US 11,834,412 B2
Derivatives of aryl hydrocarbon receptor agonists
Matthew Davidson, Encino, CA (US); Julie Saiki, Redwood City, CA (US); Robert Lum, Encino, CA (US); and Steven R. Schow, Encino, CA (US)
Assigned to Azora Therapeutics, Inc., Encino, CA (US)
Filed by AZORA THERAPEUTICS, INC., Encino, CA (US)
Filed on Mar. 7, 2023, as Appl. No. 18/179,841.
Application 18/179,841 is a continuation of application No. PCT/US2022/077815, filed on Oct. 7, 2022.
Claims priority of provisional application 63/254,052, filed on Oct. 8, 2021.
Prior Publication US 2023/0227408 A1, Jul. 20, 2023
Int. Cl. C07D 401/14 (2006.01); C07D 403/04 (2006.01); C07D 405/14 (2006.01); C07D 413/14 (2006.01); C07D 209/36 (2006.01); A61P 1/04 (2006.01)
CPC C07D 209/36 (2013.01) [A61P 1/04 (2018.01); C07D 401/14 (2013.01); C07D 403/04 (2013.01); C07D 405/14 (2013.01); C07D 413/14 (2013.01)] 21 Claims
 
1. A compound having one of the following structures of Formula (IV) or (V):

OG Complex Work Unit Chemistry
or a stereoisomer, salt, or tautomer thereof, wherein:
R1, R2, R3, R4, R5 R6, R7, and R8, are each independently hydrogen, deuterium, alkyl, halo, perfluoroalkyl, alkynyl, alkenyl, alkoxy, cycloalkoxy, thioalkyl, thiocycloalkoxy, perfluoroalkoxy, perfluorothioalkyl, hydroxyl, ester, amido, carboxyl, carbamoyl, sulfonyl amido, acylsulfonyl amido, sulfonyl, sulfinyl, sulfonyl urea, amino, thioester, nitrile, nitro, azido, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl
R11a is halo, 4-8 membered heterocycloalkyl, 5-8 membered heteroaryl, —OH, —OX—, —SX—, —S(O)2X—, —NX2—, —OC(═O)X—, or —OC(═O)NX2—;
R11b is 4-8 membered heterocycloalkyl, 5-8 membered heteroaryl, or —NX2—, wherein the 4-8 membered heterocycloalkyl of R11a or R11b is optionally substituted;
X is each independently hydrogen, C1-C10 alkyl, C2-C10 alkenyl, C1-C6 haloalkyl, C1-C10 heteroalkyl, —S(O)2OH, aryl, or 3-8 membered heterocycloalkyl,
wherein the C1-C10 alkyl and C1-C10 heteroalkyl are optionally substituted with carboxyl, —NHS(═O)2Y—, —NHC(═O)OY—, or —NHC(═O)Y—;
wherein the 3-8 membered heterocycloalkyl of X is optionally substituted with C1-C6 alkyl, C1-C4 amino, halo, —C(═O)Y—, or —C(═O)OY—;
Y is each independently H, C1-C6 perfluoroalkyl, or C1-C6 alkyl;
R12a and R12b, are each independently hydrogen or C1-C6 alkyl;
R10 is O, NZ, or NNZ2; and
Z is each independently hydrogen, hydroxyl, aryl, or C1-C4 alkyl, wherein C1-C4 alkyl is optionally substituted with aryl.