CA2767476A1 - Indazolyl-substituted dihydroisoxazolopyridines and methods of use thereof - Google Patents
Indazolyl-substituted dihydroisoxazolopyridines and methods of use thereof Download PDFInfo
- Publication number
- CA2767476A1 CA2767476A1 CA2767476A CA2767476A CA2767476A1 CA 2767476 A1 CA2767476 A1 CA 2767476A1 CA 2767476 A CA2767476 A CA 2767476A CA 2767476 A CA2767476 A CA 2767476A CA 2767476 A1 CA2767476 A1 CA 2767476A1
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- CA
- Canada
- Prior art keywords
- alkyl
- alkylamino
- group
- fluoro
- amino
- 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.)
- Abandoned
Links
- 238000000034 method Methods 0.000 title claims abstract description 65
- -1 Indazolyl-substituted dihydroisoxazolopyridines Chemical class 0.000 title claims description 97
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- 125000001153 fluoro group Chemical group F* 0.000 claims description 71
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 52
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 50
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 43
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 41
- 125000001424 substituent group Chemical group 0.000 claims description 41
- 239000001257 hydrogen Substances 0.000 claims description 40
- 229910052739 hydrogen Inorganic materials 0.000 claims description 40
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 35
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 33
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 33
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims description 27
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 23
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- XFCLJVABOIYOMF-QPLCGJKRSA-N toremifene Chemical compound C1=CC(OCCN(C)C)=CC=C1C(\C=1C=CC=CC=1)=C(\CCCl)C1=CC=CC=C1 XFCLJVABOIYOMF-QPLCGJKRSA-N 0.000 description 1
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- 229960001099 trimetrexate Drugs 0.000 description 1
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- JXLYSJRDGCGARV-XQKSVPLYSA-N vincaleukoblastine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 JXLYSJRDGCGARV-XQKSVPLYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P41/00—Drugs used in surgical methods, e.g. surgery adjuvants for preventing adhesion or for vitreum substitution
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Surgery (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09008996.2 | 2009-07-10 | ||
| EP09008996 | 2009-07-10 | ||
| PCT/EP2010/004147 WO2011003604A1 (en) | 2009-07-10 | 2010-07-07 | Indazolyl-substituted dihydroisoxa-zolopyridines and methods of use thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2767476A1 true CA2767476A1 (en) | 2011-01-13 |
Family
ID=42584913
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2767476A Abandoned CA2767476A1 (en) | 2009-07-10 | 2010-07-07 | Indazolyl-substituted dihydroisoxazolopyridines and methods of use thereof |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US9073939B2 (enExample) |
| EP (1) | EP2451817B1 (enExample) |
| JP (1) | JP5674211B2 (enExample) |
| CN (1) | CN102639537B (enExample) |
| CA (1) | CA2767476A1 (enExample) |
| ES (1) | ES2433228T3 (enExample) |
| WO (1) | WO2011003604A1 (enExample) |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US3635977A (en) | 1969-11-03 | 1972-01-18 | American Cyanamid Co | Certain 6-trifluoromethylcytosines and thiocytosines their synthesis and their use in the synthesis of uracisls and thiouracil |
| JP2634640B2 (ja) | 1988-07-29 | 1997-07-30 | 三共株式会社 | 縮環ジヒドロピリジン誘導体 |
| US5274167A (en) | 1989-01-26 | 1993-12-28 | Bayer Aktiengesellschaft | Polymeriable optically active (meth) acrylic acid derivatives |
| DK0379917T3 (da) | 1989-01-26 | 1995-12-11 | Bayer Ag | Optisk aktive (meth)acrylsyre-drivater, deres fremstilling, deres polymerisation til optisk aktive polymere og disses anvendelse |
| DE19546136A1 (de) | 1995-12-11 | 1997-06-12 | Bayer Ag | Chirale stationäre Phasen für die chromatographische Trennung von optischen Isomeren |
| CA2402179A1 (en) | 2000-03-03 | 2001-09-13 | Abbott Laboratories | Tricyclic dihydropyrazolone and tricyclic dihydroisoxazolone potassium channel openers |
| CN1656079A (zh) | 2002-05-31 | 2005-08-17 | 卫材株式会社 | 吡唑化合物和含有该化合物的药物组合物 |
| GB0220962D0 (en) * | 2002-09-10 | 2002-10-23 | Bayer Ag | Heterocyclic derivatives |
| KR100976076B1 (ko) * | 2003-05-22 | 2010-08-17 | 아보트 러보러터리즈 | 인다졸, 벤즈이속사졸 및 벤즈이소티아졸 키나제 억제제 |
| TW200524601A (en) | 2003-12-05 | 2005-08-01 | Bristol Myers Squibb Co | Heterocyclic anti-migraine agents |
| ES2394177T3 (es) * | 2004-02-26 | 2013-01-23 | Bayer Intellectual Property Gmbh | 1,4-diaril-dihidropirimidin-2-onas y su uso como inhibidores de elastasa de neutrófilos humanos |
| JP2007526324A (ja) | 2004-03-02 | 2007-09-13 | スミスクライン・ビーチャム・コーポレイション | Ａｋｔ活性のある阻害剤 |
| EP1722792A1 (de) | 2004-03-03 | 2006-11-22 | Boehringer Ingelheim International GmbH | Ausgewählte cgrp-antagonisten, verfahren zu deren herstellung sowie deren verwendung als arzneimittel |
| US20090298872A1 (en) | 2004-12-13 | 2009-12-03 | Irm Llc | Compounds and compositions as modulators of steroidal receptors and calcium channel activities |
| EP1858325A4 (en) | 2005-01-07 | 2010-06-30 | Roskamp Res Llc | COMPOUNDS FOR INHIBITING BETA-AMYLOID PRODUCTION AND METHODS FOR IDENTIFYING THESE COMPOUNDS |
| EP1948652B1 (en) * | 2005-11-01 | 2011-08-24 | Array Biopharma, Inc. | Glucokinase activators |
| MX2008013430A (es) * | 2006-04-19 | 2009-01-26 | Novartis Vaccines & Diagnostic | Compuestos de indazol y metodos para la inhibición de cdc7. |
| CA2672167C (en) * | 2006-12-14 | 2016-01-26 | Bayer Schering Pharma Aktiengesellschaft | Dihydropyridine derivatives useful as protein kinase inhibitors |
| WO2009006580A1 (en) | 2007-07-05 | 2009-01-08 | Cv Therapeutics, Inc. | Optionally condensed dihydropyridine, dihydropyrimidine and dihydropyrane derivatives acting as late sodium channel blockers |
| WO2009149837A1 (en) * | 2008-06-09 | 2009-12-17 | Bayer Schering Pharma Aktiengesellschaft | Substituted 4- (indazolyl) -1,4-dihydropyridines and methods of use thereof |
| US8642595B2 (en) * | 2008-06-09 | 2014-02-04 | Bayer Intellectual Property Gmbh | Annellated 4-(indazolyl)-1,4-dihydropyridine derivatives and methods of use thereof |
| EP2493873B1 (en) | 2009-10-06 | 2014-04-09 | Bayer Intellectual Property GmbH | Fluorinated 2,6-dialkyl-3,5-dicyano-4-(1h-indazol-5-yl)-1,4-dihydropyridines and methods of use thereof |
-
2010
- 2010-07-07 EP EP10730728.2A patent/EP2451817B1/en not_active Not-in-force
- 2010-07-07 JP JP2012518822A patent/JP5674211B2/ja not_active Expired - Fee Related
- 2010-07-07 WO PCT/EP2010/004147 patent/WO2011003604A1/en not_active Ceased
- 2010-07-07 ES ES10730728T patent/ES2433228T3/es active Active
- 2010-07-07 US US13/383,223 patent/US9073939B2/en not_active Expired - Fee Related
- 2010-07-07 CA CA2767476A patent/CA2767476A1/en not_active Abandoned
- 2010-07-07 CN CN201080039898.3A patent/CN102639537B/zh not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JP2012532170A (ja) | 2012-12-13 |
| WO2011003604A1 (en) | 2011-01-13 |
| US20120190709A1 (en) | 2012-07-26 |
| JP5674211B2 (ja) | 2015-02-25 |
| ES2433228T3 (es) | 2013-12-10 |
| CN102639537A (zh) | 2012-08-15 |
| CN102639537B (zh) | 2015-07-22 |
| US9073939B2 (en) | 2015-07-07 |
| EP2451817A1 (en) | 2012-05-16 |
| EP2451817B1 (en) | 2013-09-04 |
| HK1174620A1 (zh) | 2013-06-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20150610 |
|
| FZDE | Dead |
Effective date: 20190215 |