US 12,247,037 B2
1-(2,6-diazaspiro[3.3]heptan-6-yl)-5,6-dihydro-4h-benzo[f][1,2,4]triazolo[4,3-A][1,4]diazepine derivatives and related compounds as vasopressin antagonists for the treatment of neuro-psychological disorders
Gary Brandt, Alameda, CA (US)
Assigned to Neumora Therapeutics, Inc., Watertown, MA (US)
Appl. No. 17/311,974
Filed by Neumora Therapeutics, Inc., Watertown, MA (US)
PCT Filed Dec. 12, 2019, PCT No. PCT/US2019/066082
§ 371(c)(1), (2) Date Jun. 8, 2021,
PCT Pub. No. WO2020/123872, PCT Pub. Date Jun. 18, 2020.
Claims priority of provisional application 62/778,831, filed on Dec. 12, 2018.
Prior Publication US 2023/0084719 A1, Mar. 16, 2023
Int. Cl. C07D 519/00 (2006.01); A61P 25/22 (2006.01)
CPC C07D 519/00 (2013.01) [A61P 25/22 (2018.01)] 29 Claims
 
1. A compound having the structure of Formula (I) or a pharmaceutically acceptable isomer, racemate, hydrate, solvate, isotope, or salt thereof:

OG Complex Work Unit Chemistry
wherein
custom character represents an optional double bond;
A and B are independently nitrogen or oxygen, with the proviso that A and B are not both oxygen;
G is nitrogen or carbon;
X is halogen, lower alkyl, lower haloalkyl, lower alkoxy, or cyano;
R1 is hydrogen, lower alkyl-R6, haloalkyl, lower alkoxyalkyl, -cycloalkyl-R6, -alkyl-cycloalkyl-R6, -aryl-R6, -alkyl-aryl-R6, -heterocyclyl-R6, -alkyl-heterocyclyl-R6, lower haloalkyl, -alkyl-C(═O)R3, or —C(═O)R3;
R1b and R1c are independently hydrogen, lower alkyl, or spiroalkyl;
R2 is -Q-(R4)n, —S(═O)2R5, or —C(═O)R5;
R3 is lower alkyl, lower haloalkyl, lower alkoxy, lower haloalkoxy, -cycloalkyl-R6, —O-cycloalkyl-R6, —O-heterocyclyl-R6, —NHR5, or —NR5R5;
or R1b and R1 or R1b and R3, together with the atoms to which they are attached, form a ring;
Q is aryl or heteroaryl;
each R4 is independently halogen, hydroxy, lower alkyl, lower haloalkyl, lower alkoxy, lower haloalkoxyalkyl, or cyano;
each R5 is independently cycloalkyl, lower alkyl, lower haloalkyl, cycloalkylalkyl, lower alkoxy, heterocyclyl, or —O-heterocyclyl;
R6 is hydrogen, halo, alkyl, lower haloalkyl, or cyano; and
n is 0, 1, or 2.