US 12,264,139 B2
Aryl sulfonamides as BLT1 antagonists
Yongxin Han, Needham, MA (US); Jongwon Lim, Lexington, MA (US); Satyanarayana Tummanapalli, Hyderabad (IN); Phieng Siliphaivanh, Newton, MA (US); and Kerrie Spencer, Woonsocket, RI (US)
Assigned to Merck Sharp & Dohme LLC, Rahway, NJ (US)
Filed by Merck Sharp & Dohme LLC, Rahway, NJ (US)
Filed on Jun. 10, 2021, as Appl. No. 17/343,994.
Application 17/343,994 is a continuation of application No. 15/768,880, abandoned, previously published as PCT/US2016/063809, filed on Nov. 28, 2016.
Claims priority of provisional application 62/260,926, filed on Nov. 30, 2015.
Prior Publication US 2022/0363656 A1, Nov. 17, 2022
Int. Cl. C07D 311/22 (2006.01); C07D 405/06 (2006.01); C07D 405/14 (2006.01); C07D 409/06 (2006.01); C07D 413/06 (2006.01); C07D 417/06 (2006.01)
CPC C07D 311/22 (2013.01) [C07D 405/06 (2013.01); C07D 405/14 (2013.01); C07D 409/06 (2013.01); C07D 413/06 (2013.01); C07D 417/06 (2013.01)] 18 Claims
 
1. A compound of structural formula I:

OG Complex Work Unit Chemistry
or a pharmaceutically acceptable salt thereof; wherein
A is selected from:
(1) pyridine,
(2) thiophene, and
(3) pyrazine,
wherein pyridine, thiophene, and pyrazine, are unsubstituted or substituted with 1-3 substituents independently selected from C1-6alkyl, C3-6cycloalkyl, and halogen;
B is selected from:
(1) phenyl,
(2) pyrazine,
(3) pyridine, and
(4) pyridazine,
wherein phenyl is unsubstituted or substituted with 1-4 substituents independently selected from C1-6alkyl, halogen and CF3, and wherein pyrazine, pyridine and pyridazine are unsubstituted or substituted with 1-4 substituents independently selected from C1-6alkyl, halogen, and CF3;
X is selected from:
(1) —NHSO2CF3,
(2) —NHSO2CH2CF3,
(3) —NHSO2CHF2,
(4) —NHSO2C1-6alkyl,
(5) —NHSO2CH2C3-6cycloalkyl, and
(6) —NHSO2C3-6cycloalkyl,
wherein alkyl and cycloalkyl are unsubstituted or substituted with 1-3 substituents independently selected from C1-6alkyl;
Z is selected from:
(1) hydrogen, and
(2) C1-6alkyl,
wherein alkyl is unsubstituted or substituted with 1-4 substituents independently selected from C1-6alkyl;
Ra is selected from:
(1) hydrogen,
(2) halogen, and
(3) C1-6alkyl; and
Rb is selected from:
(1) hydrogen,
(2) halogen, and
(3) C1-6alkyl.