CA2745085C - Tricyclic azaindoles - Google Patents
Tricyclic azaindoles Download PDFInfo
- Publication number
- CA2745085C CA2745085C CA2745085A CA2745085A CA2745085C CA 2745085 C CA2745085 C CA 2745085C CA 2745085 A CA2745085 A CA 2745085A CA 2745085 A CA2745085 A CA 2745085A CA 2745085 C CA2745085 C CA 2745085C
- Authority
- CA
- Canada
- Prior art keywords
- tetrahydro
- dipyrido
- chloro
- pyrrol
- phenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
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- 125000005334 azaindolyl group Chemical group N1N=C(C2=CC=CC=C12)* 0.000 title 1
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- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 43
- 201000010099 disease Diseases 0.000 claims abstract description 37
- 238000011282 treatment Methods 0.000 claims abstract description 37
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 29
- 102000001253 Protein Kinase Human genes 0.000 claims abstract description 18
- 108060006633 protein kinase Proteins 0.000 claims abstract description 18
- 230000005764 inhibitory process Effects 0.000 claims abstract description 13
- 230000019491 signal transduction Effects 0.000 claims abstract description 6
- -1 pyrrol-4-yl Chemical group 0.000 claims description 121
- 150000003839 salts Chemical class 0.000 claims description 120
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 54
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims description 53
- 239000000203 mixture Substances 0.000 claims description 53
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- 125000001072 heteroaryl group Chemical group 0.000 claims description 27
- 239000004480 active ingredient Substances 0.000 claims description 26
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- 125000004404 heteroalkyl group Chemical group 0.000 claims description 15
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- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Substances N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims description 12
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- 241000124008 Mammalia Species 0.000 claims description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 7
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 6
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- VMPITZXILSNTON-UHFFFAOYSA-N o-anisidine Chemical compound COC1=CC=CC=C1N VMPITZXILSNTON-UHFFFAOYSA-N 0.000 claims description 5
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- 125000005605 benzo group Chemical group 0.000 claims description 3
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Classifications
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- 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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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
Landscapes
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| JP2010500961A (ja) * | 2006-08-02 | 2010-01-14 | 武田薬品工業株式会社 | α−カルボリン誘導体およびその製造方法 |
| CN101687864A (zh) * | 2007-06-26 | 2010-03-31 | 阿斯利康(瑞典)有限公司 | 作为组织蛋白酶k抑制剂的1-氰基环丙基-衍生物 |
| RU2007139634A (ru) * | 2007-10-25 | 2009-04-27 | Сергей Олегович Бачурин (RU) | Новые тиазол-, триазол- или оксадиазол-содержащие тетрациклические соединения |
-
2009
- 2009-12-03 US US13/140,357 patent/US8853391B2/en not_active Expired - Fee Related
- 2009-12-03 AU AU2009336040A patent/AU2009336040B2/en not_active Ceased
- 2009-12-03 ES ES09793373.3T patent/ES2603208T3/es active Active
- 2009-12-03 JP JP2011542220A patent/JP2012512871A/ja active Pending
- 2009-12-03 CA CA2745085A patent/CA2745085C/en not_active Expired - Fee Related
- 2009-12-03 EP EP09793373.3A patent/EP2367822B1/en not_active Not-in-force
- 2009-12-03 WO PCT/US2009/066534 patent/WO2010080253A1/en not_active Ceased
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2011
- 2011-06-16 IL IL213589A patent/IL213589A/en active IP Right Grant
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2015
- 2015-06-17 JP JP2015122169A patent/JP6109880B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| AU2009336040B2 (en) | 2015-07-16 |
| WO2010080253A1 (en) | 2010-07-15 |
| US20120022060A1 (en) | 2012-01-26 |
| EP2367822B1 (en) | 2016-10-05 |
| US8853391B2 (en) | 2014-10-07 |
| JP2015187155A (ja) | 2015-10-29 |
| JP6109880B2 (ja) | 2017-04-05 |
| JP2012512871A (ja) | 2012-06-07 |
| IL213589A (en) | 2016-02-29 |
| AU2009336040A1 (en) | 2011-06-30 |
| CA2745085A1 (en) | 2010-07-15 |
| EP2367822A1 (en) | 2011-09-28 |
| IL213589A0 (en) | 2011-07-31 |
| ES2603208T3 (es) | 2017-02-24 |
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