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US 9,845,324 B2Granted
7-benzyl-4-(2-methylbenzyl)-2,4,6,7,8,9-hexahydroimidazo [1,2-A]pyrido[3,4-E]pyrimidin-5(1H)-one, analogs thereof, and salts thereof and methods for their use in therapy
AssigneeOncoceutics, Inc.
InventorsJoshua E. Allen, Martin Stogniew, Richard S. Pottorf, Bhaskara Rao Nallaganchu, Gary Olson, Yanjun Sun
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Abstract
This disclosure relates to methods of treatment using compound (1) or analogs thereof, and pharmaceutically acceptable salts thereof. Also disclosed are compounds of formula (10): as defined in the specification, and pharmaceutically acceptable salts thereof, as well as pharmaceutical compositions comprising the same. Methods of treatment, such as for cancer, are provided that comprise administering the compounds and their salts to a subject in need of such treatment.
Claims26
A compound having formula (10)
- or a pharmaceutically acceptable salt thereof;
- wherein R1 is selected from the group consisting of H, C1-4alkyl, C1-4alkylphenyl, C1-4alkylphenylketone, C1-4benzyl-piperazine, C1-4alkylthienyl, C1-4alkylpyridinyl, C1-4alkylisoxazolidinyl, C1-4alkylmorpholinyl, C1-4alkylthiazolyl, and C1-4alkylpyrazinyl wherein C1-4alkyl, C1-4alkylphenyl, C1-4alkylphenylketone, C1-4benzyl-piperazine, C1-4alkylthienyl, C1-4alkylpyridinyl, C1-4alkylisoxazolidinyl, C1-4alkylmorpholinyl, C1-4alkylthiazolyl, and C1-4alkylpyrazinyl are optionally substituted with C1-4alkyl, C1-4alkoxyl, hydroxyl, perhalogenated C1-4alkyl, or halogen, and
- wherein R2 is a substituted or an unsubstituted, heterocycloalkylalkyl.
A compound having formula (10)
- or a pharmaceutically acceptable salt thereof;
- wherein R1 is selected from the group consisting of H, C1-4alkyl, C1-4alkylphenyl, C1-4alkylphenylketone, C1-4benzyl-piperazine, C1-4alkylthienyl, C1-4alkylpyridinyl, C1-4alkylisoxazolidinyl, C1-4alkylmorpholinyl, C1-4alkylthiazolyl, and C1-4alkylpyrazinyl wherein C1-4alkyl, C1-4alkylphenyl, C1-4alkylphenylketone, C1-4benzyl-piperazine, C1-4alkylthienyl, C1-4alkylpyridinyl, C1-4alkylisoxazolidinyl, C1-4alkylmorpholinyl, C1-4alkylthiazolyl, and C1-4alkylpyrazinyl are optionally substituted with C1-4alkyl, C1-4alkoxyl, hydroxyl, perhalogenated C1-4alkyl, or halogen;
- and
- wherein R2 is a substituted or an unsubstituted heteroarylalkyl, and wherein the substituted heteroarylalkyl is a pyridylalkyl or isoxazolidinylalkyl group.
1 more element
A compound having formula (40)
- or a pharmaceutically acceptable salt thereof;
- wherein
- wherein R1 is selected from the group consisting of H, C1-4alkyl, C1-4alkylphenyl, C1-4alkylphenylketone, C1-4benzyl-piperazine, C1-4alkylthienyl, C1-4alkylpyridinyl, C1-4alkylisoxazolidinyl, C1-4alkylmorpholinyl, C1-4alkylthiazolyl, and C1-4alkylpyrazinyl wherein C1-4alkyl, C1-4alkylphenyl, C1-4alkylphenylketone, C1-4benzyl-piperazine, C1-4alkylthienyl, C1-4alkylpyridinyl, C1-4alkylisoxazolidinyl, C1-4alkylmorpholinyl, C1-4alkylthiazolyl, and C1-4alkylpyrazinyl are optionally substituted with C1-4alkyl, C1-4alkoxyl, hydroxyl, perhalogenated C1-4alkyl, or halogen;
- and
- wherein Ra1, Ra3, and Ra5 are each hydrogen;
- and
- wherein Ra2 and Ra4 are fluorine.
4 more elements
A compound having formula (50)
- or a pharmaceutically acceptable salt thereof;
- wherein
- R1 is selected from the group consisting of H, C1-4alkyl, C1-4alkylphenyl, C1-4alkylphenylketone, C1-4benzyl-piperazine, C1-4alkylthienyl, C1-4alkylpyridinyl, C1-4alkylisoxazolidinyl, C1-4alkylmorpholinyl, C1-4alkylthiazolyl, and C1-4alkylpyrazinyl wherein C1-4alkyl, C1-4alkylphenyl, C1-4alkylphenylketone, C1-4benzyl-piperazine, C1-4alkylthienyl, C1-4alkylpyridinyl, C1-4alkylisoxazolidinyl, C1-4alkylmorpholinyl, C1-4alkylthiazolyl, and C1-4alkylpyrazinyl are optionally substituted with C1-4alkyl C1-4alkoxyl, hydroxyl, perhalogenated C1-4alkyl, or halogen;
- and
- wherein Ra2, Ra4, Ra5, are each hydrogen, Rb is a fluorine and Ra1 is a methyl.
2 more elements
A compound having formula (50)
- or a pharmaceutically acceptable salt thereof;
- wherein
- R1 is selected from the group consisting of H, C1-4alkyl, C1-4alkylphenyl, C1-4alkylphenylketone, C1-4benzyl-piperazine, C1-4alkylthienyl, C1-4alkylpyridinyl, C1-4alkylisoxazolidinyl, C1-4alkylmorpholinyl, C1-4alkylthiazolyl, and C1-4alkylpyrazinyl wherein C1-4alkyl, C1-4alkylphenyl, C1-4alkylphenylketone, C1-4benzyl-piperazine, C1-4alkylthienyl, C1-4alkylpyridinyl, C1-4alkylisoxazolidinyl, C1-4alkylmorpholinyl, C1-4alkylthiazolyl, and C1-4alkylpyrazinyl are optionally substituted with C1-4alkyl, C1-4alkoxyl, hydroxyl, perhalogenated C1-4alkyl, or halogen;
- and
- wherein Ra1, Ra4, Ra5, are each hydrogen, and wherein Rb and Ra2 are each selected from fluorine or chlorine.
2 more elements
A compound having formula (60)
- or a pharmaceutically acceptable salt thereof;
- wherein R1 is selected from the group consisting of H, C1-4alkyl, C1-4alkylphenyl, C1-4alkylphenylketone, C1-4benzyl-piperazine, C1-4alkylthienyl, C1-4alkylpyridinyl, C1-4alkylisoxazolidinyl, C1-4alkylmorpholinyl, C1-4alkylthiazolyl, and C1-4alkylpyrazinyl wherein C1-4alkyl, C1-4alkylphenyl, C1-4alkylphenylketone, C1-4benzyl-piperazine, C1-4alkylthienyl, C1-4alkylpyridinyl, C1-4alkylisoxazolidinyl, C1-4alkylmorpholinyl, C1-4alkylthiazolyl, and C1-4alkylpyrazinyl are optionally substituted with C1-4alkyl, C1-4alkoxyl, hydroxyl, perhalogenated C1-4alkyl, or halogen.
A compound having formula (50)
- or a pharmaceutically acceptable salt thereof;
- wherein
- R1 is selected from the group consisting of H, C1-4alkyl, C1-4alkylphenyl, C1-4alkylphenylketone, C1-4benzyl-piperazine, C1-4alkylthienyl, C1-4alkylpyridinyl, C1-4alkylisoxazolidinyl, C1-4alkylmorpholinyl, C1-4alkylthiazolyl, and C1-4alkylpyrazinyl wherein C1-4alkyl, C1-4alkylphenyl, C1-4alkylphenylketone, C1-4benzyl-piperazine, C1-4alkylthienyl, C1-4alkylpyridinyl, C1-4alkylisoxazolidinyl, C1-4alkylmorpholinyl, C1-4alkylthiazolyl, and C1-4alkylpyrazinyl are optionally substituted with C1-4alkyl, C1-4alkoxyl, hydroxyl, perhalogenated C1-4alkyl, or halogen;
- and
- wherein Ra1, Ra4, Ra5, are each hydrogen, Rb is Cl, and Ra1 is Cl.
2 more elements
Dependencies are inferred from the claim text.