Compounds
A compound of formula (I), or a pharmaceutical salt thereof:
1 . A compound of formula (I), or a pharmaceutically acceptable salt thereof:
wherein:
R 1 , R 2 , R 3 and R 4 are independently selected from the group consisting of:
(i) H;
(ii) C 1-3 alkyl, optionally substituted by:
hydroxy,
C 1-2 alkoxy, optionally substituted by one or more fluoro groups,
NH 2 ,
phenyl,
C 5-6 heteroaryl,
C 1-4 alkyl carbamoyl,
acylamido, or
one or more fluoro groups;
(iii) C 1-3 alkoxy, optionally substituted by C 3-6 cycloalkyl or by one or more fluoro groups;
(iv) C 3-6 cycloalkyl;
(v) halo;
(vi) COR C , where R C is selected from NR N1 R N2 , where R N1 and R N2 are independently selected from H and methyl;
(vii) cyano, NH 2 , or NO 2 ; and
(viii) phenyl or C 5-6 heteroaryl, optionally substituted by methyl, cyano, hydroxy or methoxy;
Ar is selected from the group consisting of:
(a) 5-ethyl-2-methoxyphenyl;
(b) 5-CF 3 -2-methoxyphenyl; and
(c) 2,6-dimethoxyphenyl.
2 . The compound or salt according to claim 1 , wherein at least one of R 1 , R 2 , R 3 and R 4 is C 1-3 alkyl, optionally substituted by:
hydroxy,
C 1-2 alkoxy, optionally substituted by one or more fluoro groups,
NH 2 ,
phenyl,
C 5-6 heteroaryl,
C 1-4 alkyl carbamoyl,
acylamido, or
one or more fluoro groups.
3 . The compound or salt according to claim 1 , wherein at least one of R 1 , R 2 , R 3 and R 4 is C 1-3 alkoxy, optionally substituted by C 3-6 cycloalkyl or one of more fluoro groups.
4 . The compound or salt according to claim 1 , wherein at least one of R 1 , R 2 , R 3 and R 4 is C 3-6 cycloalkyl.
5 . The compound or salt according to claim 1 , wherein at least one of R 1 , R 2 , R 3 and R 4 is halo.
6 . The compound or salt according to claim 1 , wherein at least one of R 1 , R 2 , R 3 and R 4 is COR C , where R C is selected from NR N1 R N2 , where R N1 and R N2 are independently selected from H and methyl.
7 . The compound or salt according to claim 1 , wherein at least one of R 1 , R 2 , R 3 and R 4 is cyano, NH 2 or NO 2 .
8 . The compound or salt according to claim 1 , wherein at least one of R 1 , R 2 , R 3 and R 4 is phenyl or C 5-6 heteroaryl, optionally substituted by methyl, cyano, hydroxy or methoxy.
9 . The compound or salt according to claim 1 , wherein:
(a) R 4 is methoxy, R 2 is CH 2 OCH 3 or CH 2 OCH 2 CH 3 , and R 1 and R 3 are H;
(b) R 4 is methoxy, R 2 is phenyl, optionally substituted by methyl or methoxy, and R 1 and R 3 are H;
(c) R 4 is methoxy, R 2 is C 5-6 heteroaryl, optionally substituted by methyl;
(d) R 4 is methoxy and R 1 , R 2 and R 3 are H;
(e) R 4 is chloro, R 2 is C 1-3 alkyl or bromo, and R 1 and R 3 are H;
(f) R 4 is chloro and R 1 , R 2 and R 4 are H; or
(g) R 3 is C 1-3 alkyl and R 1 , R 2 and R 4 are H.
10 . The compound or salt according to claim 1 , wherein Ar is 2,6-dimethoxyphenyl.
11 . A method of treating cancer comprising administering to a patient in need of treatment a compound of formula (I), or a pharmaceutically acceptable salt thereof:
wherein:
R 1 , R 2 , R 3 and R 4 are independently selected from the group consisting of:
(i) H;
(ii) C 1-3 alkyl, optionally substituted by:
hydroxy,
C 1-2 alkoxy, optionally substituted by one or more fluoro groups,
NH 2 ,
phenyl,
C 5-6 heteroaryl,
C 1-4 alkyl carbamoyl,
acylamido, or
one or more fluoro groups;
(iii) C 1-3 alkoxy, optionally substituted by C 3-6 cycloalkyl or by one or more fluoro groups;
(iv) C 3-6 cycloalkyl;
(v) halo;
(vi) COR C , where R C is selected from NR N1 R N2 , where R N1 and R N2 are independently selected from H and methyl;
(vii) cyano, NH 2 , or NO 2 ; and
(viii) phenyl or C 5-6 heteroaryl, optionally substituted by methyl, cyano, hydroxy or methoxy;
Ar is selected from the group consisting of:
(a) 5-ethyl-2-methoxyphenyl;
(b) 5-CF 3 -2-methoxyphenyl; and
(c) 2,6-dimethoxyphenyl.
12 . The method according to claim 11 , wherein at least one of R 1 , R 2 , R 3 and R 4 is C 1-3 alkyl, optionally substituted by:
hydroxy,
C 1-2 alkoxy, optionally substituted by one or more fluoro groups,
NH 2 ,
phenyl,
C 5-6 heteroaryl,
C 1-4 alkyl carbamoyl,
acylamido, or
one or more fluoro groups.
13 . The method according to claim 11 , wherein at least one of R 1 , R 2 , R 3 and R 4 is C 1-3 alkoxy, optionally substituted by C 3-6 cycloalkyl or one of more fluoro groups.
14 . The method according to claim 11 , wherein at least one of R 1 , R 2 , R 3 and R 4 is C 3-6 cycloalkyl.
15 . The method according to claim 11 , wherein at least one of R 1 , R 2 , R 3 and R 4 is halo.
16 . The method according to claim 11 , wherein at least one of R 1 , R 2 , R 3 and R 4 is COR C , where R C is selected from NR N1 R N2 , where R N1 and R N2 are independently selected from H and methyl.
17 . The method according to claim 11 , wherein at least one of R 1 , R 2 , R 3 and R 4 is cyano, NH 2 or NO 2 .
18 . The method according to claim 11 , wherein at least one of R 1 , R 2 , R 3 and R 4 is phenyl or C 5-6 heteroaryl, optionally substituted by methyl, cyano, hydroxy or methoxy.
19 . The method according to claim 11 , wherein:
(a) R 4 is methoxy, R 2 is CH 2 OCH 3 or CH 2 OCH 2 CH 3 , and R 1 and R 3 are H;
(b) R 4 is methoxy, R 2 is phenyl, optionally substituted by methyl or methoxy, and R 1 and R 3 are H;
(c) R 4 is methoxy, R 2 is C 5-6 heteroaryl, optionally substituted by methyl;
(d) R 4 is methoxy and R 1 , R 2 and R 3 are H;
(e) R 4 is chloro, R 2 is C 1-3 alkyl or bromo, and R 1 and R 3 are H;
(f) R 4 is chloro and R 1 , R 2 and R 4 are H; or
(g) R 3 is C 1-3 alkyl and R 1 , R 2 and R 4 are H.
20 . The method according to claim 11 , wherein Ar is 2,6-dimethoxyphenyl.