US 12,077,538 B2
Diacylglycerol kinase (DGK) alpha inhibitors and uses thereof
Hongfu Lu, Shanghai (CN); Huaxing Yu, Shanghai (CN); Xiao Ding, Shanghai (CN); and Feng Ren, Shanghai (CN)
Assigned to INSILICO MEDICINE IP LIMITED, Hong Kong (HK)
Filed by Insilico Medicine IP Limited, Hong Kong (HK)
Filed on Nov. 13, 2023, as Appl. No. 18/507,595.
Application 18/507,595 is a continuation of application No. PCT/CN2023/078948, filed on Mar. 1, 2023.
Claims priority of application No. PCT/CN2022/078653 (WO), filed on Mar. 1, 2022; application No. PCT/CN2022/091497 (WO), filed on May 7, 2022; application No. PCT/CN2022/127020 (WO), filed on Oct. 24, 2022; and application No. PCT/CN2023/071857 (WO), filed on Jan. 12, 2023.
Prior Publication US 2024/0116935 A1, Apr. 11, 2024
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 471/04 (2006.01)
CPC C07D 471/04 (2013.01) 20 Claims
 
1. A compound of Formula (If), or a pharmaceutically acceptable salt thereof:

OG Complex Work Unit Chemistry
wherein:
each R1a and R1b is independently halogen, —CN, —ORa, or —NRcRd,
R2 is C1-C6alkyl;
U is N or CH;
T is CH;
each R4 is independently halogen or C1-C6alkyl;
p is 1 or 2;
each Ra is independently C1-C6alkyl, C1-C6haloalkyl, C1-C6hydroxyalkyl, C1-C6aminoalkyl, C1-C6heteroalkyl, cycloalkyl, heterocycloalkyl, C1-C6alkylene(cycloalkyl), or C1-C6alkylene(heterocycloalkyl), wherein each alkyl, alkylene, cycloalkyl, and heterocycloalkyl is independently optionally substituted with one or more R;
Rc and Rd are each independently hydrogen, C1-C6alkyl, C1-C6haloalkyl, C1-C6hydroxyalkyl, C1-C6aminoalkyl, C1-C6heteroalkyl, cycloalkyl, heterocycloalkyl, C1-C6alkylene(cycloalkyl), C1-C6alkylene(heterocycloalkyl), wherein each alkyl, alkylene, cycloalkyl, and heterocycloalkyl is independently optionally substituted with one or more R;
or Rc and Rd are taken together with the atom to which they are attached to form a heterocycloalkyl optionally substituted with one or more R; and
each R is independently halogen, —CN, —OH, —S(—O)CH3, —S(═O)2CH3, —S(═O)2NH2, —S(═O)2NHCH3, —S(═O)2N(CH3)2, —NH2, —NHCH3, —N(CH3)2, —C(═O)CH3, —C(═O)OH, —C(═O)OCH3, C1-C6alkyl, C1-C6alkoxy, C1-C6haloalkyl, C1-C6hydroxyalkyl, C1-C6aminoalkyl, C1-C6heteroalkyl, or C3-C6cycloalkyl;
or two R on the same atom form an oxo.