US 12,358,932 B2
Chemical compounds
Yasheen Zhou, Moraga, CA (US); Chun Yu Liu, Durham, NC (US); Chunliang Liu, Cary, NC (US); and Yong-Kang Zhang, San Jose, CA (US)
Assigned to BORAH, INC., Nashville, TN (US)
Appl. No. 17/623,961
Filed by BORAH, INC., Nashville, TN (US)
PCT Filed Jul. 2, 2020, PCT No. PCT/US2020/070234
§ 371(c)(1), (2) Date Dec. 30, 2021,
PCT Pub. No. WO2021/003501, PCT Pub. Date Jan. 7, 2021.
Claims priority of provisional application 62/949,301, filed on Dec. 17, 2019.
Claims priority of provisional application 62/949,280, filed on Dec. 17, 2019.
Claims priority of provisional application 62/916,697, filed on Oct. 17, 2019.
Claims priority of provisional application 62/916,700, filed on Oct. 17, 2019.
Claims priority of provisional application 62/870,537, filed on Jul. 3, 2019.
Prior Publication US 2024/0368196 A1, Nov. 7, 2024
Int. Cl. C07F 5/02 (2006.01); A61K 31/69 (2006.01); A61P 29/00 (2006.01)
CPC C07F 5/025 (2013.01) [A61K 31/69 (2013.01); A61P 29/00 (2018.01)] 18 Claims
 
1. A compound of formula (IB):

OG Complex Work Unit Chemistry
wherein:
A is selected from the group consisting of:

OG Complex Work Unit Chemistry
X is selected from the group consisting of: NH, O, and S;
RB is selected from the group consisting of: unsubstituted phenyl, substituted phenyl, unsubstituted C1-C6 alkyl, substituted C1-C6 alkyl, unsubstituted C3-C6 cycloalkyl, and substituted C3-C6 cycloalkyl, wherein substituted is selected from one or more CH2OH, C1-C3 alkyl and SO2(C1-C3 alkyl);
RC is selected from the group consisting of: hydrogen, halogen, C1-C3 alkyl, C2-C3 alkenyl, C2-C3 alkynyl, cyclopropyl, C1-C3 haloalkyl, C2-C3 haloalkenyl, C2-C3 haloalkynyl, and partially or fully halogenated cyclopropyl;
each R1, when present, is selected from the group consisting of: chlorine, bromine, iodine, C1-C3 alkyl, C2-C3 alkenyl, C2-C5 alkynyl, cyclopropyl, C1-C3 haloalkyl, C2-C3 haloalkenyl, C2-C3 haloalkynyl, partially or fully halogenated cyclopropyl, O(C1-C3 alkyl), and O(C1-C3 haloalkyl);
each R1b, when present, independently is selected from the group consisting of: hydrogen, halogen, C1-C3 alkyl, C2-C3 alkenyl, C2-C3 alkynyl, cyclopropyl, C1-C3 haloalkyl, C2-C3 haloalkenyl, C2-C3 haloalkynyl, partially or fully halogenated cyclopropyl, O(C1-C3 alkyl), and O(C1-C3 haloalkyl);
each of R2 and R3, when present, independently is selected from the group consisting of: C1-C3 alkyl, C2-C3 alkenyl, C2-C3 alkynyl, and, when present, R2 and R3 taken together form a 3 membered cycloalkyl ring; and
each of R2a and R3a, when present, independently is selected from the group consisting of: hydrogen, C1-C3 alkyl, C2-C3 alkenyl, C2-C3 alkynyl, and R2a and R3a taken together form a 3 membered cycloalkyl ring,
or a stereoisomer, enantiomer, or tautomer thereof, or a veterinary or pharmaceutically acceptable salt thereof.