US 11,905,248 B2
Compounds that modulate intracellular calcium
Jeffrey P. Whitten, La Jolla, CA (US); Yazhong Pei, La Jolla, CA (US); Jianguo Cao, La Jolla, CA (US); Zhijun Wang, La Jolla, CA (US); Evan Rogers, La Jolla, CA (US); Brian Dyck, La Jolla, CA (US); and Jonathan Grey, La Jolla, CA (US)
Assigned to CALCIMEDICA, INC., La Jolla, CA (US)
Filed by CalciMedica, Inc., La Jolla, CA (US)
Filed on Oct. 15, 2019, as Appl. No. 16/653,475.
Application 13/969,401 is a division of application No. 13/085,324, filed on Apr. 12, 2011, granted, now 8,546,403, issued on Oct. 1, 2013.
Application 16/653,475 is a continuation of application No. 14/805,292, filed on Jul. 21, 2015, granted, now 10,703,722.
Application 14/805,292 is a continuation of application No. 13/969,401, filed on Aug. 16, 2013, granted, now 9,120,751, issued on Sep. 1, 2015.
Claims priority of provisional application 61/439,786, filed on Feb. 4, 2011.
Claims priority of provisional application 61/430,894, filed on Jan. 7, 2011.
Claims priority of provisional application 61/422,088, filed on Dec. 10, 2010.
Claims priority of provisional application 61/407,819, filed on Oct. 28, 2010.
Claims priority of provisional application 61/377,825, filed on Aug. 27, 2010.
Claims priority of provisional application 61/328,569, filed on Apr. 27, 2010.
Prior Publication US 2020/0317617 A1, Oct. 8, 2020
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 213/74 (2006.01); C07D 213/75 (2006.01); C07D 241/20 (2006.01); C07D 401/04 (2006.01); C07D 405/04 (2006.01); C07D 405/14 (2006.01); C07D 409/04 (2006.01); C07D 409/14 (2006.01); C07D 413/04 (2006.01); C07D 413/14 (2006.01); C07D 417/04 (2006.01); C07D 417/14 (2006.01); A61K 31/00 (2006.01); A61K 47/02 (2006.01); A61K 47/10 (2017.01); A61K 47/12 (2006.01); A61K 47/14 (2017.01); A61K 47/20 (2006.01); A61K 47/38 (2006.01); C07D 471/04 (2006.01); C07D 495/04 (2006.01); A61K 9/02 (2006.01); A61K 9/00 (2006.01); A61K 9/20 (2006.01); C07D 493/10 (2006.01); A61K 9/06 (2006.01)
CPC C07D 213/74 (2013.01) [A61K 9/0014 (2013.01); A61K 9/0019 (2013.01); A61K 9/0031 (2013.01); A61K 9/0048 (2013.01); A61K 9/0056 (2013.01); A61K 9/0078 (2013.01); A61K 9/0095 (2013.01); A61K 9/02 (2013.01); A61K 9/06 (2013.01); A61K 9/2018 (2013.01); A61K 9/2054 (2013.01); A61K 9/2059 (2013.01); A61K 31/00 (2013.01); A61K 47/02 (2013.01); A61K 47/10 (2013.01); A61K 47/12 (2013.01); A61K 47/14 (2013.01); A61K 47/20 (2013.01); A61K 47/38 (2013.01); C07D 213/75 (2013.01); C07D 241/20 (2013.01); C07D 401/04 (2013.01); C07D 405/04 (2013.01); C07D 405/14 (2013.01); C07D 409/04 (2013.01); C07D 409/14 (2013.01); C07D 413/04 (2013.01); C07D 413/14 (2013.01); C07D 417/04 (2013.01); C07D 417/14 (2013.01); C07D 471/04 (2013.01); C07D 493/10 (2013.01); C07D 495/04 (2013.01)] 17 Claims
 
1. A compound having the structure of Formula (VI):

OG Complex Work Unit Chemistry
wherein:
R′1 is

OG Complex Work Unit Chemistry
L2 is —NH—C(═O)—, or —C(═O)NH—;
X is CR3 or N;
Y is independently selected from CR9 or N;
R2 is C1-C6alkyl, C3-C8cycloalkyl, C1-C6heteroalkyl, C1-C6haloalkyl, C2-C8heterocycloalkyl, C1-C4alkyleneC2-C8heterocycloalkyl, aryl, heteroaryl, fused aryl or fused heteroaryl; wherein C1-C6alkyl, C3-C8cycloalkyl, C1-C6heteroalkyl, C1-C6haloalkyl, C2-C8heterocycloalkyl, C1-C4alkyleneC2-C8heterocycloalkyl, aryl, heteroaryl, fused aryl or fused heteroaryl is optionally substituted with at least one R3;
R3 is independently selected from H, F, D, Cl, Br, I, —CN, —NO2, —OH, —CF3, —OCF3, —OR5, C1-C6alkyl, C3-C8cycloalkyl, C1-C6heteroalkyl, C1-C6haloalkyl, C2-C8heterocycloalkyl, optionally substituted aryl, optionally substituted O-aryl, optionally substituted heteroaryl,
n is an integer selected from 0-2;
R9 is independently selected from H, D, halogen, C1-C6alkyl, C1-C6haloalkyl, —OR5, —OCF3, C1-C6 carbonylalkyl, or —CF3; or two R9 attached to the same carbon atom form an oxetane ring;
R10 is selected from halogen, C1-C6alkyl, C1-C6haloalkyl, —OR5, —OCF3, C1-C6 carbonylalkyl, or —CF3;
R5 is independently selected from H, C1-C6alkyl, C1-C6haloalkyl, C3-C8cycloalkyl, phenyl, and benzyl;
or a pharmaceutically acceptable salt, pharmaceutically acceptable solvate, or pharmaceutically acceptable prodrug thereof.