyloxycarbonyl group, or
C 1-6 alkyl group which is substituted with 1 to 3 hydroxyl groups;
R cc5 is
hydrogen atom,
C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group C, or
benzyl group;
ring P is monocyclic heterocycle which is a carboxylic acid equivalent wherein the carboxylic acid equivalent may optionally be substituted;
n3 is an integer selected from 1 to 3; and
n4 is an integer selected from 1 to 3;
each R d is the same or different and selected from the following (1) to (13):
(1) halogen atom,
(2) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(3) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(4) C 2-6 alkenyl group,
(5) cyano group,
(6) —C(═O)—OR dd1 ,
(7) —C(═O)—NR dd2 R dd3 ,
(8) —OR dd4 ,
(9) —NR dd5 —C(═O)—R dd6 ,
(10) —NR dd7 —C(═O)—NR dd8 R dd9 ,
(11) —NR dd10 —S(═O) 2 —R dd11 ,
(12) —NR dd12 —S(═O) 2 —NR dd13 R dd14 ,
(13) —NR dd15 R dd16 ;
R dd1 , R dd2 , R dd3 , R dd4 , R dd5 , R dd6 , R dd7 , R dd8 , R dd9 , R dd10 , R dd11 , R dd12 , R dd13 , R dd14 , R dd15 , and R dd16 are each independently hydrogen atom or C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B;
R e is hydrogen atom or C 1-6 alkyl group;
Q is selected from the following (1) to (9):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(7) unsaturated fused heterocyclic group wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(8) unsaturated heteromonocyclic group wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(9) saturated fused heterocyclic group wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
Y is selected from the following (1) to (3):
(1) single bond,
(2) —S(═O) 2 —,
(3) C 1-3 alkylene which may optionally be substituted with 1 to 3 hydroxyl groups;
m is each independently an integer selected from 0 or 1 to 5;
Group A consists of the following (a) to (m):
(a) C 1-7 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(b) halogen atom,
(c) phenyl group,
(d) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(e) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(f) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(g) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(h) —C(═O)—NR A1 R A2 ,
(i) —C(═O)—OR A3 ,
(j) —C(═O)—R A4 ,
(k) —OR A5 ,
(l) —NR A6 R A7 ,
(m) —S(═O) 2 —R A8 ;
R A1 , R A2 , R A3 , and R A4 are each independently hydrogen atom or C 1-6 alkyl group;
R A5 , R A6 , and R A7 are each independently:
hydrogen atom,
C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
benzyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
C 1-6 alkylcarbonyl group,
C 1-6 alkylsulfonyl group, or
C 2-6 alkenyl group; and
R A8 is each independently C 1-6 alkyl group;
Group AA consists of the following (a) to (o):
(a) halogen atom,
(b) C 1-3 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
(c) —OR AA1 ,
(d) —C(═O)—NR AA2 R AA3 ,
(e) —C(═O)—OR AA4 ,
(f) —O—C(═O)—R AA5 ,
(g) —C(═O)—R AA6 ,
(h) ═O,
(i) C 3-7 cycloalkyl group,
(j) phenyl group which may optionally be substituted with the same or different 1 to 5 C 1-3 alkyl groups,
(k) —NR AA7 R AA8 ,
(l) —NR AA9 —C(═O)—R AA10 ,
(m) —NR AA11 —C(═O)—NR AA12 R AA13 ,
(n) —NR AA14 —S(═O) 2 —R AA15 ,
(o) —NR AA16 —S(═O) 2 —NR AA17 R AA18 ;
R AA1 , R AA2 , R AA3 , R AA4 , R AA5 , R AA6 , R AA7 , R AA8 , R AA9 , R AA10 , R AA11 , R AA12 , R AA13 , R AA14 , R AA15 , R AA16 , R AA17 , and R AA18 are each independently hydrogen atom or C 1-6 alkyl group;
Group B consists of the following (a) to (k):
(a) halogen atom,
(b) C 3-7 cycloalkyl group
(c) —OR B1 ,
(d) —C(═O)—NR B2 R B3 ,
(e) —C(═O)—OR B4 ,
(f) C 1-6 alkyl group,
(g) —NR B5 R B6 ,
(h) —NR B7 —C(═O)—R B8 ,
(i) —NR B9 —C(═O)—NR B10 R B11 ,
(j) —NR B12 —S(═O) 2 —R B13 ,
(k) —NR B14 —S(═O) 2 —NR B15 R B16 ;
R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 , R B9 , R B10 , R B11 , R B12 , R B13 , R B14 , R B15 , and R B16 are each independently hydrogen atom or C 1-6 alkyl group;
Group C consists of the following (a) to (k):
(a) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group CC,
(b) cyano group,
(c) halogen atom,
(d) —OR CD1 ,
(e) —NR CD2 R CD3 ,
(f) —C(═O)—NR CD4 R CD5 ,
(i) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group CC wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered, excluding ring P,
(j) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group CC wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered, excluding ring P,
R CD1 , R CD2 , and R CD3 are each independently,
hydrogen atom,
C 1-6 alkyl group,
C 1-6 alkylcarbonyl group,
benzyl group,
—C(═O)—O—CH 2 -phenyl,
—C(═O)—N(CH 3 ) 2 ,
—C(═O)—C(OH)(CH 3 ) 2 ,
—C(═O)—CH 2 —O—CH 3 , or
—C(═O)—CH 2 —CN; and
R CD4 and R CD5 are each independently hydrogen atom or C 1-6 alkyl group;
Group CC consists of the following (a) to (c):
(a) halogen atom,
(b) C 1-3 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
(c) —OR AA1 ,
R AA1 is each independently hydrogen atom or C 1-6 alkyl group;
provided that when R a is
(1) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A, or
(3) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
Q is selected from the following (1) to (6):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered;
and further provided that when R b is hydrogen atom,
Q is selected from the following (1) to (5):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered].
23 . A compound represented by the following formula:
or a pharmaceutically acceptable salt thereof, wherein
is unsaturated heteromonocyclic group selected from the following (i) to (ii):
each R au is the same or different and selected from the following (1) or (2):
(1) C 7-12 alkyl group,
(2) C 1-12 alkyl group which is substituted with the same or different 1 to 5 substituents selected from Group AU;
R b is selected from the following (1) to (6):
(1) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 halogen atoms,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from the group consisting of halogen atom and C 1-6 alkyl group,
(3) —CH═CH—C(═O)—OR bb1 ,
(4) —CH 2 —CH 2 —C(═O)—OR bb2 ,
(5) —CH 2 —O—CH 2 —C(═O)—OR bb3 ,
(6) hydrogen atom;
R bb1 , R bb2 , and R bb3 are each independently hydrogen atom or C 1-6 alkyl group;
R c is selected from the following (1) or (2):
(1) —(CH 2 ) n1 —C(═O)—OR cc1 ,
(2) —O—(CH 2 )—C(═O)—OR cc2 ,
R cc1 and R cc2 are each independently hydrogen atom or C 1-6 alkyl group;
n1 is an integer selected from 0 or 1 to 3; and
n2 is an integer selected from 0 or 1 to 3;
each R d is the same or different and selected from the following (1) to (13):
(1) halogen atom,
(2) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(3) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(4) C 2-6 alkenyl group,
(5) cyano group,
(6) —C(═O)—OR dd1 ,
(7) —C(═O)—NR dd2 R dd3 ,
(8) —OR dd4 ,
(9) —NR dd5 —C(═O)—R dd6 ,
(10) —NR dd7 —C(═O)—NR dd8 R dd9 ,
(11) —NR dd10 —S(O) 2 —R dd11 ,
(12) —NR dd12 —S(═O) 2 —NR dd13 R dd14 ,
(13) —NR dd15 R dd16 ;
R dd1 , R dd2 , R dd3 , R dd4 , R dd5 , R dd6 , R dd7 , R dd8 , R dd9 , R dd10 , R dd11 , R dd12 , R dd13 , R dd14 , R dd15 , and R dd16 are each independently hydrogen atom or C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B;
R e is hydrogen atom or C 1-6 alkyl group;
Q is selected from the following (1) to (9):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(7) unsaturated fused heterocyclic group wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(8) unsaturated heteromonocyclic group wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(9) saturated fused heterocyclic group wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
cyclic moiety UU is selected from the following (1) or (2):
(1) C 3-7 cycloalkyl group,
(2) phenyl group;
Y is selected from the following (1) to (3):
(1) single bond,
(2) —S(═O) 2 —,
(3) C 1-3 alkylene which may optionally be substituted with 1 to 3 hydroxyl groups;
m is each independently an integer selected from 0 or 1 to 5;
nu is an integer selected from 0 or 1 to 3;
Group B consists of the following (a) to (k):
(a) halogen atom,
(b) C 3-7 cycloalkyl group
(c) —OR B1 ,
(d) —C(═O)—NR B2 R B3 ,
(e) —C(═O)—OR B4 ,
(f) C 1-6 alkyl group,
(g) —NR B5 R B6 ,
(h) —NR B7 —C(═O)—R B8 ,
(i) —NR B9 —C(═O)—NR B10 R B11 ,
(j) —NR B12 —S(═O) 2 —R B13 ,
(k) —NR B14 —S(═O) 2 —NR B15 R B16 ,
R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 , R B9 , R B10 , R B11 , R B12 , R B13 , R B14 , R B15 , and R B16 are each independently hydrogen atom or C 1-6 alkyl group;
Group AU consists of the following (a) to (j):
(a) —OR cc1 ,
(b) —C(═O)—OR AU2 ,
(c) —C(═O)—NR AU3 R AU4 ,
(d) phenyl group,
(e) C 3-7 cycloalkyl group,
(f) —NR AU5 R AU6 ,
(g) —NR AU7 —C(═O)—R AU8 ,
(h) —NR AU9 —C(═O)—NR AU10 R AU12 ,
(i) —NR AU13 —S(═O) 2 —R AU14 ,
(j) —NR AU15 —S(═O) 2 —NR AU16 R AU17 ;
R AU1 , R AU2 , R AU3 , R AU4 , R AU5 , R AU6 , R AU7 , R AU8 , R AU9 , R AU10 , R AU11 , R AU12 , R AU13 , R AU14 , R AU15 , R AU16 and R AU17 are each independently hydrogen atom or C 1-6 alkyl group;
provided that when cyclic moiety UU is phenyl group,
Q is selected from the following (1) to (6):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered;
and further provided that when R b is hydrogen atom,
Q is selected from the following (1) to (5):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered].
24 . A compound represented by the following formula:
or a pharmaceutically acceptable salt thereof, wherein
is unsaturated heteromonocyclic group selected from the following (i) to (ii):
R a is selected from the following (1) to (12):
(1) C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(3) C 2-12 alkenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(4) C 2-12 alkynyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(5) C 5-11 spirocyclic cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(6) cross-linked C 5-12 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(7) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(8) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(9) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(10) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(11) saturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(12) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
R c is selected from the following (1) or (2):
(1) —(CH 2 ) n1 —C(═O)—OR cc1 ,
(2) —O—(CH 2 )—C(═O)—OR cc2 ,
R cc1 and R cc2 are each independently hydrogen atom or C 1-6 alkyl group;
n1 is an integer selected from 0 or 1 to 3; and
n2 is an integer selected from 0 or 1 to 3;
each R d is the same or different and selected from the following (1) to (13):
(1) halogen atom,
(2) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(3) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(4) C 2-6 alkenyl group,
(5) cyano group,
(6) —C(═O)—OR dd1 ,
(7) —C(═O)—NR dd2 R dd3 ,
(8) —OR dd4 ,
(9) —NR dd5 —C(═O)—R dd6 ,
(10) —NR dd7 —C(═O)—NR dd8 R dd9 ,
(11) —NR dd10 —S(═O) 2 —R dd11 ,
(12) —NR dd12 —S(═O) 2 —NR dd13 R dd14 ,
(13) —NR dd15 R dd16 ;
R dd1 , R dd2 , R dd3 , R dd4 , R dd5 , R dd6 , R dd7 , R dd8 , R dd9 , R dd10 , R dd11 , R dd12 , R dd13 , R dd14 , R dd15 , and R dd16 are each independently hydrogen atom or C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B;
Re is hydrogen atom or C 1-6 alkyl group;
Q is selected from the following (1) to (9):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(7) unsaturated fused heterocyclic group wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(8) unsaturated heteromonocyclic group wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(9) saturated fused heterocyclic group wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
Y is selected from the following (1) to (3):
(1) single bond,
(2) —S(═O) 2 —,
(3) C 1-3 alkylene which may optionally be substituted with 1 to 3 hydroxyl groups;
m is each independently an integer selected from 0 or 1 to 5;
Group A consists of the following (a) to (m):
(a) C 1-7 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(b) halogen atom,
(c) phenyl group,
(d) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(e) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(f) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(g) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(h) —C(═O)—NR A1 R A2 ,
(i) —C(═O)—OR A3 ,
(j) —C(═O)—R A4 ,
(k) —OR A5 ,
(l) —NR A6 R A7 ,
(m) —S(═O) 2 —R A8 ;
R A1 , R A2 , R A3 , and R A4 are each independently hydrogen atom or C 1-6 alkyl group;
R A5 , R A6 , and R A7 are each independently:
hydrogen atom,
C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
benzyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
C 1-6 alkylcarbonyl group,
C 1-6 alkylsulfonyl group, or
C 2-6 alkenyl group; and
R A8 is each independently C 1-6 alkyl group;
Group AA consists of the following (a) to (o):
(a) halogen atom,
(b) C 1-3 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
(c) —OR AA1 ,
(d) —C(═O)—NR AA2 R AA3 ,
(e) —C(═O)—OR AA4 ,
(f) —O—C(═O)—R AA5 ,
(g) —C(═O)—R AA6 ,
(h) ═O,
(i) C 3-7 cycloalkyl group,
(j) phenyl group which may optionally be substituted with the same or different 1 to 5 C 1-3 alkyl groups,
(k) —NR AA7 R AA8 ,
(l) —NR AA9 —C(═O)—R AA10 ,
(m) —NR AA11 —C(═O)—NR AA12 R AA13 ,
(n) —NR AA14 —S(═O) 2 —R AA15 ,
(o) —NR AA16 —S(═O) 2 —NR AA17 R AA18 ;
R AA1 , R AA2 , R AA3 , R AA4 , R AA5 , R AA6 , R AA7 , R AA8 , R AA9 , R AA10 , R AA11 , R AA12 , R AA13 , R AA14 , R AA15 , R AA16 , R AA17 , and R AA18 are each independently hydrogen atom or C 1-6 alkyl group;
Group B consists of the following (a) to (k):
(a) halogen atom,
(b) C 3-7 cycloalkyl group
(c) —OR B1 ,
(d) —C(═O)—NR B2 R B3 ,
(e) —C(═O)—OR B4 ,
(f) C 1-6 alkyl group,
(g) —NR B5 R B6 ,
(h) —NR B7 —C(═O)—R B8 ,
(i) —NR B9 —C(═O)—NR B10 R B11 ,
(j) —NR B12 —S(═O) 2 —R B13 ,
(k) —NR B14 —S(═O) 2 —NR B15 R B16 ,
R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 , R B9 , R B10 , R B11 , R B12 , R B13 , R B14 , R B15 , and R B16 are each independently, hydrogen atom or C 1-6 alkyl group;
provided that when R a is
(1) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A, or
(3) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
Q is selected from the following (1) to (6):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered.
25 . A compound represented by the following formula:
or a pharmaceutically acceptable salt thereof, wherein
is unsaturated heteromonocyclic group selected from the following (i) to (ii):
R a is selected from the following (1) to (12):
(1) C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(3) C 2-12 alkenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(4) C 2-12 alkynyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(5) C 5-11 spirocyclic cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(6) cross-linked C 5-12 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(7) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(8) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(9) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(10) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(11) saturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(12) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
R b is selected from the following (1) to (6):
(1) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 halogen atoms,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from the group consisting of halogen atom and C 1-6 alkyl group,
(3) —CH═CH—C(═O)—OR bb1 ,
(4) —CH 2 —CH 2 —C(═O)—OR bb2 ,
(5) —CH 2 —O—CH 2 —C(═O)—OR bb3 ,
(6) hydrogen atom;
R bb1 , R bb2 , and R bb3 are each independently hydrogen atom or C 1-6 alkyl group;
R c is selected from the following (1) or (2):
(1) —(CH 2 ) n1 —C(═O)—OR cc1 ,
(2) —O—(CH 2 )—C(═O)—OR cc2 ,
R cc1 and R cc2 are each independently hydrogen atom or C 1-6 alkyl group;
n1 is an integer selected from 0 or 1 to 3; and
n2 is an integer selected from 0 or 1 to 3;
each R d is the same or different and selected from the following (1) to (13):
(1) halogen atom,
(2) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(3) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(4) C 2-6 alkenyl group,
(5) cyano group,
(6) —C(═O)—OR dd1 ,
(7) —C(═O)—NR dd2 R dd3 ,
(8) —OR dd4 ,
(9) —NR dd5 —C(═O)—R dd6 ,
(10) —NR dd7 —C(═O)—NR dd8 R dd9 ,
(11) —NR dd10 —S(═O) 2 —R dd11 ,
(12) —NR dd12 —S(═O) 2 —NR dd13 R dd14 ,
(13) —NR dd15 R dd16 ;
R dd1 , R dd2 , R dd3 , R dd4 , R dd5 , R dd6 , R dd7 , R dd8 , R dd9 , R dd10 , R dd11 , R dd12 , R dd13 , R dd14 , R dd15 , and R dd16 are each independently hydrogen atom or C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B;
R e is hydrogen atom or C 1-6 alkyl group;
Q is selected from the following (1) to (9):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(7) unsaturated fused heterocyclic group wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(8) unsaturated heteromonocyclic group wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(9) saturated fused heterocyclic group wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
m is each independently an integer selected from 0 or 1 to 5;
Group A consists of the following (a) to (m):
(a) C 1-7 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(b) halogen atom,
(c) phenyl group,
(d) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(e) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(f) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(g) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(h) —C(═O)—NR A1 R A2 ,
(i) —C(═O)—OR A3 ,
(j) —C(═O)—R A4 ,
(k) —OR A5 ,
(l) —NR A6 R A7 ,
(m) —S(═O) 2 —R A8 ;
R A1 , R A2 , R A3 , and R A4 are each independently hydrogen atom or C 1-6 alkyl group;
R A5 , R A6 , and R A7 are each independently:
hydrogen atom,
C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
benzyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
C 1-6 alkylcarbonyl group,
C 1-6 alkylsulfonyl group, or
C 2-6 alkenyl group; and
R A8 is each independently C 1-6 alkyl group;
Group AA consists of the following (a) to (o):
(a) halogen atom,
(b) C 1-3 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
(c) —OR AA1 ,
(d) —C(═O)—NR AA2 R AA3 ,
(e) —C(═O)—OR AA4 ,
(f) —O—C(═O)—R AA5 ,
(g) —C(═O)—R AA6 ,
(h) ═O,
(i) C 3-7 cycloalkyl group,
(j) phenyl group which may optionally be substituted with the same or different 1 to 5 C 1-3 alkyl groups,
(k) —NR AA7 R AA8 ,
(l) —NR AA9 —C(═O)—R AA10 ,
(m) —NR AA11 —C(═O)—NR AA12 R AA13 ,
(n) —NR AA14 —S(O) 2 —R AA15 ,
(o) —NR AA16 —S(═O) 2 —NR A17 R AA18 ;
R AA1 , R AA2 , R AA3 , R AA4 , R AA5 , R AA6 , R AA7 , R AA8 , R AA9 , R AA10 , R AA11 , R AA12 , R AA13 , R AA14 , R AA15 , R AA16 , R AA17 , and R AA18 are each independently hydrogen atom or C 1-6 alkyl group;
Group B consists of the following (a) to (k):
(a) halogen atom,
(b) C 3-7 cycloalkyl group
(c) —OR B1 ,
(d) —C(═O)—NR B2 R B3 ,
(e) —C(═O)—OR B4 ,
(f) C 1-6 alkyl group,
(g) —NR B5 R B6 ,
(h) —NR B7 —C(═O)—R B8 ,
(i) —NR B9 —C(═O)—NR B10 R B11 ,
(j) —NR B12 —S(═O) 2 —R B13 ,
(k) —NR B14 —S(═O) 2 —NR B15 R B16 ,
R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 , R B9 , R B10 , R B11 , R B12 , R B13 , R B14 , R B15 , and R B16 are each independently, hydrogen atom or C 1-6 alkyl group;
provided that when R a is
(1) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 6-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A, or
(3) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
Q is selected from the following (1) to (6):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) C 3-8 alkyl group,
(6) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered;
and further provided that when R b is hydrogen atom,
Q is selected from the following (1) to (5):
(1) phenyl group,
(2) C 3-7 cycloalkyl group,
(3) C 9-10 fused carbocyclic group,
(4) cross-linked C 5-12 cycloalkyl group,
(5) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered.
26 . A compound represented by the following formula:
or a pharmaceutically acceptable salt thereof, wherein
is unsaturated heteromonocyclic group selected from the following (i) to (ii):
R a is selected from the following (1) to (12):
(1) C 1-12 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(3) C 2-12 alkenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(4) C 2-12 alkynyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(5) C 5-11 spirocyclic cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(6) cross-linked C 5-12 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(7) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(8) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(9) C 9-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(10) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(11) saturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(12) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
R b is selected from the following (1) to (6):
(1) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 halogen atoms,
(2) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from the group consisting of halogen atom and C 1-6 alkyl group,
(3) —CH═CH—C(═O)—OR bb1 ,
(4) —CH 2 —CH 2 —C(═O)—OR bb2 ,
(5) —CH 2 —O—CH 2 —C(═O)—OR bb3 ,
(6) hydrogen atom;
R bb1 , R bb2 , and R bb3 are each independently hydrogen atom or C 1-6 alkyl group;
R c is selected from the following (1) or (2):
(1) —(CH 2 ) n1 —C(═O)—OR cc1 ,
(2) —O—(CH 2 )—C(═O)—OR cc2 ,
R cc1 and R cc2 are each independently hydrogen atom or C 1-6 alkyl group;
n1 is an integer selected from 0 or 1 to 3; and
n2 is an integer selected from 0 or 1 to 3;
each R d is the same or different and selected from the following (1) to (13):
(1) halogen atom,
(2) C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(3) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B,
(4) C 2-6 alkenyl group,
(5) cyano group,
(6) —C(═O)—OR dd1 ,
(7) —C(═O)—NR dd2 R dd3 ,
(8) —OR dd4 ,
(9) —NR dd5 —C(═O)—R dd6 ,
(10) —NR dd7 —C(═O)—NR dd8 R dd9 ,
(11) —NR dd10 —S(═O) 2 —R dd11 ,
(12) —NR dd12 —S(═O) 2 —NR dd13 R dd14 ,
(13) —NR dd15 R dd16 ;
R dd1 , R dd2 , R dd3 , R dd4 , R dd5 , R dd6 , R dd7 , R dd8 , R dd9 , R dd10 , R dd11 , R dd12 , R dd13 , R dd14 , R dd15 , and R dd16 are each independently hydrogen atom or C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group B;
R e is hydrogen atom or C 1-6 alkyl group;
Q is selected from the following (1) to (7):
(1) C 3-7 cycloalkyl group,
(2) C 9-10 fused carbocyclic group selected from the group consisting of indanyl group and 1,2,3,4-tetrahydronaphthyl group,
(3) cross-linked C 5-12 cycloalkyl group,
(4) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(5) unsaturated fused heterocyclic group wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(6) unsaturated heteromonocyclic group wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(7) saturated fused heterocyclic group wherein the saturated fused heterocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered;
Y is selected from the following (1) to (3):
(1) single bond,
(2) —S(═O) 2 —,
(3) C 1-3 alkylene which may optionally be substituted with 1 to 3 hydroxyl groups;
m is each independently an integer selected from 0 or 1 to 5;
Group A consists of the following (a) to (m):
(a) C 1-7 alkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(b) halogen atom,
(c) phenyl group,
(d) saturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered,
(e) unsaturated fused heterocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated fused heterocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 8 to 10-membered,
(f) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
(g) C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
(h) —C(═O)—NR A1 R A2 ,
(i) —C(═O)—OR A3 ,
(j) —C(═O)—R A4 ,
(k) —OR A5 ,
(l) —NR A6 R A7 ,
(m) —S(═O) 2 —R A8 ;
R A1 , R A2 , R A3 , and R A4 are each independently hydrogen atom or C 1-6 alkyl group;
R A5 , R A6 , and R A7 are each independently:
hydrogen atom,
C 1-6 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
C 3-7 cycloalkyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
benzyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group AA,
C 1-6 alkylcarbonyl group,
C 1-6 alkylsulfonyl group, or
C 2-6 alkenyl group; and
R A8 is each independently C 1-6 alkyl group;
Group AA consists of the following (a) to (o):
(a) halogen atom,
(b) C 1-3 alkyl group which may optionally be substituted with the same or different 1 to 6 halogen atoms,
(c) —OR AA1 ,
(d) —C(═O)—NR AA2 R AA3 ,
(e) —C(═O)—OR AA4 ,
(f) —O—C(═O)—R AA5 ,
(g) —C(═O)—R AA6 ,
(h) ═O,
(i) C 3-7 cycloalkyl group,
(j) phenyl group which may optionally be substituted with the same or different 1 to 5 C 1-3 alkyl groups,
(k) —NR AA7 R AA8 ,
(l) —NR AA9 —C(═O)—R AA10 ,
(m) —NR AA11 —C(═O)—NR AA12 R AA13 ,
(n) —NR AA14 —S(═O) 2 —R AA15 ,
(o) —NR AA16 —S(═O) 2 —NR AA17 R AA18 ;
R AA1 , R AA2 , R AA3 , R AA4 , R AA5 , R AA6 , R AA7 , R AA8 , R AA9 , R AA10 , R AA11 , R AA12 , R AA13 , R AA14 , R AA15 , R AA16 , R AA17 , and R AA18 are each independently hydrogen atom or C 1-6 alkyl group;
Group B consists of the following (a) to (k):
(a) halogen atom,
(b) C 3-7 cycloalkyl group
(c) —OR B1 ,
(d) —C(═O)—NR B2 R B3 ,
(e) —C(═O)—OR B4 ,
(f) C 1-6 alkyl group,
(g) —NR B5 R B6 ,
(h) —NR B7 —C(═O)—R B8 ,
(i) —NR B9 —C(═O)—NR B10 R B11 ,
(j) —NR B12 —S(═O) 2 —R B13 ,
(k) —NR B14 —S(═O) 2 —NR B15 R B16 ,
R B1 , R B2 , R B3 , R B4 , R B5 , R B6 , R B7 , R B8 , R B9 , R B10 , R B11 , R B12 , R B13 , R B14 , R B15 , and R B16 are each independently, hydrogen atom or C 1-6 alkyl group;
provided that when R a is
(1) phenyl group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A,
(2) C 6-10 fused carbocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A, or
(3) unsaturated heteromonocyclic group which may optionally be substituted with the same or different 1 to 5 substituents selected from Group A wherein the unsaturated heteromonocyclic ring has an unsaturated bond, comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 5 to 6-membered,
Q is selected from the following (1) to (4):
(1) C 3-7 cycloalkyl group,
(2) C 9-10 fused carbocyclic group selected from the group consisting of indanyl group and 1,2,3,4-tetrahydronaphthyl group,
(3) cross-linked C 5-12 cycloalkyl group,
(4) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered;
and further provided that when R b is hydrogen atom,
Q is selected from the following (1) to (4):
(1) C 3-7 cycloalkyl group,
(2) C 9-10 fused carbocyclic group selected from the group consisting of indanyl group and 1,2,3,4-tetrahydronaphthyl group,
(3) cross-linked C 5-12 cycloalkyl group,
(4) saturated heteromonocyclic group wherein the saturated heteromonocyclic ring comprises the same or different 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom, or sulfur atom besides carbon atom, and is 4 to 6-membered.