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US 2012/0269831 A1Published application
Substituted pyrido[2,3-d]pyrimidin-7(8h)-ones and therapeutic uses thereof
AssigneeTemple University of the Commonwealth System of Higher Education
InventorsE. Premkumar Reddy, M.V. Ramana Reddy
Life of this patent
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Abstract
Compounds useful as antiproliferative agents according to Formula (I), wherein n, A, R1, R2, and Ar1 are as defined herein, and salts thereof; antibody conjugates, pharmaceutical compositions, methods of treatment, and synthetic methods are provided.
Claims61
A compound of formula I, or a salt thereof:
- wherein:
- A is S(O)m or NRA;
- R1 is selected from the group consisting of hydrogen, (C1-C6)alkyl, (C3-C7)cycloalkyl, (C2-C6)alkenyl, and (C2-C6)alkynyl;
- R2 is selected from the group consisting of (C1-C6)alkyl, (C3-C7)cycloalkyl, unsubstituted —(CH2)r—(C2-C7)heterocycle, substituted —(CH2)r—(C2-C7)heterocycle, unsubstituted (C6-C10)aryl, substituted (C6-C10)aryl, unsubstituted (C2-C9)heterocyclyl, and substituted (C2-C9)heterocyclyl;
- wherein the substituted (C6-C10)aryl, substituted —(CH2)r—(C2-C7)heterocycle, and substituted (C2-C9)heterocyclyl groups are substituted with one or more substituents independently selected from the group consisting of (C1-C6)alkyl, (C2-C6)alkenyl;
- (C2-C6)alkynyl;
- halogen;
- —C≡N;
- —NO2;
- —C(═O)R3;
- —C(═O)OR3;
- —C(═O)NR32;
- —C(═NR3)NR32;
- —OR3;
- —OC(═O)(C1-C6)alkyl;
- —OC(═O)O(C1-C6)alkyl;
- —OC(═O)NR32;
- —NR32;
- —NR3C(═O)R3;
- —NR3C(═O)O(C1-C6)alkyl;
- —NR3C(═O)NR32;
- —NR3SO2R3;
- —SR3;
- —S(O)R3;
- —SO2R3;
- —OSO2(C1-C6)alkyl;
- —SO2NR32;
- (C2-C9)heterocyclyl;
- (C1-C3)perfluoroalkyl;
- —(C2-C6)alkylene-OR3, —O(C2-C6)alkylene-N((C1-C6)alkyl)2, —P(═O)(OR4)2;
- —OP(═O)(OR4)2, 4-methylpiperazin-1-yl, 4-BOC-piperazin-1-yl, and 4-acetylpiperazin-1-yl;
- m is 0, 1, or 2;
- n is 0, 1, or 2;
- r is 1, 2, 3, or 4;
- RA is selected from the group consisting of hydrogen and (C1-C6)alkyl, wherein when RA and R2 are bonded to the same nitrogen atom, RA and R2 may combine to form a heterocycle or substituted heterocycle, wherein the substituted heterocycle is substituted with one or more substituents selected from the group consisting of (C1-C6)alkyl, (C2-C6)alkenyl;
- (C2-C6)alkynyl;
- halogen;
- —CN;
- —NO2;
- —C(═O)R3;
- —C(═O)OR3;
- —C(═O)NR32;
- —C(═NR3)NR32;
- —OR3;
- —OC(═O)(C1-C6)alkyl;
- —OC(═O)O(C1-C6)alkyl;
- —OC(═O)NR32;
- —NR32;
- —NR3C(═O)R3;
- —NR3C(═O)O(C1-C6)alkyl;
- —NR3C(═O)NR32;
- —NR3SO2R3;
- —SR3;
- —S(O)R3;
- —SO2R3;
- —OSO2(C1-C6)alkyl;
- —SO2NR32;
- (C1-C3)perfluoroalkyl;
- —(C2-C6)alkylene-OR3, —O(C2-C6)alkylene-N((C1-C6)alkyl)2, —P(═O)(OR4)2;
- —OP(═O)(OR4)2;
- pyridyl;
- 3-trifluoromethylpyridyl;
- and 4-trifluoromethylpyridyl;
- Ar1 is selected from the group consisting of unsubstituted (C6-C10)aryl, substituted (C6-C10)aryl, unsubstituted (C2-C9)heteroaryl, and substituted (C2-C9)heteroaryl, wherein the substituted (C6-C10)aryl and substituted (C2-C9)heteroaryl groups are substituted with one to five substituents independently selected from the group consisting of (C1-C6)alkyl, (C2-C6)alkenyl;
- (C2-C6)alkynyl;
- halogen;
- —C≡N;
- —NO2;
- —C(═O)R3;
- —C(═O)OR3;
- —C(═O)NR32;
- —C(═NR3)NR32;
- —OR3;
- —OC(═O)(C1-C6)alkyl;
- —OC(═O)O(C1-C6)alkyl;
- —OC(═O)NR32;
- —NR32;
- —NR3C(═O)R3;
- —NR3C(═O)O(C1-C6)alkyl;
- —NR3C(═O)NR32;
- —NR3SO2R3;
- —SR3;
- —S(O)R3;
- —SO2R3;
- —OSO2(C1-C6)alkyl;
- —SO2NR32;
- (C1-C3)perfluoroalkyl;
- —(C2-C6)alkylene-OR3, —O(C2-C6)alkylene-N((C1-C6)alkyl)2, —P(═O)(OR4)2;
- and —OP(═O)(OR4)2;
- each R3 is independently selected from the group consisting of hydrogen and (C1-C6)alkyl;
- and
- each R4 is independently selected from the group consisting of hydrogen and (C1-C6)alkyl.
89 more elements
Dependencies are inferred from the claim text.