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US 9,932,340 B2Granted
Substituted indoles
AssigneeAbbVie Inc.
InventorsYujia Dai, William McClellan, Mike Michaelides, Ramzi Sweis, Noel Wilson, Justin Dietrich
Life of this patent
Estimating the term…
Abstract
The invention provides for compounds of formula (I) wherein R1, R2, R3, R4, R5, and R6 have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of diseases and conditions mediated and modulated by SUV420H1. Also provided are pharmaceutical compositions comprised of one or more compounds of formula (I).
Claims27
A compound having formula (I) or a pharmaceutically acceptable salt thereof
- wherein
- R1 is hydrogen, —C(O)(C1-C6 alkyl), —(C1-C6 alkylenyl)-OH, —C(H)(benzyl)-NH2, —C(H)(phenyl)-NH2, —(C1-C6 alkylenyl)-NR1AR1B, or —(C1-C6 alkylenyl)-N(Rj)C(O)R1C;
- R1A and R1B are each independently hydrogen, C1-C6 haloalkyl, C1-C6 alkyl, C2-C4 alkenyl, —(CH2)m-G1A, —(C1-C6 alkylenyl)-L1A-X, or —(CH2)n-G1A-L1B-G;
- or
- R1A and R1B together with the nitrogen atom to which they are attached, form a C5-C6 heterocycloalkyl which is optionally substituted with 1, 2, or 3 substituents independently selected from the group consisting of C1-C6 haloalkyl, C1-C6 alkyl, and oxo;
- R1C is C1-C6 haloalkyl, C1-C6 alkyl, C2-C4 alkenyl, —(CH2)m-G1A, —(C1-C6 alkylenyl)-L1A-X, or —(CH2)n-G1A-L1B-G;
- G1A and G, at each occurrence, are each independently phenyl, cycloalkyl, cycloalkenyl, heteroaryl, or heterocycle;
- wherein each G1A and G are optionally substituted with 1, 2, or 3 independently selected Ru;
- L1A, at each occurrence, is independently O, N(H), or C(O)O;
- X, at each occurrence, is independently H, C1-C6 alkyl, or C1-C6 haloalkyl;
- L1B, at each occurrence, is independently a bond, —C1-C3 alkylenyl, O, —O—C1-C3 alkylenyl-, C(O), or —N(H)C(O)—;
- m is 0, 1, or 2;
- n is 0, 1, or 2;
- R2 is hydrogen, halogen, C1-C6 alkyl, C2-C4 alkenyl, or G2A;
- wherein G2A is C3-C6 cycloalkyl, C5-C6 cycloalkenyl, phenyl, or C5-C6 heteroaryl;
- and each G2A is optionally substituted with 1, 2, or 3 independently selected Ru groups;
- R3 is hydrogen, halogen, C1-C6 alkyl, C2-C4 alkenyl, G3A, -G3A-GA, or -G3A-L3-Y;
- G3A, at each occurrence, is independently C5-C6 cycloalkenyl, C3-C6 cycloalkyl, phenyl, C5-C6 heteroaryl, heterocycle;
- wherein each G3A is optionally substituted with 1, 2, or 3 independently selected Ru groups;
- GA is C3-C6 cycloalkyl or C5-C6 heterocycloalkyl;
- each of which is optionally substituted with 1, 2, or 3 independently selected Ru groups;
- L3 is C1-C3 alkylenyl, C(O), or —C(O)N(H)—;
- Y is —(C1-C6 alkylenyl)-N(Rj)2, C3-C6 cycloalkyl, or C5-C6 heterocycloalkyl, wherein the C3-C6 cycloalkyl and the C5-C6 heterocycloalkyl are each optionally substituted with 1, 2, or 3 substituents independently selected from the group consisting of C1-C3 alkyl, halogen, and C1-C3 haloalkyl;
- R4 is hydrogen, halogen, or —(C1-C6 alkylenyl)-C(O)NR4AR4B;
- wherein R4A and R4B are each independently hydrogen or C1-C6 alkyl;
- R5 is hydrogen, halogen, C2-C4 alkenyl, C1-C6 alkyl, or phenyl wherein the phenyl is optionally substituted with 1, 2, or 3 independently selected Ru groups;
- R6 is hydrogen, halogen, C1-C3 alkyl, or cyclopropyl;
- wherein the cyclopropyl is optionally substituted with 1, 2, or 3 substituents independently selected from the group consisting of halogen, C1-C3 alkyl, and C1-C3 haloalkyl;
- Ru, at each occurrence, is independently C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, halogen, C1-C6 haloalkyl, —CN, oxo, NO2, —ORj, —OC(O)Rk, —OC(O)N(Rj)2, —SRj, —S(O)2Rj, —S(O)2N(Rj)2, —C(O)Rj, —C(O)ORj, —C(O)N(Rj)2, —N(Rj)2, —N(Rj)C(O)Rk, —N(Rj)S(O)2Rk, —N(Rj)C(O)O(Rk), —N(Rj)C(O)N(Rj)2, —(C1-C6 alkylenyl)-ORj, —(C1-C6 alkylenyl)-OC(O)Rk, —(C1-C6 alkylenyl)-OC(O)N(W)2, —(C1-C6 alkylenyl)-SRj, —(C1-C6 alkylenyl)-S(O)2Rj, —(C1-C6 alkylenyl)-S(O)2N(Rj)2, —(C1-C6 alkylenyl)-C(O)Rj, —(C1-C6 alkylenyl)-C(O)ORj, —(C1-C6 alkylenyl)-C(O)N(Rj)2, —(C1-C6 alkylenyl)-N(Rj)2, —(C1-C6 alkylenyl)-N(Rj)C(O)Rk, —(C1-C6 alkylenyl)-N(Rj)S(O)2Rk, —(C1-C6 alkylenyl)-N(Rj)C(O)O(Rk), —(C1-C6 alkylenyl)-N(Rj)C(O)N(Rj)2, or —(C1-C6 alkylenyl)-CN;
- Rj, at each occurrence, is independently hydrogen, C1-C6 alkyl, or C1-C6 haloalkyl;
- and
- Rk, at each occurrence, is independently C1-C6 alkyl or C1-C6 haloalkyl.
29 more elements
Dependencies are inferred from the claim text.