IP Library Granted Patent US 9,469,615
Granted Patent B2
US 9,469,615 · App. 13/996,361 · Granted Oct 18, 2016

Quinoxalines and AZA-quinoxalines as CRTH

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Quick Facts
Patent No.
US 9,469,615
App. No.
13/996,361
Granted
Oct 18, 2016
Kind
B2
Abstract

The invention provides certain quinoxalines and aza-quinoxalines of the Formula (I), and their pharmaceutically acceptable salts, wherein J 1 , J 2 , R 1 , R 2 , R 3 , R 22 , R a , R b , R c , R d , X, Y, b, n, and q are as defined herein. The invention also provides pharmaceutical compositions comprising such compounds, and methods of using the compounds for treating diseases or conditions associated with uncontrolled or inappropriate stimulation of CRTH 2 function.

Claims (423)

1. A compound of the formula (I)

or a pharmaceutically acceptable salt thereof, wherein

J 1 and J 2 are independently C(H), C(R 1 ), C(R 22 ), or N wherein the following provisos apply

(i) no more than one of J 1 and J 2 is N,

(ii) no more than one of J 1 and J 2 is C(R 22 ); and

(iii) only one R 1 is substituted on the illustrated ring containing J 1 and J 2 ;

R 1 is selected from the group consisting of

(i) —C(O)—N(R 6a )(R 6b ),

(ii) —S(O) 2 —N(R 6a )(R 6b ),

(iii) —C(O)—C(R 7a )(R 7b )(R 7c ),

(iv) —N(H)—C(O)—C(R 7a )(R 7b )(R 7c ),

(v) —C(O)—O—C(R 7a )(R 7b )(R c ), and

(vi) —N(H)—S(O) 2 —C(R 7a )(R 7b )(R 7c );

R 6a and R 6b are independently

a. H,

b. C 1 -C 6 alkyl,

c. C 3 -C 6 alkenyl,

d. C 3 -C 6 alkynyl,

e. —O—(C 1 -C 3 alkyl),

f. -Q-R AH , wherein R AH is phenyl or 5- to 6-membered heteroaryl containing 1 to 2 heteroatoms independently selected from the group consisting of N, O, and S,

and wherein R AH is unsubstituted or substituted with 1 to 5 R 8 moieties independently selected from the group consisting of halo, C 1 -C 3 alkyl, C 1 -C 3 alkoxy, C 1 -C 3 fluoroalkyl, —O—(C 1 -C 3 fluoroalkyl), hydroxyl, phenyl, and —CN;

Q is selected from the group consisting of

(a) a bond;

(b) C 1 -C 6 alkylene, wherein said C 1 -C 6 alkylene is unsubstituted or substituted by 1 to 2 fluoro, C 1 -C 3 alkyl, C 1 -C 3 hydroxyalkyl, or C 1 -C 3 fluoroalkyl; and

(c)

 wherein t is 1, 2, 3, or 4;

g. -Q-R Hc , wherein R HC is

(i) 5- to 7-membered heterocyclyl containing 1 heteroatom selected from the group consisting of N, O, S, S(O), and S(O) 2 , wherein said heterocyclyl of R HC is optionally fused to a benzene, pyridyl ring; or

(ii) C 3 -C 7 cycloalkyl, wherein said cycloalkyl of R HC is optionally fused to a benzene or pyridyl ring;

and wherein R HC is unsubstituted or substituted with 1 to 5 R 12 moieties independently selected from the group consisting of halo, C 1 -C 3 alkyl, C 1 -C 3 alkoxy, C 1 -C 3 fluoroalkyl,

—O—(C 1 -C 3 fluoroalkyl), hydroxyl, —CN, and —S(O) 2 —(C 1 -C 3 alkyl), or wherein when two R 12 moieties are geminally substituted on the same carbon atom, the two geminally substituted R 12 moieties, together with the carbon atom on which they are attached form —C(O)—;

Q is selected from the group consisting of

(a) a bond;

(b) C 1 -C 6 alkylene, wherein said C 1 -C 6 alkylene is unsubstituted or substituted by 1 to 2 fluoro, C 1 -C 3 alkyl, C 1 -C 3 hydroxyalkyl, or C 1 -C 3 fluoroalkyl; and

 wherein t is 1, 2, 3, or 4;

h. or R 6a and R 6b together with the N atom to which they are attached form R 6H , wherein R 6H is independently selected from the group consisting of

(i) a 4- to 9-membered heterocyclyl, optionally containing one additional nitrogen atom, wherein said heterocyclyl of R 6H is optionally fused to phenyl, C 3 -C 6 cycloalkyl, or a 5-membered heteroaryl containing 1 to 3 N atoms;

(ii) a 4- to 7-membered heterocyclenyl, optionally containing one additional nitrogen atom, wherein said heterocyclenyl of R 6H is optionally fused to phenyl; and

(iii) a 6- to 8-membered aza- or a diazabicycloheterocycloalkyl ring;

wherein R 6H is unsubstituted or substituted by 1 to 5 R 9 moieties wherein each R 9 moiety is independently C 1 -C 6 alkyl, C 1 -C 6 alkoxy, C 1 -C 3 fluoroalkyl, fluoro, hydroxyl, —CN,

—(C 1 -C 3 alkylene)-(C 1 -C 3 alkoxy), or

R 9 is —Z—R CY wherein

 Z is

 (i) a bond,

 (ii) —C(O)—,

(iii) —C(═N—OH)—,

 (iv) —S(O) 2 —,

 (v) C 1 -C 3 alkylene, wherein said C 1 -C 3 alkylene of Z is optionally substituted by 1 to 2 fluoro or C 1 -C 3 alkyl;

 (vi) —O—;

 (vii) —O—(C 1 -C 3 alkylene)-; or

 (viii) —C(O)—O—CH 2 —

 R CY is selected from the group consisting of

 (i) phenyl

 (ii) 5- to 10-membered mono or bicyclic heteroaryl containing 1 to 3 heteroatoms independently selected from the group consisting of N, O, and S; or

 (iii) 5- to 6-membered heterocyclyl containing 1 to 2 N atoms or 1 O atom, wherein said heterocyclyl of R CY is optionally fused to phenyl;

 wherein R CY is unsubstituted or substituted by 1 to 4 R H ) moieties;

 each R 10 moiety is independently C 1 -C 3 alkyl, halo, hydroxyl, C 1 -C 3 alkoxy, C 1 -C 3 fluoroalkyl, —(C 1 -C 3 alkylene)-(C 1 -C 3 alkoxy), —S(O) 2 —(C 1 -C 3 alkyl), —C(O)—(C 1 -C 3 alkyl), —CN, pyridyl, or cyclopropyl or, wherein when two R 10 moieties are geminally substituted on a common carbon atom, together with the carbon atom on which they are substituted, form —C(O)—;

or, optionally, where two R 9 moieties are geminally substituted on a common ring carbon of R 6H , the two R 9 moieties, together with the ring carbon on which they are substituted, form R YC , wherein R YC is

 (i) a 4- to 7-membered cycloalkyl, wherein said cycloalkyl of R YC is optionally fused to phenyl or pyridyl; or

 (ii) a 4- to 7-membered heterocyclyl containing 1 to 2 N atoms or 1 O atom, wherein said heterocyclyl of R YC is optionally fused to phenyl;

 wherein R YC is unsubstituted or substituted by 1 to 4 R 11 moieties;

 each R 11 moiety is independently C 1 -C 3 alkyl, halo, hydroxyl, C 1 -C 3 alkoxy, —(C 1 -C 3 alkylene)-(C 1 -C 3 alkoxy), —S(O) 2 —(C 1 -C 3 alkyl), —C(O)—(C 1 -C 3 alkyl), phenyl, or pyridyl, or, wherein when two R 11 moieties are geminally substituted on a common carbon atom, together with the carbon atom on which they are substituted, form —C(O)—;

R 7a and R 7b are independently

a) H,

b) C 1 -C 6 alkyl,

c) R 7a and R 7b together with the carbon atom on which they are substituted, form R PC , wherein R PC is

(i) C 3 -C 7 cycloalkyl, or

(ii) phenyl, wherein said phenyl of R PC is unsubstituted or substituted by 1 to 5 moieties independently selected from the group consisting of halo, trifluoromethyl, and trifluoromethoxy;

R 7c is

a) H, or

b) absent, when R 7a and R 7b together with the carbon atom on which they are substituted form phenyl;

R 22 is halo, C 1 -C 3 alkyl, or C 1 -C 3 fluoroalkyl;

b is 0 or 1;

X is a bond, —O—, —S—, —S(O)—, —S(O) 2 —, or N(H);

Y is selected from the group consisting of

(i) a bond,

 (iv) —O—, (v) —S—, (vi) —S(O)—, and

(vii) —S(O) 2 —;

wherein

a is 0, 1, 2, or 3;

r is 0, 1, or 2;

s is 0, 1, or 2;

each occurrence of R 4 is independently halo, C 1 -C 6 alkyl, or C 1 -C 6 fluoroalkyl;

R a , R b , R c , and R d are independently H, fluoro, hydroxyl, C 1 -C 6 alkyl, C 1 -C 6 fluoroalkyl, or C 1 -C 6 alkoxy;

R 2 is selected from the group consisting of

(i) phenyl; and

(ii) 5- to 6-membered heteroaryl containing from 1 to 3 heteroatoms selected from the group consisting of N, O, and S;

wherein R 2 is unsubstituted or substituted by 1 to 5 R 5 groups independently selected from the group consisting of halo, C 1 -C 3 fluoroalkyl, C 1 -C 3 alkyl, C 1 -C 3 alkoxy, —CN, —OCF 3 , —C(O)—(C 1 -C 3 alkyl), and —S(O) 2 —(C 1 -C 3 alkyl);

R 3 is —C(O)OH,

 or —N(H)—SO 2 —R e ,

wherein R e is C 1 -C 6 alkyl, C 1 -C 6 fluoroalkyl, C 1 -C 6 alkoxy, and phenyl;

n is 1, 2, 3, 4, or 5; and

q is 0, 1, or 2.

2. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein R 1 is selected from the group consisting of:

(i) —C(O)—N(R 6a )(R 6b ),

(ii) —S(O) 2 —N(R 6a )(R 6b ),

(iii) —C(O)—C(R 7a )(R 7b )(R 7c ),

(iv) —N(H)—C(O)—C(R 7a )(R 7b )(R 7c ),

(v) —C(O)—O—C(R 7a )(R 7b )(R 7c ), and

(vi) —N(H)—S(O) 2 —C(R 7a )(R 7b )(R 7c );

R 6a and R 6b are independently:

a. H,

b. C 1 -C 6 alkyl,

c. C 3 -C 6 alkenyl,

d. C 3 -C 6 alkynyl,

e. —O—(C 1 -C 3 alkyl),

f. -Q-R AH , wherein R AH is phenyl or 5- to 6-membered heteroaryl containing 1 to 2 heteroatoms independently selected from the group consisting of N, O, and S,

and wherein R AH is unsubstituted or substituted with 1 to 5 R 8 moieties independently selected from the group consisting of halo, C 1 -C 3 alkyl, C 1 -C 3 alkoxy, C 1 -C 3 fluoroalkyl, —O—(C 1 -C 3 fluoroalkyl), hydroxyl, phenyl, and —CN;

Q is selected from the group consisting of

(a) a bond;

(b) C 1 -C 6 alkylene, wherein said C 1 -C 6 alkylene is unsubstituted or substituted by 1 to 2 fluoro, C 1 -C 3 alkyl, C 1 -C 3 hydroxyalkyl, or C 1 -C 3 fluoroalkyl; and

(c)

 wherein t is 1, 2, 3, or 4;

g. -Q-R HC , wherein R HC is

(i) 5- to 6-membered heterocyclyl containing 1 heteroatom selected from the group consisting of N and O, wherein said heterocyclyl of R HC is optionally fused to a benzene ring; or

(ii) C 5 -C 7 cycloalkyl, wherein said cycloalkyl of R HC is optionally fused to a benzene ring;

and wherein R HC is unsubstituted or substituted with 1 to 5 R 12 moieties independently selected from the group consisting of halo, C 1 -C 3 alkyl, C 1 -C 3 alkoxy, C 1 -C 3 fluoroalkyl,

—O—(C 1 -C 3 fluoroalkyl), hydroxyl, and —CN, or wherein when two R 12 moieties are geminally substituted on the same carbon atom, the two geminally substituted R 12 moieties, together with the carbon atom on which they are attached form —C(O)—;

Q is selected from the group consisting of

(a) a bond;

(b) C 1 -C 6 alkylene, wherein said C 1 -C 6 alkylene is unsubstituted or substituted by 1 to 2 fluoro, C 1 -C 3 alkyl, C 1 -C 3 hydroxyalkyl, or C 1 -C 3 fluoroalkyl; and

(c)

 wherein t is 1, 2, 3, or 4;

h. or R 6a and R 6b together with the N atom to which they are attached form R 6H , wherein R 6H is independently selected from the group consisting of

(i) a 4- to 7-membered heterocyclyl, optionally containing one additional nitrogen atom, wherein said heterocyclyl of R 6H is optionally fused to phenyl; and

(ii) a 4- to 7-membered heterocyclenyl, optionally containing one additional nitrogen atom, wherein said heterocyclenyl of R 6H is optionally fused to phenyl;

wherein R 6H is unsubstituted or substituted by 1 to 5 R 9 moieties wherein each R 9 moiety is independently C 1 -C 6 alkyl, C 1 -C 6 alkoxy, fluoro, hydroxyl, —CN, —(C 1 -C 3 alkylene)-(C 1 -C 3 alkoxy), or

R 9 is —Z—R CY wherein

 Z is

 (i) a bond,

 (ii) —C(O)—,

 (iii) —C(═N—OH)—,

 (iv) —S(O) 2 —, or

 (v) C 1 -C 3 alkylene, wherein said C 1 -C 3 alkylene of Z is optionally substituted by 1 to 2 fluoro or C 1 -C 3 alkyl;

 R CY is selected from the group consisting of

 (i) phenyl

 (ii) 5- to 10-membered mono or bicyclic heteroaryl containing 1 to 3 heteroatoms independently selected from the group consisting of N, O, and S; or

 (iii) 5- to 6-membered heterocyclyl containing 1 to 2 N atoms or 1 O atom, wherein said heterocyclyl of R CY is optionally fused to phenyl;

 wherein R CY is unsubstituted or substituted by 1 to 4 R 10 moieties;

 each R 10 moiety is independently C 1 -C 3 alkyl, halo, hydroxyl, C 1 -C 3 alkoxy, —(C 1 -C 3 alkylene)-(C 1 -C 3 alkoxy), —S(O) 2 —(C 1 -C 3 alkyl), —C(O)—(C 1 -C 3 alkyl), —CN, or pyridyl, or, wherein when two R 10 moieties are geminally substituted on a common carbon atom, together with the carbon atom on which they are substituted, form —C(O)—;

or, optionally, where two R 9 moieties are geminally substituted on a common ring carbon of R 6H , the two R 9 moieties, together with the ring carbon on which they are substituted, form R YC , wherein R YC is

 (i) a 4- to 7-membered cycloalkyl, wherein said cycloalkyl of R YC is optionally fused to phenyl; or

 (ii) a 4- to 7-membered heterocyclyl containing 1 to 2 N atoms or 1 O atom, wherein said heterocyclyl of R YC is optionally fused to phenyl;

 wherein R YC is unsubstituted or substituted by 1 to 4 R 11 moieties;

 each R 11 moiety is independently C 1 -C 3 alkyl, halo, hydroxyl, C 1 -C 3 alkoxy, —(C 1 -C 3 alkylene)-(C 1 -C 3 alkoxy), —S(O) 2 —(C 1 -C 3 alkyl), —C(O)—(C 1 -C 3 alkyl), phenyl, or pyridyl, or, wherein when two R 11 moieties are geminally substituted on a common carbon atom, together with the carbon atom on which they are substituted, form —C(O)—;

R 7a and R 7b independently

a) H,

b) C 1 -C 6 alkyl,

c) R 7a and R 7b together with the carbon atom on which they are substituted, form R PC , wherein R PC is

(i) C 3 -C 7 cycloalkyl, or

(ii) phenyl, wherein said phenyl of R PC is unsubstituted or substituted by 1 to 5 moieties independently selected from the group consisting of halo, trifluoromethyl, and trifluoromethoxy;

R 7c is

a) H, or

b) absent, when R 7a and R 7b together with the carbon atom on which they are substituted form phenyl; and

X is a bond, —O—, —S—, —S(O)—, or —S(O) 2 —;

J 1 , J 2 , Y, R a , R b , R c , R d , R 2 , R 3 , R 22 , b, n, and q are as specified in claim 1 .

3. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein R 1 is substituted at the 6 or 7 position of the illustrated bicyclic ring of Formula (I).

4. The compound of claim 3 or a pharmaceutically acceptable salt thereof, wherein the compound has the formula (IA)

wherein J 1 and J 2 are independently C(H) or C(R 22 ), or N wherein the following provisos apply

(i) no more than one of J 1 and J 2 is N, and

(ii) no more than one of J 1 and J 2 is C(R 22 ).

5. The compound of claim 1 , or a pharmaceutically acceptable salt thereof, wherein R 1 is selected from the group consisting of:

(i) —C(O)—N(R 6a )(R 6b ), and

(ii) —S(O) 2 —N(R 6a )(R 6b ).

6. The compound of claim 5 , or a pharmaceutically acceptable salt thereof, wherein

(i) R 6a is H and

R 6b is -Q-R AH or -Q-R HC ; or

(ii) R 6a and R 6b together with the N atom to which they are attached form R 6H .

7. The compound of claim 5 , or a pharmaceutically acceptable salt thereof, wherein R 1 is —C(O)—N(R 6a )(R 6b ).

8. The compound of claim 7 , or a pharmaceutically acceptable salt thereof, wherein

R 6a is H and

R 6b is -Q-R AH or -Q-R HC .

9. The compound of claim 7 , or a pharmaceutically acceptable salt thereof, wherein R 6a and R 6b together with the N atom to which they are attached form R 6H .

10. The compound of claim 1 , or a pharmaceutically acceptable salt thereof, wherein Y is selected from the group consisting of

(i) a bond,

11. The compound of claim 1 , or a pharmaceutically acceptable salt thereof, wherein the group

is selected from the group consisting of

12. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein the compound of the Formula (I) has the Formula (IB)

wherein

J 1 is C(H) or N;

R 1 is —C(O)—N(R 6a )(R 6b );

I) R 6a is H and R 6b is:

a) -Q-R AH , wherein R AH is phenyl or pyridyl,

and wherein R AH is unsubstituted or substituted with 1 to 2 R 8 moieties independently selected from the group consisting of halo, C 1 -C 3 alkyl, C 1 -C 3 alkoxy, trifluoromethyl, trifluoromethoxy, and —CN;

Q is selected from the group consisting of

(i) a bond;

(ii)

 wherein R e and R f are independently H, C 1 -C 3 alkyl, or trifluoromethyl;

(iii) C 2 -C 4 alkylene, wherein said C 2 -C 6 alkylene is unsubstituted;

b) -Q-R HC , wherein R HC is

(i) 5- to 6-membered heterocyclyl containing 1 heteroatom selected from the group consisting of N and O; or

(ii) C 5 -C 7 cycloalkyl, wherein said C 5 -C 7 cycloalkyl is optionally fused to a benzene ring;

and wherein R HC is unsubstituted or substituted with 1 to 2 R 12 moieties independently selected from the group consisting of C 1 -C 3 alkyl, halo, and hydroxyl, or wherein when two R 12 moieties are geminally substituted on the same carbon atom, the two geminally substituted R 12 moieties, together with the carbon atom on which they are attached form —C(O)—;

II) or R 6a and R 6b together with the N atom to which they are attached form R 6H , wherein R 6H is independently selected from the group consisting of

a) a 4- to 6-membered heterocyclyl, optionally containing one additional nitrogen atom, wherein said 4- to 6-membered heterocyclyl is optionally fused to phenyl; and

b) a 5- to 6-membered heterocyclenyl, optionally containing one additional nitrogen atom, wherein said 4- to 6-membered heterocyclyl is optionally fused to phenyl;

wherein R 6H is unsubstituted or substituted by 1 to 2 R 9 moieties wherein each R 9 moiety is independently C 1 -C 3 alkyl, F, Cl,

 —CN, or

 R 9 is —Z—R CY , wherein

 Z is a bond or —CH 2 —;

 R CY is selected from the group consisting of

 (i) phenyl;

 (ii) 5- to 6-membered heteroaryl containing 1 to 3 N atoms; or

 (iii) 5- to 6-membered heterocyclyl containing 2 N atoms, wherein said 5- to 6-membered heterocyclyl of R CY is fused to phenyl;

 wherein R CY is unsubstituted or substituted by 1 to 2 R 10 moieties;

 each R 10 moiety is independently C 1 -C 3 alkyl, halo, C 1 -C 3 alkoxy, —(C 1 -C 3 alkylene)-(C 1 -C 3 alkoxy), or —CN, or, wherein two R 10 moieties are geminally substituted on a common carbon atom, together with the carbon atom on which they are substituted, form —C(O)—;

 or, optionally, where two R 9 moieties are geminally substituted on a common ring carbon of R 6H , the two R 9 moieties, together with the ring carbon on which they are substituted, form R YC , wherein R YC is

 (i) a 5- to 6-membered cycloalkyl, wherein said or 5- to 6-membered cycloalkyl is fused to phenyl; or

 (ii) a 4- to 6-membered heterocyclyl containing 1 to 2 N atoms or 1 O atom, wherein said or 4- to 6-membered heterocyclyl is optionally fused to phenyl;

 wherein R YC is unsubstituted or substituted by 1 to 3 R H moieties;

 each R 11 moiety is independently C 1 -C 3 alkyl, —C(O)—(C 1 -C 3 alkyl), or phenyl, or, wherein two R 11 moieties are geminally substituted on a common carbon atom, together with the carbon atom on which they are substituted, form —C(O)—;

Y is selected from the group consisting of

(i) a bond,

R c is H or methyl;

R d is H;

R 2 is phenyl, pyridyl, or thienyl;

wherein R 2 is unsubstituted or substituted by 1 to 2 R 5 groups independently selected from the group consisting of fluoro, chloro, trifluoromethyl, C 1 -C 3 alkoxy, —CN, and —OCF 3 ; and

q is 0, 1, or 2.

13. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein the compound of the Formula (I) has the Formula (IC)

wherein

R 1 is —C(O)—N(R 6a )(R 6b );

I) R 6a is H and R 6b is:

a) -Q-R AH , wherein R AH is phenyl,

and wherein R AH is unsubstituted or substituted with one R 8 moiety selected from the group consisting of halo and —CN;

Q is selected from the group consisting of

(i) a bond;

(ii)

 wherein R e is H, and R f is H or methyl;

b) -Q-R HC , wherein R HC is C 5 -C 6 cycloalkyl, wherein said C 5 -C 6 cycloalkyl is fused to a benzene ring;

and wherein R HC is unsubstituted or substituted with 1 to 2 R 12 moieties independently selected from the group consisting of halo and —CN;

II) or R 6a and R 6b together with the N atom to which they are attached form R 6H , wherein R 6H is azetidinyl, pyrrolidinyl, piperidinyl, or piperazinyl;

wherein R 6H is substituted with —Z—R CY , wherein

Z is a bond; and

R CY is unsubstituted phenyl or phenyl substituted by 1 to 2 R 10 moieties selected from the group consisting of halo and —CN;

R 6H is optionally substituted by 1 to 2 R 9 moieties, wherein each R 9 moiety is independently C 1 -C 3 alkyl, halo or —CN, and

R 2 is unsubstituted or substituted by 1 to 2 R 5 groups independently selected from the group consisting of fluoro, chloro, C 1 -C 3 alkyl, trifluoromethyl, C 1 -C 3 alkoxy, —CN, and —OCF 3 .

14. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein the compound is selected from the group consisting of

5-(3-phenyl-7-{[4-(trifluoromethyl)benzyl]carbamoyl}pyrido[2,3-b]pyrazin-2-yl)pentanoic acid,

5-{7-[(4-chlorobenzyl)carbamoyl]-3-phenylpyrido[2,3-b]pyrazin-2-yl}pentanoic acid,

5-{3-phenyl-7-[(4-phenylpiperazin-1-yl)carbonyl]pyrido[2,3-b]pyrazin-2-yl}pentanoic acid,

5-(3-phenyl-7-{[(1R)-1-phenylethyl]carbamoyl}quinoxalin-2-yl)pentanoic acid,

5-(3-phenyl-7-{[(1S)-1-phenylethyl]carbamoyl}quinoxalin-2-yl)pentanoic acid,

5-(3-phenyl-7-{[4-(trifluoromethyl)benzyl]carbamoyl}quinoxalin-2-yl)pentanoic acid,

5-(7-{[(1R)-1-(4-fluorophenyl)ethyl]carbamoyl}-3-phenylquinoxalin-2-yl)pentanoic acid,

5-(7-{[(1S)-1-(4-fluorophenyl)ethyl]carbamoyl}-3-phenylquinoxalin-2-yl)pentanoic acid,

5-{7-[(3-benzylpiperazin-1-yl)carbonyl]-3-phenylquinoxalin-2-yl}pentanoic acid,

5-(7-{[3-(4-methoxyphenyl)pyrrolidin-1-yl]carbonyl}-3-phenylquinoxalin-2-yl)pentanoic acid,

5-(7-{[3-(3-chlorophenyl)pyrrolidin-1-yl]carbonyl}-3-phenylquinoxalin-2-yl)pentanoic acid,

5-(3-phenyl-7-{[2,2,2-trifluoro-1-(4-fluorophenyl)ethyl]carbamoyl}quinoxalin-2-yl)pentanoic acid,

5-{7-[(3-benzylpyrrolidin-1-yl)carbonyl]-3-phenylquinoxalin-2-yl}pentanoic acid,

5-(7-{[3-(4-fluorophenyl)pyrrolidin-1-yl]carbonyl}-3-phenylquinoxalin-2-yl)pentanoic acid,

5-{7-[(4-chlorobenzyl)carbamoyl]-3-phenylquinoxalin-2-yl}pentanoic acid,

5-{7-[(1-methyl-1-phenylethyl)carbamoyl]-3-phenylquinoxalin-2-yl}pentanoic acid,

5-[7-(benzylcarbamoyl)-3-phenylquinoxalin-2-yl]pentanoic acid,

5-{7-[(2-fluorobenzyl)carbamoyl]-3-phenylquinoxalin-2-yl}pentanoic acid,

5-{7-[(3-fluorobenzyl)carbamoyl]-3-phenylquinoxalin-2-yl}pentanoic acid,

5-{7-[(4-fluorobenzyl)carbamoyl]-3-phenylquinoxalin-2-yl}pentanoic acid,

5-{3-phenyl-7-[(pyridin-2-ylmethyl)carbamoyl]quinoxalin-2-yl}pentanoic acid,

5-{3-phenyl-7-[(4-phenylpiperidin-1-yl)carbonyl]quinoxalin-2-yl}pentanoic acid,

5-{3-phenyl-7-[(2-phenylpiperidin-1-yl)carbonyl]quinoxalin-2-yl}pentanoic acid,

5-{3-phenyl-7-[(3-phenylpyrrolidin-1-yl)carbonyl]quinoxalin-2-yl}pentanoic acid,

5-{3-phenyl-7-[(2-phenylpyrrolidin-1-yl)carbonyl]quinoxalin-2-yl}pentanoic acid,

5-{3-phenyl-7-[(4-phenylpiperazin-1-yl)carbonyl]quinoxalin-2-yl}pentanoic acid,

5-{7-[benzyl(methyl)carbamoyl]-3-phenylquinoxalin-2-yl}pentanoic acid,

5-[7-(3,4-dihydroisoquinolin-2(1H)-ylcarbonyl)-3-phenylquinoxalin-2-yl]pentanoic acid,

5-[3-phenyl-7-(1,2,3,4-tetrahydronaphthalen-1-ylcarbamoyl)quinoxalin-2-yl]pentanoic acid,

5-(7-{[(1-(4-methoxyphenyl)ethyl]carbamoyl}-3-phenylquinoxalin-2-yl)pentanoic acid,

5-(3-phenyl-7-{[4-(trifluoromethoxy)benzyl]carbamoyl}quinoxalin-2-yl)pentanoic acid,

5-{7-[(4-methylbenzyl)carbamoyl]-3-phenylquinoxalin-2-yl}pentanoic acid,

5-(7-{[(1R)-1-(4-chlorophenyl)ethyl]carbamoyl}-3-phenylquinoxalin-2-yl)pentanoic acid,

5-(7-{[(1R)-1-(4-methylphenyl)ethyl]carbamoyl}-3-phenylquinoxalin-2-yl)pentanoic acid,

5-{7-[(4-ethylbenzyl)carbamoyl]-3-phenylquinoxalin-2-yl}pentanoic acid,

5-{7-[(4-methoxybenzyl)carbamoyl]-3-phenylquinoxalin-2-yl}pentanoic acid,

5-{7-[(4-cyanobenzyl)carbamoyl]-3-phenylquinoxalin-2-yl}pentanoic acid,

5-(7-{[(1S)-1-(4-methylphenyl)ethyl]carbamoyl}-3-phenylquinoxalin-2-yl)pentanoic acid,

5-[3-phenyl-7-({1-[4-(trifluoromethoxy)phenyl]ethyl}carbamoyl)quinoxalin-2-yl]pentanoic acid,

5-[3-phenyl-7-(piperidin-1-ylcarbonyl)quinoxalin-2-yl]pentanoic acid,

5-(7-{[1-(2-fluorophenyl)ethyl]carbamoyl}-3-phenylquinoxalin-2-yl)pentanoic acid,

5-[7-(2,3-dihydro-1H-inden-2-ylcarbamoyl)-3-phenylquinoxalin-2-yl]pentanoic acid,

5-(7-{[(1S)-1-(4-chlorophenyl)ethyl]carbamoyl}-3-phenylquinoxalin-2-yl)pentanoic acid,

5-(7-{[3-(2-oxopyrrolidin-1-yl)propyl]carbamoyl}-3-phenylquinoxalin-2-yl)pentanoic acid,

5-(7-{[4-(4-methyl-1H-1,2,3-triazol-1-yl)piperidin-1-yl]carbonyl}-3-phenylquinoxalin-2-yl)pentanoic acid,

5-(7-{[4-(5-methyl-1H-1,2,3-triazol-1-yl)piperidin-1-yl]carbonyl}-3-phenylquinoxalin-2-yl)pentanoic acid,

5-{3-phenyl-7-[(4-pyrazin-2-ylpiperidin-1-yl)carbonyl]quinoxalin-2-yl}pentanoic acid,

5-(7-{[(4-chloropyridin-2-yl)methyl]carbamoyl}-3-phenylquinoxalin-2-yl)pentanoic acid,

5-(7-{[(6-chloropyridin-2-yl)methyl]carbamoyl}-3-phenylquinoxalin-2-yl)pentanoic acid,

3-(4-chlorophenyl)-7-[[[(4-chlorophenyl)methyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[(3-chlorophenyl)methyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[(3-phenyl-1-pyrrolidinyl)carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[(2,2,2-trifluoro-1(S)-phenylethyl)amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[(4-phenyl-1-piperidinyl)carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[(4-cyanophenyl)methyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[(3 (R)-phenyl-1-pyrrolidinyl)carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[(3 (R)-phenyl-1-piperidinyl)carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[[4-(trifluoromethoxy)phenyl]methyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[(4-fluorophenyl)methyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[1(R)-(4-fluorophenyl)ethyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[1(S)-(4-fluorophenyl)ethyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[[4-(trifluoromethyl)phenyl]methyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[1(R)-(4-chlorophenyl)-2,2,2-trifluoroethyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[2,2,2-trifluoro-1(S)-(4-fluorophenyl)ethyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[[3-(trifluoromethyl)phenyl]methyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[[3-(trifluoromethoxy)phenyl]methyl]-amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[1(S)-(4-chlorophenyl)ethyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[(4-phenyl-1-piperazinyl)carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[(2,2,2-trifluoro-1(R)-phenylethyl)amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[(4-cyano-4-phenyl-1-piperidinyl)carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[(4-methylphenyl)methyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-beta-methyl-7-[(4-phenyl-1-piperidinyl)carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[1(S)-(4-chlorophenyl)ethyl]amino]carbonyl]-beta-methyl-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-beta-methyl-7-[[[2,2,2-trifluoro-1(S)-phenylethyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

beta-methyl-3-[4-(trifluoromethyl)phenyl]-7-[[(2,2,2-trifluoro-1(S)-phenylethyl)amino]carbonyl]-2-quinoxalinepentanoic acid,

alpha-methyl-7-[(4-phenyl-1-piperidinyl)carbonyl]-3-[4-(trifluoromethyl)phenyl]-2-quinoxalinepentanoic acid,

3-[2-[3-(4-chlorophenyl)-7-[(4-phenyl-1-piperidinyl)carbonyl]-2-quinoxalinyl]ethyl]benzeneacetic acid,

3-[2-[3-(4-chlorophenyl)-7-[[[1(R)-(4-fluorophenyl)ethyl]amino]carbonyl]-2-quinoxalinyl]ethyl]benzeneacetic acid,

2-[2-[3-phenyl-7-[(4-phenyl-1-piperidinyl)carbonyl]-2-quinoxalinyl]ethyl]cyclopropanecarboxylic acid,

6-fluoro-3-phenyl-7-[(3(S)-phenyl-1-pyrrolidinyl)carbonyl]-2-quinoxalinepentanoic acid,

3-(3-fluorophenyl)-7-[(3-phenyl-1-pyrrolidinyl)carbonyl]-2-quinoxalinepentanoic acid,

3-(3-chlorophenyl)-7-[(4-phenyl-1-piperidinyl)carbonyl]-2-quinoxalinepentanoic acid,

7-[(4-phenyl-1-piperidinyl)carbonyl]-3-[6-(trifluoromethyl)-3-pyridinyl]-2-quinoxalinepentanoic acid,

3-(2-chlorophenyl)-7-[(4-phenyl-1-piperidinyl)carbonyl]-2-quinoxalinepentanoic acid,

7-[(4-phenyl-1-piperidinyl)carbonyl]-3-[4-(trifluoromethoxy)phenyl]-2-quinoxalinepentanoic acid,

3-(4-methoxyphenyl)-7-[(4-phenyl-1-piperidinyl)carbonyl]-2-quinoxalinepentanoic acid,

3-(4-cyanophenyl)-7-[(4-phenyl-1-piperidinyl)carbonyl]-2-quinoxalinepentanoic acid,

7-[(4-phenyl-1-piperidinyl)carbonyl]-3-(3-thienyl)-2-quinoxalinepentanoic acid,

3-(2,4-dichlorophenyl)-7-[(4-phenyl-1-piperidinyl)carbonyl]-2-quinoxalinepentanoic acid,

(R)-5-(7-(4-(4-fluorophenyl)-2-methylpiperazine-1-carbonyl)-3-phenylquinoxalin-2-yl)pentanoic acid,

(R)-5-(7-((6-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)-3-phenylquinoxalin-2-yl)pentanoic acid,

(R)-5-(7-(2-methyl-4-phenylpiperazine-1-carbonyl)-3-phenylquinoxalin-2-yl)pentanoic acid,

4-((7-(4-(4-fluorophenyl)piperazine-1-carbonyl)-3-phenylquinoxalin-2-yl)amino)butanoic acid,

(R)-4-((3-phenyl-7-((1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)quinoxalin-2-yl)amino)butanoic acid,

7-[[[(4-chlorophenyl)methyl]amino]carbonyl]-3-(4-fluorophenyl)-2-quinoxalinepentanoic acid,

3-(4-fluorophenyl)-7-[[(2,2,2-trifluoro-1(S)-phenylethyl)amino]carbonyl]-2-quinoxalinepentanoic acid,

7-[[(2,3-dihydro-1H-inden-2-yl)amino]carbonyl]-3-(4-fluorophenyl)-2-quinoxalinepentanoic acid,

7-[[[(4-cyanophenyl)methyl]amino]carbonyl]-3-(4-fluorophenyl)-2-quinoxalinepentanoic acid,

3-(4-fluorophenyl)-7-[(4-phenyl-1-piperidinyl)carbonyl]-2-quinoxalinepentanoic acid,

3-(4-fluorophenyl)-7-[(3-phenyl-1-pyrrolidinyl)carbonyl]-2-quinoxalinepentanoic acid,

3-(4-fluorophenyl)-7-[[[[4-(trifluoromethoxy)phenyl]methyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-fluorophenyl)-7-[[[(4-fluorophenyl)methyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-fluorophenyl)-7-[[[1(R)-(4-fluorophenyl)ethyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-fluorophenyl)-7-[[[1(S)-(4-fluorophenyl)ethyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-fluorophenyl)-7-[[[[4-(trifluoromethyl)phenyl]methyl]amino]carbonyl]-2-quinoxalinepentanoic acid,

7-[[4-[2,3-dihydro-3-(2-methoxyethyl)-2-oxo-1H-benzimidazol-1-yl]-1-piperidinyl]carbonyl]-3-phenyl-2-quinoxalinepentanoic acid,

7-[[4-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)-1-piperidinyl]carbonyl]-3-phenyl-2-quinoxalinepentanoic acid,

7-[(1,2-dihydro-1-methyl-2-oxospiro[3H-indole-3,4′-piperidin]-1′-yl)carbonyl]-3-phenyl-2-quinoxalinepentanoic acid,

3-phenyl-7-(spiro[benzofuran-3(2H),4′-piperidin]-1′-ylcarbonyl)-2-quinoxalinepentanoic acid,

7-[(2,3-dihydrospiro[1H-indene-1,4′-piperidin]-1′-yl)carbonyl]-3-phenyl-2-quinoxalinepentanoic acid,

7-[(1,2-dihydro-1-methylspiro[3H-indole-3,4′-piperidin]-1′-yl)carbonyl]-3-phenyl-2-quinoxalinepentanoic acid,

7-[(1-acetyl-1,2-dihydrospiro[3H-indole-3,4′-piperidin]-1′-yl)carbonyl]-3-phenyl-2-quinoxalinepentanoic acid,

7-[(4-cyano-4-phenyl-1-piperidinyl)carbonyl]-3-phenyl-2-quinoxalinepentanoic acid,

7-[(4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]dec-8-yl)carbonyl]-3-phenyl-2-quinoxalinepentanoic acid,

3-(4-fluorophenyl)-7-[(4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]dec-8-yl)carbonyl]-2-quinoxalinepentanoic acid,

5-(3-(4-fluorophenyl)-7-(4-phenyl-1,2,3,6-tetrahydropyridine-1-carbonyl)quinoxalin-2-yl)pentanoic acid,

7-[(4-cyano-4-phenyl-1-piperidinyl)carbonyl]-3-(4-fluorophenyl)-2-quinoxalinepentanoic acid,

3-(4-fluorophenyl)-7-[[(phenylmethyl)amino]carbonyl]-2-quinoxalinepentanoic acid,

7-[[[1(R)-(4-chlorophenyl)ethyl]amino]carbonyl]-3-(4-fluorophenyl)-2-quinoxalinepentanoic acid,

7-[[[1(S)-(4-chlorophenyl)ethyl]amino]carbonyl]-3-(4-fluorophenyl)-2-quinoxalinepentanoic acid,

3-(4-fluorophenyl)-7-[[(1(R)-phenylethyl)amino]carbonyl]-2-quinoxalinepentanoic acid,

7-[[4-(4-chlorophenyl)-1-piperidinyl]carbonyl]-3-(4-fluorophenyl)-2-quinoxalinepentanoic acid,

7-[[4-(4-chlorophenyl)-3,6-dihydro-1(2H)-pyridinyl]carbonyl]-3-(4-fluorophenyl)-2-quinoxalinepentanoic acid,

3-phenyl-7-[(3(S)-phenyl-1-piperidinyl)carbonyl]-2-quinoxalinepentanoic acid,

3-phenyl-7-[(3(R)-phenyl-1-piperidinyl)carbonyl]-2-quinoxalinepentanoic acid,

5-(7-(4-(1H-imidazol-1-yl)piperidine-1-carbonyl)-3-phenylquinoxalin-2-yl)pentanoic acid,

7-[[[1(R)-(2-pyridinyl)ethyl]amino]carbonyl]-3-[4-(trifluoromethyl)phenyl]-2-quinoxalinepentanoic acid,

7-[(4-phenyl-1-piperidinyl)carbonyl]-3-[4-(trifluoromethyl)phenyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-alpha-methyl-7-[(4-phenyl-1-piperidinyl)carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-alpha-methyl-7-[[(2,2,2-trifluoro-1(S)-phenylethyl)amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[(4-cyanophenyl)methyl]amino]carbonyl]-alpha-methyl-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[1(R)-(4-fluorophenyl)ethyl]amino]carbonyl]-alpha-methyl-2-quinoxalinepentanoic acid,

3-(4-chlorophenyl)-7-[[[1(S)-(4-fluorophenyl)ethyl]amino]carbonyl]-alpha-methyl-2-quinoxalinepentanoic acid,

3-phenyl-7-[(3-phenyl-1-azetidinyl)carbonyl]-2-quinoxalinepentanoic acid,

7-[[3-(4-cyanophenyl)-1-azetidinyl]carbonyl]-3-phenyl-2-quinoxalinepentanoic acid,

3-(4-fluorophenyl)-7-[[(1,2,3,4-tetrahydro-1(R)-naphthalenyl)amino]carbonyl]-2-quinoxalinepentanoic acid,

3-(4-fluorophenyl)-7-[(4-phenyl-1-piperazinyl)carbonyl]-2-quinoxalinepentanoic acid,

7-[[3-(3-fluorophenyl)-1-azetidinyl]carbonyl]-3-phenyl-2-quinoxalinepentanoic acid,

7-[[(6-fluoro-1,2,3,4-tetrahydro-1(R)-naphthalenyl)amino]carbonyl]-3-phenyl-2-quinoxalinepentanoic acid,

(R)-5-(3-phenyl-7-((1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)quinoxalin-2-yl)pentanoic acid,

(S)-5-(3-(4-chlorophenyl)-7-((1-(3,4-difluorophenyl)ethyl)carbamoyl)quinoxalin-2-yl)pentanoic acid,

(R)-5-(3-(4-chlorophenyl)-7-((1-(3,5-difluorophenyl)ethyl)carbamoyl)quinoxalin-2-yl)pentanoic acid,

5-(3-(4-chlorophenyl)-7-(3-(4-chlorophenyl)azetidine-1-carbonyl)quinoxalin-2-yl)pentanoic acid,

5-(7-(((R)-5-fluoro-2,3-dihydro-1H-inden-1-yl)carbamoyl)-3-(4-fluorophenyl)quinoxalin-2-yl)-2-methylpentanoic acid,

(R)-5-(7-(chroman-4-ylcarbamoyl)-3-(4-fluorophenyl)quinoxalin-2-yl)pentanoic acid,

(S)-5-(3-(4-chlorophenyl)-7-(chroman-4-ylcarbamoyl)quinoxalin-2-yl)pentanoic acid,

(R)-5-(7-(chroman-4-ylcarbamoyl)-3-phenylquinoxalin-2-yl)pentanoic acid,

5-(3-(4-chlorophenyl)-7-(3-oxo-3,4-dihydro-2H-spiro[isoquinoline-1,4′-piperidin]-1′-ylcarbonyl)quinoxalin-2-yl)pentanoic acid, and

5-(3-(4-chlorophenyl)-7-(4-(2,6-dimethylphenyl)piperazine-1-carbonyl)quinoxalin-2-yl)pentanoic acid.

15. A pharmaceutical composition comprising an effective amount of the compound of claim 1 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

16. A method for treating asthma, congestion, allergic rhinitis or COPD comprising administering to a patient in need of such treatment of an effective amount of a compound of claim 1 or a pharmaceutically acceptable salt thereof.

17. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein R 2 is phenyl, pyridyl, or thienyl; wherein R 2 is unsubstituted or substituted by 1 to 2 R 5 groups independently selected from the group consisting of fluoro, chloro, trifluoromethyl, C 1 -C 3 alkoxy, —CN and —OCF 3 .

18. The compound of claim 13 or a pharmaceutically acceptable salt thereof, wherein

R 1 is —C(O)—N(R 6a )(R 6b )

I) R 6a is H and R 6b is

a) -Q-R AH , wherein R AH is phenyl,

and wherein R AH is unsubstituted or substituted with 1 R 8 moiety selected from the group consisting of fluoro and —CN;

b) -Q-R HC , wherein R HC is C 5 -C 6 cycloalkyl, wherein said C 5 -C 6 cycloalkyl is fused to a benzene ring;

and wherein R HC is unsubstituted or substituted with 1 to 2 R 12 moieties independently selected from the group consisting of halo and —CN;

II) or R 6a and R 6b together with the N atom to which they are attached form R 6H , wherein R 6H is pyrrolidinyl, piperidinyl, or piperazinyl;

wherein R 6H is substituted with —Z—R CY wherein

R CY is unsubstituted phenyl or phenyl substituted by 1 to 2 R 10 moieties selected from the group consisting of halo and —CN;

R 6H is optionally substituted by 1 to 2 R 9 moieties wherein each R 9 moiety is independently C 1 -C 3 alkyl, halo or —CN,

R 2 is unsubstituted phenyl; and

Q and Z are as set forth in claim 13 .

19. The compound of claim 18 or a pharmaceutically acceptable salt thereof, wherein R 6a and R 6b together with the N atom to which they are attached form R 6H , wherein R 6H is piperazinyl.

20. The compound of claim 13 or a pharmaceutically acceptable salt thereof, wherein the compound is selected from the group consisting of

(R)-4-((7-(4-(4-fluorophenyl)-2-methylpiperazine-1-carbonyl)-3-phenylquinoxalin-2-yl)amino)butanoic acid,

(R)-4-((7-((1-(4-fluorophenyl)ethyl)carbamoyl)-3-phenylquinoxalin-2-yl)amino)butanoic acid,

(R)-4-((7-((6-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)-3-phenylquinoxalin-2-yl)amino)butanoic acid,

4-((3-phenyl-7-(4-phenylpiperazine-1-carbonyl)quinoxalin-2-yl)amino)butanoic acid,

(R)-4-((7-((1-(4-cyanophenyl)ethyl)carbamoyl)-3-phenylquinoxalin-2-yl)amino)butanoic acid,

4-((7-(4-(4-fluorophenyl)piperazine-1-carbonyl)-3-phenylquinoxalin-2-yl)amino)butanoic acid,

(R)-4-((3-phenyl-7-((1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)quinoxalin-2-yl)amino)butanoic acid,

4-((7-(4-(4-fluorophenyl)piperidine-1-carbonyl)-3-phenylquinoxalin-2-yl)amino)butanoic acid,

4-((7-(4-(4-chlorophenyl)piperidine-1-carbonyl)-3-phenylquinoxalin-2-yl)amino)butanoic acid,

4-((7-(4-(4-chlorophenyl)piperazine-1-carbonyl)-3-phenylquinoxalin-2-yl)amino)butanoic acid,

(R)-4-((3-phenyl-7-(3-phenylpyrrolidine-1-carbonyl)quinoxalin-2-yl)amino)butanoic acid, and

(R)-4-((7-(2-methyl-4-phenylpiperazine-1-carbonyl)-3-phenylquinoxalin-2-yl)amino)butanoic acid.

21. The compound of claim 13 or a pharmaceutically acceptable salt thereof, wherein the compound is (R)-4-((7-((6-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)-3-phenylquinoxalin-2-yl)amino)butanoic acid.

22. The compound of claim 13 or a pharmaceutically acceptable salt thereof, wherein the compound is 4-((3-phenyl-7-(4-phenylpiperazine-1-carbonyl)quinoxalin-2-yl)amino)butanoic acid.

23. The compound of claim 13 or a pharmaceutically acceptable salt thereof, wherein the compound is (R)-4-((7-(4-(4-fluorophenyl)-2-methylpiperazine-1-carbonyl)-3-phenylquinoxalin-2-yl)amino)butanoic acid.

24. The compound of claim 13 or a pharmaceutically acceptable salt thereof, wherein the compound is (R)-4-((7-((1-(4-cyanophenyl)ethyl)carbamoyl)-3-phenylquinoxalin-2-yl)amino)butanoic acid.

25. The compound of claim 13 or a pharmaceutically acceptable salt thereof, wherein the compound is 4-((7-(4-(4-fluorophenyl)piperazine-1-carbonyl)-3-phenylquinoxalin-2-yl)amino)butanoic acid.

26. The compound of claim 13 or a pharmaceutically acceptable salt thereof, wherein the compound is (R)-4-((3-phenyl-7-((1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)quinoxalin-2-yl)amino)butanoic acid.

27. The method of claim 16 , wherein the method is for treating asthma in a patient in need of such treatment.

Assignments (6)
MERGER Recorded Aug 8, 2022
From: MERCK SHARP & DOHME CORP.
To: MERCK SHARP & DOHME LLC
Reel/Frame 061102/0145 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 3, 2014
From: ALBANY MOLECULAR RESEARCH, INC.
To: SCHERING CORPORATION
Reel/Frame 032591/0770 →
CHANGE OF NAME Recorded Apr 3, 2014
From: SCHERING CORPORATION
To: MERCK SHARP & DOHME CORP
Reel/Frame 032592/0778 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 28, 2014
From: SILIPHAIVANH, PHIENG; METHOT, JOEY L.; ZHANG, HONGJUN; KELLEY, ELIZABETH HELEN; BROWN, WILLIAM COLBY
To: MERCK SHARP & DOHME CORP.
Reel/Frame 032550/0262 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 28, 2014
From: BOYCE, CHRISTOPHER W.; DEGRADO, SYLVIA JOANNA; CHEN, XIAO; QIN, JUN; MAZZOLA, ROBERT D., JR.; YU, YOUNONG; MCCORMICK, KEVIN D.; PALANI, ANANDAN; XIAO, DONG; ASLANIAN, ROBERT G.; WU, JIE; RAO, ASHWIN UMESH; BIJU, PURAKKATTLE JOHNY; DHONDI, PAWAN K.; DONG, LI; FEVRIER, SALEM; HUANG, XIANHAI; VACCARO, HENRY M.
To: SCHERING CORPORATION
Reel/Frame 032550/0554 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 28, 2014
From: GAUUAN, JOLICIA POLIVINA; JIANG, QIN; LEYHANE, ANDREW J.
To: ALBANY MOLECULAR RESEARCH, INC.
Reel/Frame 032550/0786 →