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US 12,760,021 B2Granted
Carbonyl substituted diazaspiro compounds and its use
AssigneeServier Pharmaceuticals LLC
InventorsTaishan Hu, Bryan Huang, Quanrong Shen, Honghai Li, Xiaochu Ma
Life of this patent
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Abstract
A compound of formula I, in which the variables are as defined in the specification; pharmaceutical compositions containing them, methods for preparing them, and their use.
Claims32
A compound of formula I:
- or a stereoisomer, a racemate, a tautomer, a hydrate or a solvate, or pharmaceutically acceptable salt thereof, wherein:
- X is halo or CN;
- Y is N or CH;
- Z is selected from the group consisting of CH2, O, S and NH;
- R1 is selected from the group consisting of:
- 1) —(C═O)—NRaRb, wherein:
- Ra and Rb are each independently selected from the group consisting of C1-6alkyl, 3-6 membered cycloalkyl ring and 5-9 membered heterocyclyl ring, which is optionally substituted with 1, 2 or 3 substituents selected from the group consisting of deuterium, halo, OH, CN and C1-6alkoxyl;
- or Ra and Rb, together with the nitrogen atom to which they are attached, form a 5-9 membered heterocyclyl ring, which is optionally substituted with 1, 2 or 3 substituents selected from the group consisting of C1-6alkyl, halo, OH and CN;
- and
- 2) A 5-10 membered heteroaryl ring or C6-10aryl ring, optionally substituted with 1, 2 or 3 substituents selected from the group consisting of halo, CN, C1-6alkyl optionally substituted with 1, 2 or 3 substituents selected from the group consisting of halo, CN and OH, 3-5 membered cycloalkyl ring, oxo and C1-6alkoxyl;
- R2 and R3 are each independently H or D;
- each R4 is independently selected from the group consisting of halo, CN, OH, oxo, C1-6alkylsulfonyl-, C1-6alkylsulfonylamino-, C1-6alkylcarbonylamino-, C6-10aryl ring, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C1-6alkoxyl, 3-9 membered cycloalkyl ring, 5-10 membered heteroaryl ring and 4-9 membered heterocyclyl ring, wherein the alkyl, alkenyl, alkynyl, alkoxyl, cycloalkyl ring, heteroaryl ring or heterocyclyl ring is optionally substituted with 1, 2 or 3 substituents selected from the group consisting of halo, CN and OH;
- wherein two adjacent R4, together with the carbon atoms to which they are attached, optionally form a 3-9 membered cycloalkyl ring, which is optionally substituted with 1, 2 or 3 substituents selected from the group consisting of C1-6alkyl, —C1-6alkyl-OH, C1-6alkoxyl-C1-6alkyl-, halo, CN and OH;
- or, two R4 attached to the same carbon atom together with said carbon atom optionally form a 3-6 membered cycloalkyl ring or 4-6 membered heterocyclyl ring, which is optionally substituted with 1, 2 or 3 substituents selected from the group consisting of C1-6alkyl, —C1-6alkyl-OH, C1-6alkoxyl-C1-6alkyl-, halo, CN and OH;
- or, two adjacent R4, together with the carbon atoms to which they are attached, optionally form a 5-10 membered heteroaryl ring, C6-10aryl ring or 5-9 membered heterocyclyl ring, wherein said heteroaryl ring or aryl ring is optionally substituted with 1, 2 or 3 substituents selected from the group consisting of C1-6alkyl, C1-6haloalkyl, —C1-6alkyl-OH, C1-6alkoxyl-C1-6alkyl-, halo, CN and OH, wherein the alkyl is optionally substituted with one 3-6 membered cycloalkyl ring or phenyl;
- said heterocyclyl ring is optionally substituted with 1, 2 or 3 substituents selected from the group consisting of C1-6alkyl, C1-6haloalkyl, —C1-6alkyl-OH, C1-6alkoxyl-C1-6alkyl-, oxo, halo, CN and OH;
- R5 is selected from the group consisting of H, halo, methyl optionally substituted by 1, 2 or 3 deuterium or halo, methoxyl optionally substituted by 1, 2 or 3 deuterium or halo, NH2, NHCH3 and N(CH2)2;
- a, b, c and d are each independently 1 or 2;
- n is 0, 1 or 2;
- and
- m is 0, 1, 2, 3 or 4;
- provided that R4, if present, is substituted at any chemically permissible position(s) on the heterocyclyl except for the N atom adjacent to the attachment point of the heterocyclyl to the remaining structure of the compound.
19 more elements
Dependencies are inferred from the claim text.