CA2368653C - Z-styryl sulfone anticancer agents - Google Patents
Z-styryl sulfone anticancer agents Download PDFInfo
- Publication number
- CA2368653C CA2368653C CA002368653A CA2368653A CA2368653C CA 2368653 C CA2368653 C CA 2368653C CA 002368653 A CA002368653 A CA 002368653A CA 2368653 A CA2368653 A CA 2368653A CA 2368653 C CA2368653 C CA 2368653C
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- Prior art keywords
- hydrogen
- chloro
- compound
- bromo
- fluoro
- Prior art date
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C321/00—Thiols, sulfides, hydropolysulfides or polysulfides
- C07C321/12—Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms
- C07C321/20—Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings
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- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/02—Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to acyclic carbon atoms
- C07C317/10—Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/01—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and halogen atoms, or nitro or nitroso groups bound to the same carbon skeleton
- C07C323/02—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and halogen atoms, or nitro or nitroso groups bound to the same carbon skeleton having sulfur atoms of thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/07—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and halogen atoms, or nitro or nitroso groups bound to the same carbon skeleton having sulfur atoms of thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton containing six-membered aromatic rings
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/282,855 | 1999-03-31 | ||
| US09/282,855 US6201154B1 (en) | 1999-03-31 | 1999-03-31 | Z-styryl sulfone anticancer agents |
| PCT/US2000/008350 WO2000057872A1 (en) | 1999-03-31 | 2000-03-30 | Z-styryl sulfone anticancer agents |
Publications (2)
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| CA2368653A1 CA2368653A1 (en) | 2000-10-05 |
| CA2368653C true CA2368653C (en) | 2010-01-12 |
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| CA002368653A Expired - Fee Related CA2368653C (en) | 1999-03-31 | 2000-03-30 | Z-styryl sulfone anticancer agents |
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|---|---|
| US (3) | US6201154B1 (enExample) |
| EP (1) | EP1180024B1 (enExample) |
| JP (1) | JP4468593B2 (enExample) |
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| AU (1) | AU771133B2 (enExample) |
| CA (1) | CA2368653C (enExample) |
| DE (1) | DE60008098T2 (enExample) |
| WO (1) | WO2000057872A1 (enExample) |
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| US6762207B1 (en) * | 1999-04-02 | 2004-07-13 | Temple University - Of The Commonwealth System Of Higher Education | (E)-styryl sulfone anticancer agents |
| CA2366750C (en) * | 1999-04-02 | 2010-06-01 | Temple University - Of The Commonwealth System Of Higher Education | (e)-styryl sulfone anticancer agents |
| US6767926B1 (en) * | 1999-10-12 | 2004-07-27 | Temple University - Of The Commonwealth System Of Higher Education | Method for protecting normal cells from cytotoxicity of chemotherapeutic agents |
| US6541475B2 (en) * | 2000-04-14 | 2003-04-01 | Temple University - Of The Commonwealth System Of Higher Education | α, β-unsaturated sulfones for treating proliferative disorders |
| US6486210B2 (en) * | 2000-04-14 | 2002-11-26 | Temple University—Of the Commonwealth System of Higher Education | Substituted styryl benzylsulfones for treating proliferative disorders |
| CA2424884C (en) * | 2000-10-05 | 2009-12-15 | E. Premkumar Reddy | Substituted (e)-styryl benzylsulfones for treating proliferative disorders |
| US6833480B2 (en) * | 2001-02-27 | 2004-12-21 | Temple University - Of The Commonwealth System Of Higher Education | (Z)-styrylbenzylsulfones and pharmaceutical uses thereof |
| ATE406881T1 (de) * | 2001-02-28 | 2008-09-15 | Univ Temple | Verwendung von alpha, beta ungesättigten arylsulfonen zum schutz von zellen und geweben vor toxizität ionischer strahlung |
| WO2004041185A2 (en) * | 2002-10-31 | 2004-05-21 | University Of Rochester | Hyfroxyflutamide induced pathways related to androgen receptor negative prostate cancer cells |
| HUE032523T2 (en) * | 2003-11-14 | 2017-09-28 | Temple Univ - Of The Commonwealth System Of Higher Education | Alpha, beta-unsaturated sulfoxides for the treatment of proliferative disorders |
| ES2609084T3 (es) | 2004-03-16 | 2017-04-18 | Temple University - Of The Commonwealth System Of Higher Education | Derivados de fenoxi y feniltio sustituidos para tratar trastornos proliferativos |
| CA2577309C (en) | 2004-06-24 | 2013-10-22 | Temple University - Of The Commonwealth System Of Higher Education | Alpha, beta-unsaturated sulfones, sulfoxides, sulfonimides, sulfinimides, acylsulfonamides and acylsulfinamides and therapeutic uses thereof |
| PT1896401E (pt) * | 2005-02-25 | 2013-07-17 | Univ Temple | Síntese de sulfuretos, sulfonas, sulfóxidos e sulfonamidas não saturados |
| JP5278968B2 (ja) * | 2006-08-30 | 2013-09-04 | テンプル・ユニバーシティ−オブ・ザ・コモンウェルス・システム・オブ・ハイアー・エデュケイション | 骨髄異形性症候群及び急性骨髄性白血病の治療のための組成物及び方法 |
| US8308342B2 (en) * | 2008-11-24 | 2012-11-13 | Kraft Foods Global Brands Llc | Processing elements for mixing meat products |
| GB201010359D0 (en) | 2010-06-21 | 2010-08-04 | Univ Nottingham | Compounds for treating proliferative disorders |
| US10207989B2 (en) | 2012-09-20 | 2019-02-19 | Temple University—Of the Commonwealth System of Higher Education | Substituted alkyl diaryl derivatives, methods of preparation and uses |
| WO2014089483A1 (en) | 2012-12-07 | 2014-06-12 | Onconova Therapeutics, Inc. | Methods and compositions for treatment of cancer |
| US10383831B2 (en) | 2015-08-03 | 2019-08-20 | Temple University—Of the Commonwealth System of Higher Education | 2,4,6-trialkoxystryl aryl sulfones, sulfonamides and carboxamides, and methods of preparation and use |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2532612A (en) | 1945-08-29 | 1950-12-05 | Union Oil Co | Preparation of unsaturated thio-ethers |
| US3185743A (en) * | 1960-08-24 | 1965-05-25 | Union Carbide Corp | Production of olefinic compounds from allyl sulfones |
| US3463774A (en) | 1963-03-18 | 1969-08-26 | Hoffmann La Roche | Novel 4,1-benzothiazepin-2-(1h)-ones and 4,1-benzothiazepines |
| US3418101A (en) | 1965-12-15 | 1968-12-24 | Pennsalt Chemicals Corp | Process for plant desiccation |
| US3514386A (en) | 1967-12-11 | 1970-05-26 | Exxon Research Engineering Co | Stereoselective addition of thiols to acetylenic compounds |
| US3917714A (en) | 1972-09-06 | 1975-11-04 | American Cyanamid Co | Bis(alkylsulfonyl)vinylbenzenes |
| US4161407A (en) | 1977-10-06 | 1979-07-17 | Eastman Kodak Company | Crosslinkable polymers having vinylsulfonyl groups or styrylsulfonyl groups and their use as hardeners for gelatin |
| US4386221A (en) | 1981-10-28 | 1983-05-31 | Eastman Kodak Company | Process for the preparation of aryl alkyl sulfones and aryl vinyl sulfones |
| US4937388A (en) | 1985-08-09 | 1990-06-26 | Imperial Chemical Industries Plc | Insecticidal ethers |
| US5659087A (en) | 1995-06-07 | 1997-08-19 | Eli Lilly And Company | Diarylvinyl sulfoxides |
| US5733909A (en) * | 1996-02-01 | 1998-03-31 | Merck Frosst Canada, Inc. | Diphenyl stilbenes as prodrugs to COX-2 inhibitors |
-
1999
- 1999-03-31 US US09/282,855 patent/US6201154B1/en not_active Expired - Lifetime
-
2000
- 2000-03-30 DE DE60008098T patent/DE60008098T2/de not_active Expired - Lifetime
- 2000-03-30 EP EP00919829A patent/EP1180024B1/en not_active Expired - Lifetime
- 2000-03-30 AU AU40450/00A patent/AU771133B2/en not_active Ceased
- 2000-03-30 WO PCT/US2000/008350 patent/WO2000057872A1/en not_active Ceased
- 2000-03-30 JP JP2000607623A patent/JP4468593B2/ja not_active Expired - Fee Related
- 2000-03-30 US US09/937,805 patent/US6576675B1/en not_active Expired - Lifetime
- 2000-03-30 AT AT00919829T patent/ATE258790T1/de not_active IP Right Cessation
- 2000-03-30 CA CA002368653A patent/CA2368653C/en not_active Expired - Fee Related
- 2000-11-22 US US09/722,450 patent/US6414034B1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| AU771133B2 (en) | 2004-03-11 |
| US6201154B1 (en) | 2001-03-13 |
| AU4045000A (en) | 2000-10-16 |
| CA2368653A1 (en) | 2000-10-05 |
| DE60008098D1 (de) | 2004-03-11 |
| JP4468593B2 (ja) | 2010-05-26 |
| WO2000057872A1 (en) | 2000-10-05 |
| US6414034B1 (en) | 2002-07-02 |
| EP1180024B1 (en) | 2004-02-04 |
| EP1180024A1 (en) | 2002-02-20 |
| DE60008098T2 (de) | 2005-10-27 |
| EP1180024A4 (en) | 2002-06-19 |
| JP2002540152A (ja) | 2002-11-26 |
| US6576675B1 (en) | 2003-06-10 |
| ATE258790T1 (de) | 2004-02-15 |
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