CA2460345A1 - 2-aroylimidazole compounds for treating cancer - Google Patents
2-aroylimidazole compounds for treating cancer Download PDFInfo
- Publication number
- CA2460345A1 CA2460345A1 CA002460345A CA2460345A CA2460345A1 CA 2460345 A1 CA2460345 A1 CA 2460345A1 CA 002460345 A CA002460345 A CA 002460345A CA 2460345 A CA2460345 A CA 2460345A CA 2460345 A1 CA2460345 A1 CA 2460345A1
- Authority
- CA
- Canada
- Prior art keywords
- substituted
- alkyl
- group
- unsubstituted
- compound
- 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
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 124
- 206010028980 Neoplasm Diseases 0.000 title claims abstract description 60
- 201000011510 cancer Diseases 0.000 title claims abstract description 37
- 125000003118 aryl group Chemical group 0.000 claims abstract description 40
- 229940079593 drug Drugs 0.000 claims abstract description 27
- 239000003814 drug Substances 0.000 claims abstract description 27
- -1 2-imidazolyl group Chemical group 0.000 claims abstract description 24
- 125000001931 aliphatic group Chemical group 0.000 claims description 47
- 238000000034 method Methods 0.000 claims description 47
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 43
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 29
- 125000000217 alkyl group Chemical group 0.000 claims description 27
- 125000001424 substituent group Chemical group 0.000 claims description 25
- 125000004076 pyridyl group Chemical group 0.000 claims description 22
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 21
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 21
- 125000002947 alkylene group Chemical group 0.000 claims description 19
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 16
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- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims description 12
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- 238000001356 surgical procedure Methods 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 238000007910 systemic administration Methods 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- XVBSFNTVBDYOAC-UHFFFAOYSA-N tert-butyl-dimethyl-[pyridin-3-yl-[1-(2-trimethylsilylethoxymethyl)imidazol-4-yl]methoxy]silane Chemical compound C=1C=CN=CC=1C(O[Si](C)(C)C(C)(C)C)C1=CN(COCC[Si](C)(C)C)C=N1 XVBSFNTVBDYOAC-UHFFFAOYSA-N 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 125000002769 thiazolinyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 210000001694 thigh bone Anatomy 0.000 description 1
- 239000003104 tissue culture media Substances 0.000 description 1
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
- 230000004565 tumor cell growth Effects 0.000 description 1
- 210000000689 upper leg Anatomy 0.000 description 1
- 208000037965 uterine sarcoma Diseases 0.000 description 1
- 210000001835 viscera Anatomy 0.000 description 1
- 208000016261 weight loss Diseases 0.000 description 1
- 238000001262 western blot Methods 0.000 description 1
- 229940071104 xylenesulfonate Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US32210501P | 2001-09-13 | 2001-09-13 | |
| US60/322,105 | 2001-09-13 | ||
| PCT/US2002/027514 WO2003022274A2 (en) | 2001-09-13 | 2002-08-28 | 2-aroylimidazole compounds for treating cancer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2460345A1 true CA2460345A1 (en) | 2003-03-20 |
Family
ID=23253436
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002460345A Abandoned CA2460345A1 (en) | 2001-09-13 | 2002-08-28 | 2-aroylimidazole compounds for treating cancer |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US6743919B2 (enExample) |
| EP (1) | EP1427413A2 (enExample) |
| JP (1) | JP2005504789A (enExample) |
| AU (1) | AU2002323475B2 (enExample) |
| CA (1) | CA2460345A1 (enExample) |
| WO (1) | WO2003022274A2 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2005504789A (ja) * | 2001-09-13 | 2005-02-17 | シンタ ファーマスーティカルズ コーポレイション | 癌治療のための２−アロイルイミダゾール化合物 |
| CA2475331C (en) * | 2002-02-12 | 2012-06-12 | Wisconsin Alumni Research Foundation | Synthesis of indole thiazole compounds as ligands for the ah receptor |
| TW200503738A (en) * | 2003-07-16 | 2005-02-01 | Tzu Chi Buddhist General Hospital | Method for extracting antineoplastic components from bupleurum scorzonerifolium |
| WO2005040345A2 (en) * | 2003-09-24 | 2005-05-06 | Vertex Pharmceuticals Incorporated | 4-azole substituted imidazole compositions useful as inhibitors or c-met receptor tyrosine kinase |
| US7629332B2 (en) * | 2003-10-31 | 2009-12-08 | Auckland Uniservices Limited | Nitrophenyl mustard and nitrophenylaziridine alcohols and their corresponding phosphates and their use as targeted cytotoxic agents |
| GB0403781D0 (en) * | 2004-02-20 | 2004-03-24 | Astrazeneca Ab | Chemical compounds |
| AR051202A1 (es) | 2004-09-20 | 2006-12-27 | Xenon Pharmaceuticals Inc | Derivados heterociclicos y su uso como inhibidores de la estearoil-coa desaturasa |
| CN101083992A (zh) | 2004-09-20 | 2007-12-05 | 泽农医药公司 | 抑制人硬脂酰CoA去饱和酶的哒嗪衍生物 |
| TW200626154A (en) | 2004-09-20 | 2006-08-01 | Xenon Pharmaceuticals Inc | Heterocyclic derivatives and their use as therapeutic agents |
| WO2006034315A2 (en) | 2004-09-20 | 2006-03-30 | Xenon Pharmaceuticals Inc. | Heterocyclic derivatives for the treatment of diseases mediated by stearoyl-coa desaturase enzymes |
| CA2580762A1 (en) | 2004-09-20 | 2006-03-30 | Xenon Pharmaceuticals Inc. | Heterocyclic derivatives and their use as therapeutic agents |
| CN101084212A (zh) | 2004-09-20 | 2007-12-05 | 泽农医药公司 | 杂环衍生物及其作为硬脂酰CoA去饱和酶介导剂的用途 |
| CA2580857A1 (en) | 2004-09-20 | 2006-09-28 | Xenon Pharmaceuticals Inc. | Heterocyclic derivatives and their use as stearoyl-coa desaturase inhibitors |
| WO2006128129A2 (en) * | 2005-05-26 | 2006-11-30 | Synta Pharmaceuticals Corp. | Method for treating cancer |
| EP2540296A1 (en) | 2005-06-03 | 2013-01-02 | Xenon Pharmaceuticals Inc. | Arminothiazole derivatives as human stearoyl-coa desaturase inhibitors |
| US20100256046A1 (en) * | 2009-04-03 | 2010-10-07 | Tetralogic Pharmaceuticals Corporation | Treatment of proliferative disorders |
| WO2007021825A2 (en) * | 2005-08-09 | 2007-02-22 | Tetralogic Pharmaceuticals Corporation | Treatment of proliferative disorders |
| WO2007062399A2 (en) * | 2005-11-23 | 2007-05-31 | The Board Of Regents Of The University Of Texas System | Oncogenic ras-specific cytotoxic compound and methods of use thereof |
| EP1998766A2 (en) * | 2005-12-16 | 2008-12-10 | Ironwood Pharmaceuticals, Inc. | Useful indole compounds |
| US7649098B2 (en) * | 2006-02-24 | 2010-01-19 | Lexicon Pharmaceuticals, Inc. | Imidazole-based compounds, compositions comprising them and methods of their use |
| US7501438B2 (en) | 2006-07-07 | 2009-03-10 | Forest Laboratories Holdings Limited | Pyridoimidazole derivatives |
| WO2008085302A1 (en) * | 2006-12-20 | 2008-07-17 | Merck & Co., Inc. | Imidazopyridine analogs as cb2 receptor modulators, useful in the treatment of pain, respiratory and non-respiratory diseases |
| TW200920355A (en) * | 2007-09-06 | 2009-05-16 | Lexicon Pharmaceuticals Inc | Compositions and methods for treating immunological and inflammatory diseases and disorders |
| JP5638955B2 (ja) * | 2007-10-26 | 2014-12-10 | エフ．ホフマン−ラ ロシュ アーゲーＦ． Ｈｏｆｆｍａｎｎ−Ｌａ Ｒｏｃｈｅ Ａｋｔｉｅｎｇｅｓｅｌｌｓｃｈａｆｔ | Ｐｉ３キナーゼ阻害剤として有用なプリン誘導体 |
| KR20110042153A (ko) | 2008-05-30 | 2011-04-25 | 제넨테크, 인크. | 퓨린 ｐｉ３ｋ 억제 화합물 및 사용 방법 |
| EP2307414A4 (en) * | 2008-07-07 | 2011-10-26 | Xcovery Holding Co Llc | SELECTIVE INHIBITORS OF PI3 KINASE ISOFORMS |
| JP5781066B2 (ja) | 2009-05-27 | 2015-09-16 | ジェネンテック， インコーポレイテッド | ｐ１１０δに対して選択的な二環式ピリミジンＰＩ３Ｋ阻害剤化合物及び使用方法 |
| EP2560640A1 (en) | 2010-04-19 | 2013-02-27 | Synta Pharmaceuticals Corp. | Cancer therapy using a combination of a hsp90 inhibitory compounds and a egfr inhibitor |
| US8293736B2 (en) | 2010-07-14 | 2012-10-23 | F. Hoffmann La Roche Ag | Purine compounds selective for PI3K P110 delta, and methods of use |
| WO2012024620A2 (en) | 2010-08-20 | 2012-02-23 | Amira Pharmaceuticals, Inc. | Autotaxin inhibitors and uses thereof |
| DK2651951T3 (en) | 2010-12-16 | 2014-12-08 | Hoffmann La Roche | TRICYCLIC PI3K INHIBITOR COMPOUNDS AND PROCEDURES FOR USE THEREOF |
| EP2714680B1 (en) | 2011-05-27 | 2015-11-25 | Amira Pharmaceuticals, Inc. | Heterocyclic autotaxin inhibitors and uses thereof |
| US20140286902A1 (en) | 2011-11-02 | 2014-09-25 | Synta Pharmaceuticals Corp. | Combination therapy of hsp90 inhibitors with platinum-containing agents |
| AU2012332421A1 (en) | 2011-11-02 | 2014-06-05 | Synta Pharmaceuticals Corp. | Cancer therapy using a combination of Hsp90 inhibitors with topoisomerase I inhibitors |
| US9402831B2 (en) | 2011-11-14 | 2016-08-02 | Synta Pharmaceutical Corp. | Combination therapy of HSP90 inhibitors with BRAF inhibitors |
| CN108841778B (zh) * | 2018-04-28 | 2022-05-17 | 大连普瑞康生物技术有限公司 | 一种红豆杉细胞组织培养物 |
| EP4192828A1 (en) | 2020-08-04 | 2023-06-14 | Nura Bio, Inc. | Substituted pyridine derivatives as sarm1 inhibitors |
| US11945796B2 (en) | 2020-09-16 | 2024-04-02 | Nura Bio, Inc. | Substituted pyridine derivatives as SARM1 inhibitors |
| TW202313009A (zh) | 2021-07-28 | 2023-04-01 | 美商努拉生物科技公司 | 作為sarm1抑制劑之經取代的吡啶衍生物 |
| WO2023064486A1 (en) * | 2021-10-14 | 2023-04-20 | Galileo Biosystems, Inc. | Aryl hydrocarbon receptor (ahr) modulators and therapeutic uses thereof |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0272810A3 (en) * | 1986-11-26 | 1988-07-20 | Harbor Branch Oceanographic Institution, Inc. | Antitumor and antiviral alkaloids |
| US4866084A (en) * | 1987-07-17 | 1989-09-12 | Harbor Branch Oceanographic Institution, Inc. | Topsentin compounds effective against viruses and certain tumors |
| US5290777A (en) * | 1993-02-24 | 1994-03-01 | Regents Of The Univ. Of California | Use for topsentin compounds and pharmaceutical compositions containing same |
| JPH11513391A (ja) * | 1995-10-03 | 1999-11-16 | ザ スクリップス リサーチ インスティテュート | Ｃｃ−１０６５ 及びズオカーマイシンのｃｂｉ 類縁体 |
| JP2001503414A (ja) | 1996-10-31 | 2001-03-13 | ハーバー ブランチ オーシャノグラフィック インスティテューション インク． | 抗神経性炎症化合物および組成物ならびにその使用法 |
| WO1999042092A2 (en) | 1998-02-20 | 1999-08-26 | Harbor Branch Oceanographic Institution, Inc. | Compounds and methods of use for treatment of neurogenic inflammation |
| EP1093455B1 (en) | 1998-07-08 | 2004-09-22 | Harbor Branch Oceanographic Institution, Inc. | Bis-indole derivatives and their use as antiinflammatory agents |
| HRP20010854A2 (en) * | 1999-05-21 | 2003-04-30 | Scios Inc | INDOLE-TYPE DERIVATIVES AS INHIBITORS OF p38 KINASE |
| JP2005504789A (ja) | 2001-09-13 | 2005-02-17 | シンタ ファーマスーティカルズ コーポレイション | 癌治療のための２−アロイルイミダゾール化合物 |
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2002
- 2002-08-28 JP JP2003526403A patent/JP2005504789A/ja active Pending
- 2002-08-28 EP EP02757458A patent/EP1427413A2/en not_active Withdrawn
- 2002-08-28 CA CA002460345A patent/CA2460345A1/en not_active Abandoned
- 2002-08-28 AU AU2002323475A patent/AU2002323475B2/en not_active Ceased
- 2002-08-28 WO PCT/US2002/027514 patent/WO2003022274A2/en not_active Ceased
- 2002-08-29 US US10/233,371 patent/US6743919B2/en not_active Expired - Fee Related
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2004
- 2004-03-16 US US10/802,292 patent/US7081466B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| AU2002323475B2 (en) | 2006-09-28 |
| US20030096836A1 (en) | 2003-05-22 |
| WO2003022274A2 (en) | 2003-03-20 |
| US6743919B2 (en) | 2004-06-01 |
| US20040186129A1 (en) | 2004-09-23 |
| WO2003022274A3 (en) | 2003-07-10 |
| JP2005504789A (ja) | 2005-02-17 |
| US7081466B2 (en) | 2006-07-25 |
| EP1427413A2 (en) | 2004-06-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |