CA2934953C - Substituted pyrido[3,2-b]indoyl compounds and pharmaceutical compositions thereof as anticancer agents - Google Patents
Substituted pyrido[3,2-b]indoyl compounds and pharmaceutical compositions thereof as anticancer agents Download PDFInfo
- Publication number
- CA2934953C CA2934953C CA2934953A CA2934953A CA2934953C CA 2934953 C CA2934953 C CA 2934953C CA 2934953 A CA2934953 A CA 2934953A CA 2934953 A CA2934953 A CA 2934953A CA 2934953 C CA2934953 C CA 2934953C
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- Prior art keywords
- optionally substituted
- methyl
- alkyl
- pyrido
- oxan
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 238
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 24
- 239000002246 antineoplastic agent Substances 0.000 title abstract description 3
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 156
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 106
- 239000001257 hydrogen Substances 0.000 claims description 106
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- 125000001072 heteroaryl group Chemical group 0.000 claims description 79
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 78
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 77
- 125000000623 heterocyclic group Chemical group 0.000 claims description 77
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- 150000003839 salts Chemical class 0.000 claims description 57
- 229910052736 halogen Inorganic materials 0.000 claims description 54
- 150000002367 halogens Chemical group 0.000 claims description 54
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 45
- 238000011282 treatment Methods 0.000 claims description 43
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- 125000004093 cyano group Chemical group *C#N 0.000 claims description 39
- 229910052757 nitrogen Inorganic materials 0.000 claims description 37
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- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 27
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- HNQIVZYLYMDVSB-UHFFFAOYSA-N methanesulfonimidic acid Chemical compound CS(N)(=O)=O HNQIVZYLYMDVSB-UHFFFAOYSA-N 0.000 claims 1
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- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
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- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/50—Pyridazines; Hydrogenated pyridazines
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
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- A61P35/00—Antineoplastic agents
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2300/00—Mixtures or combinations of active ingredients, wherein at least one active ingredient is fully defined in groups A61K31/00 - A61K41/00
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| PCT/US2014/072031 WO2015100282A1 (en) | 2013-12-24 | 2014-12-23 | Tricyclic compounds as anticancer agents |
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| WO2016183115A1 (en) * | 2015-05-12 | 2016-11-17 | Bristol-Myers Squibb Company | 5h-pyrido[3,2-b]indole compounds as anticancer agents |
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