CA2772797C - Substituted imidazole derivatives - Google Patents
Substituted imidazole derivatives Download PDFInfo
- Publication number
- CA2772797C CA2772797C CA2772797A CA2772797A CA2772797C CA 2772797 C CA2772797 C CA 2772797C CA 2772797 A CA2772797 A CA 2772797A CA 2772797 A CA2772797 A CA 2772797A CA 2772797 C CA2772797 C CA 2772797C
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- CA
- Canada
- Prior art keywords
- compound
- pharmaceutically acceptable
- phenoxy
- acceptable salt
- chloro
- 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.)
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- -1 (S)-1-(4-{2-butyl-1- [4-(4-chloro-phenoxy)-phenyl]-1H-imidazol-4-yl}-phenoxy)-dimethylamino-propan-2-ol Chemical compound 0.000 claims description 22
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- 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 3
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Classifications
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- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4164—1,3-Diazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C07D233/60—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to ring nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/70—One oxygen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
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|---|---|---|---|
| US24720609P | 2009-09-30 | 2009-09-30 | |
| US61/247,206 | 2009-09-30 | ||
| PCT/US2010/049934 WO2011041198A1 (en) | 2009-09-30 | 2010-09-23 | Substituted imidazole derivatives for treatment of alzheimers disease |
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| CA2772797A1 CA2772797A1 (en) | 2011-04-07 |
| CA2772797C true CA2772797C (en) | 2018-09-25 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2772797A Active CA2772797C (en) | 2009-09-30 | 2010-09-23 | Substituted imidazole derivatives |
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| EP (1) | EP2470510B1 (enExample) |
| JP (1) | JP5805646B2 (enExample) |
| CA (1) | CA2772797C (enExample) |
| ES (1) | ES2467923T3 (enExample) |
| TW (1) | TWI517850B (enExample) |
| WO (1) | WO2011041198A1 (enExample) |
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| EP2470510B1 (en) | 2009-09-30 | 2014-05-14 | TransTech Pharma, LLC | Substituted imidazole derivatives for treatment of alzheimers disease. |
| EP2650013A1 (en) * | 2012-04-10 | 2013-10-16 | Deutsches Krebsforschungszentrum | Inhibitors of Receptor for Advanced Glycation-End products (RAGE) for use in treating and/or preventing inflammation- and/or damage-induced cancer |
| US9717710B2 (en) | 2012-10-05 | 2017-08-01 | Vtv Therapeutics Llc | Treatment of mild and moderate Alzheimer's disease |
| EP3822291A1 (en) | 2015-06-10 | 2021-05-19 | The Broad Institute Inc. | Antibodies, compounds and screens for identifying and treating cachexia or pre-cachexia |
| WO2017151376A1 (en) * | 2016-03-01 | 2017-09-08 | Vtv Therapeutics Llc | Piperidine derivative and methods of use thereof |
| WO2018058296A1 (zh) * | 2016-09-27 | 2018-04-05 | 杭州领业医药科技有限公司 | Ttp488加成盐及其晶型、制备方法及药物组合物 |
| WO2019190823A1 (en) * | 2018-03-28 | 2019-10-03 | Vtv Therapeutics Llc | Pharmaceutically acceptable salts of [3-(4- {2-butyl-1-[4-(4-chlorophenoxy)-phenyl]-1h-imidazol-4-yl} -phenoxy)-propyl]-diethyl-amine |
| WO2019190822A1 (en) | 2018-03-28 | 2019-10-03 | Vtv Therapeutics Llc | Crystalline forms of [3-(4- {2-butyl-1-[4-(4-chloro-phenoxy)-phenyl]-1h-imidazol-4-yl} -phenoxy)-propyl]-diethyl-amine |
| EP3864008A1 (en) | 2018-10-10 | 2021-08-18 | vTv Therapeutics LLC | Metabolites of [3-(4-{2-butyl-l-[4-(4-chloro-phenoxy)-phenyl]-lh-imidazol-4-yl } -phen ox y)-prop yl] -diethyl-amine |
| US11648235B1 (en) | 2022-12-30 | 2023-05-16 | Cantex Pharmaceuticals, Inc. | Treatment of glioblastoma |
Family Cites Families (131)
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| US3255202A (en) | 1963-08-23 | 1966-06-07 | Union Carbide Corp | Process for the preparation of 2-(acylamidoalkyl)benzimidazoles |
| FR1476560A (fr) | 1965-08-05 | 1967-04-14 | Chimetron Sarl | Thiazolylalcoyl-2 benzimidazoles et thiadiazolylalcoyl-2 benzimidazoles alpha-halogénés ou alpha-aminés |
| NL7017486A (enExample) | 1969-12-15 | 1971-06-17 | ||
| US3708598A (en) | 1970-07-10 | 1973-01-02 | Sandoz Ag | Substituted 2,4-(omega-aminoalkoxy)phenyl imidazoles as cholesterol reducing agents |
| US4024271A (en) | 1971-03-09 | 1977-05-17 | Smith Kline & French Laboratories Limited | Pharmacologically active guanidine compounds |
| FR2257269B1 (enExample) | 1973-10-03 | 1978-12-29 | Delalande Sa | |
| US4166452A (en) | 1976-05-03 | 1979-09-04 | Generales Constantine D J Jr | Apparatus for testing human responses to stimuli |
| IL55573A0 (en) | 1977-10-03 | 1978-12-17 | Erba Carlo Spa | Substituted n-(ss-alkoxy-ethyl)-n-(4-phenoxybenzyl)-dichloroacetamides and process for their preparation |
| US4356108A (en) | 1979-12-20 | 1982-10-26 | The Mead Corporation | Encapsulation process |
| US4265874A (en) | 1980-04-25 | 1981-05-05 | Alza Corporation | Method of delivering drug with aid of effervescent activity generated in environment of use |
| JPS6080656A (ja) | 1983-10-08 | 1985-05-08 | 大倉工業株式会社 | 塗壁施工法 |
| US5358960A (en) | 1984-03-19 | 1994-10-25 | The Rockefeller University | Method for inhibiting advanced glycosylation of proteins using aminosubstituted imidazoles |
| US5585344A (en) | 1984-03-19 | 1996-12-17 | The Rockefeller University | Liver-derived receptors for advanced glycosylation endproducts and uses thereof |
| US5202424A (en) | 1984-03-19 | 1993-04-13 | The Rockefeller University | Mesangial cell-derived receptors for advanced glycosylation endproducts and uses thereof |
| US4873313A (en) | 1985-01-18 | 1989-10-10 | Beckman Research Institute Of City Of Hope | Specific hybridoma cell line and monocolonal antibodies produced from such specific hybridoma cell line and method of using such monoclonal antibodies to detect carcinoembryonic antigens |
| US4963539A (en) | 1987-09-10 | 1990-10-16 | E. R. Squibb & Sons, Inc. | Phosphonate and phosphonamide endopeptidase inhibitors |
| DE3815234A1 (de) | 1988-05-05 | 1989-11-16 | Sueddeutsche Kalkstickstoff | Beschleuniger fuer cyanamid enthaltende epoxidhaerter |
| EP0352581A3 (de) | 1988-07-28 | 1990-07-04 | F. Hoffmann-La Roche Ag | Aethylendiaminmonoamid-Derivate |
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-
2010
- 2010-09-23 EP EP10757925.2A patent/EP2470510B1/en active Active
- 2010-09-23 US US12/888,660 patent/US8580833B2/en active Active
- 2010-09-23 JP JP2012532199A patent/JP5805646B2/ja active Active
- 2010-09-23 WO PCT/US2010/049934 patent/WO2011041198A1/en not_active Ceased
- 2010-09-23 ES ES10757925.2T patent/ES2467923T3/es active Active
- 2010-09-23 CA CA2772797A patent/CA2772797C/en active Active
- 2010-09-23 TW TW099132288A patent/TWI517850B/zh not_active IP Right Cessation
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2013
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2017
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| US20110105578A1 (en) | 2011-05-05 |
| US9598375B2 (en) | 2017-03-21 |
| WO2011041198A1 (en) | 2011-04-07 |
| EP2470510B1 (en) | 2014-05-14 |
| EP2470510A1 (en) | 2012-07-04 |
| US20140039025A1 (en) | 2014-02-06 |
| US10363241B2 (en) | 2019-07-30 |
| ES2467923T3 (es) | 2014-06-13 |
| US20190076402A1 (en) | 2019-03-14 |
| TWI517850B (zh) | 2016-01-21 |
| CA2772797A1 (en) | 2011-04-07 |
| JP2013506674A (ja) | 2013-02-28 |
| US20170157093A1 (en) | 2017-06-08 |
| TW201119653A (en) | 2011-06-16 |
| US8580833B2 (en) | 2013-11-12 |
| JP5805646B2 (ja) | 2015-11-04 |
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