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US 12,180,213 B2Granted
Substituted pyrazoles showing serotonin 5-HT receptor activity
AssigneeSumitomo Pharma Co., Ltd.
InventorsHidefumi Yoshinaga, Yohei Ikuma, Junya Ikeda, Satoshi Adachi, Harunobu Mitsunuma, Yoshinori Aihara, Jeremy Besnard, Andrew Simon Bell
Life of this patent
Estimating the term…
Abstract
The present invention relates to a medicament for treating neuropsychiatric diseases, comprising a compound of Formula (1): or a pharmaceutically acceptable salt thereof, as an active ingredient.
Claims31
A compound of Formula (1):
- or a pharmaceutically acceptable salt thereof,
- wherein:
- Ring Q1 is Formula (2):
- wherein:
- wherein:
- Ring Q3 is optionally substituted with 1, 2, or 3 substituents independently selected from the group consisting of halogen, cyano, C1-6 alkyl, NH2, OH, OC1-6 alkyl, and C3-10 cycloalkyl;
- wherein each C1-6 alkyl substituent of Ring Q3 is optionally and independently substituted with 1, 2, or 3 substituents independently selected from the group consisting of halogen and OC1-6 alkyl;
- wherein each NH2 substituent of Ring Q3 is optionally and independently substituted with 1 or 2 independently selected C1-6 alkyl substituents;
- wherein each OC1-6 alkyl substituent of Ring Q3 is optionally and independently substituted with 1, 2, or 3 substituents independently selected from the group consisting of halogen and a saturated 4- to 8-membered heterocyclyl;
- and
- wherein each C3-10 cycloalkyl substituent of Ring Q3 is optionally and independently substituted with 1, 2, or 3 independently selected halogen substituents;
- W is —CRCRD—;
- RC is hydrogen, C1-6 alkyl, OC1-6 alkyl, or C3-10 cycloalkyl, wherein the C1-6 alkyl, OC1-6 alkyl, or C30 cycloalkyl is optionally substituted with 1, 2, or 3 independently selected halogen substituents;
- RD is hydrogen, C1-6 alkyl, OC1-6 alkyl, or C3-10 cycloalkyl, wherein the C1-6 alkyl, OC1-6 alkyl, or C3-10 cycloalkyl is optionally substituted with 1, 2, or 3 independently selected halogen substituents;
- m is 1;
- bond (b) is a single bond or double bond;
- X is CRE or —CRFRG;
- RE is hydrogen, C1-6 alkyl, OC1-6 alkyl, or C3-10 cycloalkyl, wherein the C1-6 alkyl, OC1-6 alkyl, or C3-10 cycloalkyl is optionally substituted with 1, 2, or 3 independently selected halogen substituents;
- RF is hydrogen, C1-6 alkyl, OC1-6 alkyl, or C3-10 cycloalkyl, wherein the C1-6 alkyl, OC1-6 alkyl, or C3-10 cycloalkyl is optionally substituted with 1, 2, or 3 independently selected halogen substituents;
- RG is hydrogen, C1-6 alkyl, OC1-6 alkyl, or C3-10 cycloalkyl, wherein the C1-6 alkyl, OC1-6 alkyl, or C3-10 cycloalkyl is optionally substituted with 1, 2, or 3 independently selected halogen substituents;
- or
- when RF and RG are each C1-6 alkyl, RF and RG, taken together with the carbon atom to which they are attached, form a saturated 3- to 6-membered carbocyclyl;
- Y is CRH or N;
- RH is hydrogen, C1-6 alkyl, OC1-6 alkyl, or C3-10 cycloalkyl, wherein the C1-6 alkyl, OC1-6 alkyl, or C3-10 cycloalkyl is optionally substituted with 1, 2, or 3 independently selected halogen substituents;
- and
- is the point of attachment to V;
- each V is independently —CRARB—;
- each RA is independently hydrogen, C1-6 alkyl, OC1-6 alkyl, or C3-10 cycloalkyl, wherein each C1-6 alkyl, OC1-6 alkyl, and C3-10 cycloalkyl is optionally and independently substituted with 1, 2, or 3 independently selected halogen substituents;
- each RB is independently hydrogen, C1-6 alkyl, OC1-6 alkyl, or C3-10 cycloalkyl, wherein each C1-6 alkyl, OC1-6 alkyl, and C3-10 cycloalkyl is optionally and independently substituted with 1, 2, or 3 independently selected halogen substituents;
- n is 1 or 2;
- bond (a) is a single bond or double bond;
- R1a is hydrogen, halogen, or C1-6 alkyl, wherein the C1-6 alkyl is optionally substituted with 1, 2, or 3 independently selected halogen substituents;
- R1b is hydrogen, halogen, or C1-6 alkyl, wherein the C1-6 alkyl is optionally substituted with 1, 2, or 3 independently selected halogen substituents;
- R1c is hydrogen, halogen, or C1-6 alkyl, wherein the C1-6 alkyl is optionally substituted with 1, 2, or 3 independently selected halogen substituents;
- R1d is hydrogen, halogen, or C1-6 alkyl, wherein the C1-6 alkyl is optionally substituted with 1, 2, or 3 independently selected halogen substituents;
- Z is C, CR, or N;
- RJ is hydrogen, C1-6 alkyl, OC1-6 alkyl, or C3-10 cycloalkyl, wherein the C1-6 alkyl, OC1-6 alkyl, or C3-10 cycloalkyl is optionally substituted with 1, 2, or 3 independently selected halogen substituents;
- t is 1, 2, or 3;
- and
- Ring Q2 is Formula (3a) or Formula (3b):
- wherein:
- R2a is hydrogen;
- R2b is hydrogen;
- R2c is hydrogen;
- R2d is hydrogen;
- and
- is the point of attachment to Z;
- with the provisos that:
- (1) when bond (a) is a double bond, then Z is C;
- (2) when bond (b) is a single bond, then X is —CRFRG—;
- and
- (3) when bond (b) is a double bond, then X is CRES.
49 more elements
Dependencies are inferred from the claim text.