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US 10,590,079 B2Granted
Cyano-substituted indoles as LSD1 inhibitors
AssigneeNovartis AG
InventorsLei Du-Cuny, Feng He, Qitao Xiao, Guoliang Xun, Qiangang Zheng
Life of this patent
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Abstract
A compound of Formula (I), or a pharmaceutically acceptable salt thereof, is provided that has been shown to be useful for the treatment of lysine (K)-specific demethylase 1A (LSD1)-mediated diseases or disorders: wherein R1, R2, R3, R4, R5, and R6 are as defined herein.
Claims16
A compound of Formula (I):
- or a pharmaceutically acceptable salt, stereoisomer or tautomer thereof,
- wherein:
- R1 is selected from the group consisting of:
- (i) C1-C6 alkyl, substituted with one or two Ra;
- (ii) C2-C6 alkenyl, substituted with one or two Ra;
- (iii) —(CH2)n—C3-C6cycloalkyl, substituted with one or two Rd;
- (iv) —(CH2)n-phenyl, optionally substituted with one, two, or three Rb;
- (v) —(CH2)n-6-membered heteroaryl, optionally substituted with one, two, or three Rb, wherein the 6-membered heteroaryl comprises one, two, three, four, or five carbon atoms and one or two heteroatoms selected from N and NRa;
- R2 is selected from the group consisting of H, halogen, and C1-C4 alkyl;
- R3 is selected from the group consisting of:
- R4 is selected from the group consisting of H, halogen, and C1-C4 alkyl;
- R5 is selected from the group consisting of H, halogen, C1-C4 alkyl, C1-C4 haloalkyl, and C3-C6 cycloalkyl;
- R6 is selected from the group consisting of H, halogen, and C1-C4 alkyl;
- R7 is selected from the group consisting of NH2, NH(C1-C4 alkyl), and NHCO(C1-C4 alkyl);
- R8 is selected from the group consisting of H, halogen, C1-C4 alkyl, and C1-C4 haloalkyl;
- Y, at each occurrence, is independently selected from the group consisting of CH and N;
- W is selected from the group consisting of —O— and —NH—;
- Ra, at each occurrence, is independently selected from the group consisting of OH, C1-C4 alkoxy, CO2(C1-C4 alkyl), CONReRf, and NHRe;
- Rb, at each occurrence, is independently selected from the group consisting of:
- (i) halogen;
- (ii) C1-C4 haloalkoxy;
- (iii) OH;
- (iv) CN;
- (v) CO2(C1-C4 alkyl);
- (vi) CONReRf;
- (vii) NHRe;
- (viii) C1-C4 alkyl, optionally substituted with one Rc;
- and
- (ix) C1-C4 alkoxy, optionally substituted with one Rc;
- Rc is selected from the group consisting of OH, C1-C4 alkoxy, CO2(C1-C4 alkyl), CONReRf, and NHRe;
- Rd, at each occurrence, is independently selected from the group consisting of ═O, OH, and NH(C1-C4 alkyl);
- Re, at each occurrence, is independently selected from the group consisting of H, C1-C4 alkyl, and CO(C1-C4 alkyl);
- Rf, at each occurrence, is independently selected from the group consisting of H and C1-C4 alkyl;
- m is selected from the group consisting of 1 and 2;
- n, at each occurrence, is independently selected from the group consisting of 0 and 1;
- and
- q is selected from the group consisting of 1, 2 and 3.
34 more elements
Dependencies are inferred from the claim text.