US 11,919,868 B2Granted

Heterocyclic compounds and related methods

AssigneeRecursion Pharmaceuticals, Inc.

InventorsMichael James Genin, Joseph Carpenter, Carl Brooks

Life of this patent

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Abstract

Provided herein are compounds of Formula (I) and Formula (II) and stereoisomers, tautomers, and pharmaceutically acceptable salts or solvates thereof. Also provided are pharmaceutical compositions comprising these compounds and methods of treating a disease, disorder, or condition by using the compounds and pharmaceutical compositions.

Claims24

Dependent claims

A compound of Formula (I):

or a stereoisomer, a tautomer, or a pharmaceutically acceptable salt thereof;
wherein
X1, X2, and X3 are each independently CR2, N, NR5, O, or S;
X4 and X5 are each independently C(H) or N;
m is an integer of 0, 1, or 2;
Z is a 6- to 10-membered aryl or, 5- to 10-membered heteroaryl containing 1 to 3 heteroatoms independently selected from N, O, and S;
R1 and R2 are each independently hydrogen, halo, cyano, hydroxyl, amino, C1-6 alkyl, alkylamino, haloalkyl, hydroxyalkyl, aminoalkyl, alkoxyalkyl, haloalkoxyalkyl, alkoxy, or haloalkoxy;
R3 and R4 are each independently hydrogen, C1-6 alkyl, alkylamino, haloalkyl, alkoxy, haloalkoxy, 6- to 10-membered aryl, 5- to 10-membered heteroaryl containing 1 to 3 heteroatoms independently selected from N, O, and S, 3- to 10-membered carbocyclyl, or 4- to 10-membered heterocyclyl containing 1 to 3 heteroatoms independently selected from N, O, and S, wherein the aryl, heteroaryl, carbocyclyl, and heterocyclyl are independently substituted with 0 to 5 R5;
R5 is hydrogen, halo, cyano, hydroxyl, amino, C1-6 alkyl, alkylamino, haloalkyl, hydroxyalkyl, hydroxycycloalkyl, aminoalkyl, alkoxyalkyl, haloalkoxyalkyl, alkoxy, haloalkoxy or —C(O)OR6;
and
R6 is hydrogen or C1-6 alkyl.

8 more elements

A compound which is selected from:

(R)-2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(4-methoxypyridin-2-yl)benzamide;
(R)-2-chloro-N-(4-methoxypyridin-2-yl)-4-((1-methyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydropyrazolo[4,3-e][1,4]diazepin-7(1H)-yl)methyl)benzamide;
(R)-2-chloro-4-((8-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-pyrido[3,2-e][1,4]diazepin-4-yl)methyl)-N-(4-methoxypyridin-2-yl)benzamide;
2-chloro-4-((8-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-pyrido[3,2-e][1,4]diazepin-4-yl)methyl)-N-(4-methoxypyridin-2-yl)benzamide;
(R)-2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(pyridin-2-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(5-methoxypyridin-2-yl)benzamide;
2-chloro-4-((7-methyl-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(pyridin-2-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(4-methoxypyridin-2-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-pyrido[2,3-e][1,4]diazepin-4-yl)methyl)-N-(pyridin-2-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-pyrido[2,3-e][1,4]diazepin-4-yl)methyl)-N-(5-methoxypyridin-2-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(4-methylpyridin-2-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(1H-pyrrolo[2,3-c]pyridin-5-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-pyrido[2,3-e][1,4]diazepin-4-yl)methyl)-N-(4-methoxypyridin-2-yl)benzamide;
(R)-2-chloro-N-(4-cyclopropylpyridin-2-yl)-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)benzamide;
(R)-2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(1H-pyrrolo[3,2-c]pyridin-6-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(6-methoxypyrimidin-4-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(imidazo[1,2-a]pyrazin-8-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(imidazo[1,5-a]pyrazin-8-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(4-methoxy-5-(trifluoromethyl)pyridin-2-yl)benzamide;
2-chloro-4-((5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydro-7H-thiazolo[4,5-e][1,4]diazepin-7-yl)methyl)-N-(pyridin-2-yl)benzamide;
2-chloro-4-((5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydro-7H-thiazolo[4,5-e][1,4]diazepin-7-yl)methyl)-N-(5-methoxypyridin-2-yl)benzamide;
2-chloro-4-((5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydro-7H-thiazolo[4,5-e][1,4]diazepin-7-yl)methyl)-N-(4-methoxypyridin-2-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(5-(trifluoromethyl)pyridin-2-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(1H-pyrazolo[3,4-c]pyridin-5-yl)benzamide;
2-chloro-N-(4-cyclopropoxypyridin-2-yl)-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(5-methoxypyridazin-3-yl)benzamide;
4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-3-fluoro-N-(pyridin-2-yl)benzamide;
4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-3-fluoro-N-(5-methoxypyridin-2-yl)benzamide;
2-chloro-N-(4-(difluoromethoxy)pyridin-2-yl)-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(4-(trifluoromethoxy)pyridin-2-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(imidazo[1,2-a]pyrazin-6-yl)benzamide;
4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-3-fluoro-N-(4-methoxypyridin-2-yl)benzamide;
2-chloro-4-((7-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(5-methoxypyridin-2-yl)benzamide;
6-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(pyridin-2-yl)nicotinamide;
5-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(4-methoxypyridin-2-yl)picolinamide;
5-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(5-methoxypyridin-2-yl)picolinamide;
2-chloro-4-((1-methyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydropyrazolo[4,3-e][1,4]diazepin-7(1H)-yl)methyl)-N-(pyridin-2-yl)benzamide;
2-chloro-N-(5-methoxypyridin-2-yl)-4-((1-methyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydropyrazolo[4,3-e][1,4]diazepin-7(1H)-yl)methyl)benzamide;
2-chloro-4-((5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydropyrazolo[4,3-e][1,4]diazepin-7(1H)-yl)methyl)-N-(5-methoxypyridin-2-yl)benzamide;
2-chloro-4-((7-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(pyridin-2-yl)benzamide;
2-chloro-4-((2-methyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydro-7H-thiazolo[4,5-e][1,4]diazepin-7-yl)methyl)-N-(pyridin-2-yl)benzamide;
6-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(4-methoxypyridin-2-yl)nicotinamide;
6-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(5-methoxypyridin-2-yl)nicotinamide;
5-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(pyridin-2-yl)picolinamide;
2-chloro-N-(4-methoxypyridin-2-yl)-4-((1-methyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydropyrazolo[4,3-e][1,4]diazepin-7(1H)-yl)methyl)benzamide;
2-chloro-4-((5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydropyrazolo[4,3-e][1,4]diazepin-7(1H)-yl)methyl)-N-(pyridin-2-yl)benzamide;
2-chloro-4-((2-methyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-2,5,6,8-tetrahydropyrazolo[4,3-e][1,4]diazepin-7(4H)-yl)methyl)-N-(pyridin-2-yl)benzamide;
2-chloro-N-(4-methoxypyridin-2-yl)-4-((2-methyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-2,5,6,8-tetrahydropyrazolo[4,3-e][1,4]diazepin-7(4H)-yl)methyl)benzamide;
2-chloro-N-(5-methoxypyridin-2-yl)-4-((2-methyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-2,5,6,8-tetrahydropyrazolo[4,3-e][1,4]diazepin-7(4H)-yl)methyl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-2,3-dihydro-1H-thieno[3,4-e][1,4]diazepin-4(5H)-yl)methyl)-N-(pyridin-2-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-2,3-dihydro-1H-thieno[3,4-e][1,4]diazepin-4(5H)-yl)methyl)-N-(5-methoxypyridin-2-yl)benzamide;
2-chloro-4-((7-cyclopropyl-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(pyridin-2-yl)benzamide;
2-chloro-4-((7-cyclopropyl-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(4-methoxypyridin-2-yl)benzamide;
4-((7-(tert-butyl)-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-2-chloro-N-(pyridin-2-yl)benzamide;
4-((7-(tert-butyl)-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-2-chloro-N-(4-methoxypyridin-2-yl)benzamide;
4-((7-(tert-butyl)-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-2-chloro-N-(5-methoxypyridin-2-yl)benzamide;
2-chloro-N-(4-methoxypyridin-2-yl)-4-((8-methyl-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-pyrido[2,3-e][1,4]diazepin-4-yl)methyl)benzamide;
2-chloro-N-(4-methoxypyridin-2-yl)-4-((2-methyl-4,7-dioxo-6-(pyridin-2-ylmethyl)-2,6,7,8-tetrahydropyrazolo[3,4-e][1,4]diazepin-5(4H)-yl)methyl)benzamide;
2-chloro-4-((2-cyclopropyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-2,5,6,8-tetrahydropyrazolo[4,3-e][1,4]diazepin-7(4H)-yl)methyl)-N-(4-methoxypyridin-2-yl)benzamide;
2-chloro-4-((2-cyclopropyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-2,5,6,8-tetrahydropyrazolo[4,3-e][1,4]diazepin-7(4H)-yl)methyl)-N-(5-methoxypyridin-2-yl)benzamide;
2-chloro-N-(4-methoxypyridin-2-yl)-4-((2-methyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydro-7H-thiazolo[4,5-e][1,4]diazepin-7-yl)methyl)benzamide;
2-chloro-4-((2-cyclopropyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydro-7H-thiazolo[4,5-e][1,4]diazepin-7-yl)methyl)-N-(pyridin-2-yl)benzamide;
4-((2-(tert-butyl)-5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydro-7H-thiazolo[4,5-e][1,4]diazepin-711)methyl)-2-chloro-N-(pyridin-2-yl)benzamide;
4-((2-(tert-butyl)-5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydro-7H-thiazolo[4,5-e][1,4]diazepin-711)methyl)-2-chloro-N-(4-methoxypyridin-2-yl)benzamide;
2-chloro-4-((2-cyclopropyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydro-7H-thiazolo[4,5-e][1,4]diazepin-7-yl)methyl)-N-(4-methoxypyridin-2-yl)benzamide;
2-chloro-4-((2-cyclopropyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydro-7H-thiazolo[4,5-e][1,4]diazepin-7-yl)methyl)-N-(5-methoxypyridin-2-yl)benzamide;
2-chloro-4-((4,7-dioxo-6-(pyridin-2-ylmethyl)-2,6,7,8-tetrahydropyrazolo[3,4-e][1,4]diazepin-5(4H)-yl)methyl)-N-(pyridin-2-yl)benzamide;
2-chloro-4-((4,7-dioxo-6-(pyridin-2-ylmethyl)-2,6,7,8-tetrahydropyrazolo[3,4-e][1,4]diazepin-5(4H)-yl)methyl)-N-(5-methoxypyridin-2-yl)benzamide;
2-chloro-4-((4,7-dioxo-6-(pyridin-2-ylmethyl)-2,6,7,8-tetrahydropyrazolo[3,4-e][1,4]diazepin-5(4H)-yl)methyl)-N-(4-methoxypyridin-2-yl)benzamide;
2-chloro-4-((7-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(5-(trifluoromethyl)pyridin-2-yl)benzamide;
2-chloro-4-((7-cyclopropyl-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(5-(trifluoromethyl)pyridin-2-yl)benzamide;
2-chloro-4-((1-methyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydroimidazo[4,5-e][1,4]diazepin-7(1H)-yl)methyl)-N-(pyridin-2-yl)benzamide;
2-chloro-4-((7-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(4-methoxypyridin-2-yl)benzamide;
2-chloro-N-(4-methoxypyridin-2-yl)-4-((1-methyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydroimidazo[4,5-e][1,4]diazepin-7(1H)-yl)methyl)benzamide;
2-chloro-4-((2-cyclopropyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydro-7H-thiazolo[4,5-e][1,4]diazepin-7-yl)methyl)-N-(5-(trifluoromethyl)pyridin-2-yl)benzamide;
2-chloro-4-((1-methyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydroimidazo[4,5-e][1,4]diazepin-7(1H)-yl)methyl)-N-(5-(trifluoromethyl)pyridin-2-yl)benzamide;
ethyl 6-(2-chloro-4-((7-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)benzamido)nicotinate;
methyl 6-(2-chloro-4-((7-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)benzamido)nicotinate;
(R)-4-((7-bromo-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-2-chloro-N-(5-(trifluoromethyl)pyridin-2-yl)benzamide;
2-chloro-4-((8-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-pyrido[3,2-e][1,4]diazepin-4-yl)methyl)-N-(pyridin-2-yl)benzamide;
2-chloro-4-((8-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-pyrido[3,2-e][1,4]diazepin-4-yl)methyl)-N-(4-methoxypyridin-2-yl)benzamide;
2-chloro-4-((8-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-pyrido[3,2-e][1,4]diazepin-4-yl)methyl)-N-(5-(trifluoromethyl)pyridin-2-yl)benzamide;
4-((7-bromo-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-2-chloro-N-(pyridin-2-yl)benzamide;
2-chloro-4-((7-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(4-methoxy-5-(trifluoromethyl)pyridin-2-yl)benzamide;
2-chloro-4-((7-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(4-methyl-5-(trifluoromethyl)pyridin-2-yl)benzamide;
2-chloro-4-((7-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(5-methoxypyridazin-3-yl)benzamide;
2-chloro-4-((8-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-pyrido[3,2-e][1,4]diazepin-4-yl)methyl)-N-(5-methoxypyridazin-3-yl)benzamide;
(S)-2-chloro-N-(4-methoxypyridin-2-yl)-4-((1-methyl-5,8-dioxo-6-(pyridin-2-ylmethyl)-4,5,6,8-tetrahydropyrazolo[4,3-e][1,4]diazepin-7(1H)-yl)methyl)benzamide;
(R)-2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-thieno[3,2-e][1,4]diazepin-4-yl)methyl)-N-(5-methoxypyridazin-3-yl)benzamide;
2-chloro-4-((2,5-dioxo-3-(pyridin-2-ylmethyl)-8-(trifluoromethyl)-1,2,3,5-tetrahydro-4H-pyrido[3,2-e][1,4]diazepin-4-yl)methyl)-N-(5-methoxypyridazin-3-yl)benzamide;
(S)-2-chloro-4-((8-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-pyrido[3,2-e][1,4]diazepin-4-yl)methyl)-N-(4-methoxypyridin-2-yl)benzamide;
(R)-2-chloro-4-((8-chloro-2,5-dioxo-3-(pyridin-2-ylmethyl)-1,2,3,5-tetrahydro-4H-pyrido[3,2-e][1,4]diazepin-4-yl)methyl)-N-(5-(trifluoromethyl)pyridin-2-yl)benzamide;
or a stereoisomer, a tautomer, or a pharmaceutically acceptable salt thereof.

92 more elements

Dependencies are inferred from the claim text.

Facts

Application: 17/684,352Filed 1 Mar 2022 · us provisional application
Priority: 2 Mar 2021
Published: US 2022/0380323 A11 Dec 2022
Granted: 5 Mar 2024
Term ends: Not estimatedThe source records don’t support an estimate.

Classification7 codes

A61P 31/04
Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics: antibacterial agents
C07D 243/30
Oxygen atoms: preparation including building-up the benzodiazepine skeleton from compounds already containing hetero rings
C07D 401/14
Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a…:…
Y02A 50/30
In human health protection, e.g. against extreme weather: against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne…

Family

Application63/155,651Us provisional application · filed 2 Mar 2021
US 2022/0380323 A1Pre-grant publication · published 1 Dec 2022
US 11,919,868 B2This patent

From the US filing history. Foreign family members aren’t listed.

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Abstract

Facts

Application

17/684,352Filed 1 Mar 2022 · us provisional application

Priority

2 Mar 2021

Published

US 2022/0380323 A11 Dec 2022

Granted

5 Mar 2024

Term ends

Not estimatedThe source records don’t support an estimate.

Classification7 codes

A61P 31/04
Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics: antibacterial agents
C07D 243/30
Oxygen atoms: preparation including building-up the benzodiazepine skeleton from compounds already containing hetero rings
C07D 401/14
Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a…:…
Y02A 50/30
In human health protection, e.g. against extreme weather: against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne…