AU2001296677A1 - Substituted (e)-styryl benzylsulfones for treating proliferative disorders - Google Patents
Substituted (e)-styryl benzylsulfones for treating proliferative disordersInfo
- Publication number
- AU2001296677A1 AU2001296677A1 AU2001296677A AU9667701A AU2001296677A1 AU 2001296677 A1 AU2001296677 A1 AU 2001296677A1 AU 2001296677 A AU2001296677 A AU 2001296677A AU 9667701 A AU9667701 A AU 9667701A AU 2001296677 A1 AU2001296677 A1 AU 2001296677A1
- Authority
- AU
- Australia
- Prior art keywords
- sub
- alkoxy
- halogen
- phosphonato
- sulfamyl
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/16—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C317/18—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton with sulfone or sulfoxide groups bound to acyclic carbon atoms of the carbon skeleton
-
- 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
- A61K31/095—Sulfur, selenium, or tellurium compounds, e.g. thiols
- A61K31/10—Sulfides; Sulfoxides; Sulfones
-
- 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
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C317/28—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to acyclic carbon atoms of the carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Immunology (AREA)
- Epidemiology (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Transplantation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
(E)-Styryl benzylsulfones useful as antiproliferative agents, including, for example, anticancer agents, are provided according to formula I: wherein: R<SUB>1 </SUB>is selected from the group consisting of halogen, C1-C6 alkoxy, nitro, phosphonato, amino, sulfamyl, carboxy, acetoxy and dimethylamino (C2-C6 alkoxy); and R<SUB>2 </SUB>and R<SUB>3 </SUB>are independently selected from the group consisting of halogen, C1-C6 alkoxy, C1-C6 alkyl, nitro, cyano, hydroxyl, phosphonato, amino, sulfamyl, carboxy, acetoxy, and dimethylamino (C2-C6 alkoxy); provided: R<SUB>1 </SUB>may not be halogen when R<SUB>2 </SUB>and R<SUB>3 </SUB>are both halogen; R<SUB>2 </SUB>may not be 2-halogen when R<SUB>3 </SUB>is 4-halogen; or a pharmaceutically acceptable salt thereof; or formula II: wherein: R<SUB>4 </SUB>is selected from the group consisting of C1-C6 alkoxy, phosphonato, amino, sulfamyl, carboxy, acetoxy and dimethylamino (C2-C6 alkoxy); R<SUB>6 </SUB>is selected from the group consisting of nitro, hydrogen, phosphonato, amino, sulfamyl, carboxy, acetoxy and dimethylamino (C2-C6 alkoxy); and R<SUB>7 </SUB>is selected from the group consisting of halogen, C1-C6 alkoxy, C1-C6 alkyl, nitro, cyano, hydroxy, phosphonato, amino, sulfamyl, carboxy, acetoxy, dimethylamino (C2-C6 alkoxy) and trifluoromethyl; provided R<SUB>5 </SUB>and R<SUB>6 </SUB>may not be hydrogen in the same compound; or a pharmaceutically acceptable salt thereof.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US23822200P | 2000-10-05 | 2000-10-05 | |
US60238222 | 2000-10-05 | ||
PCT/US2001/031337 WO2002028828A1 (en) | 2000-10-05 | 2001-10-05 | Substituted (e)-styryl benzylsulfones for treating proliferative disorders |
Publications (1)
Publication Number | Publication Date |
---|---|
AU2001296677A1 true AU2001296677A1 (en) | 2002-04-15 |
Family
ID=22896982
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AU2001296677A Abandoned AU2001296677A1 (en) | 2000-10-05 | 2001-10-05 | Substituted (e)-styryl benzylsulfones for treating proliferative disorders |
Country Status (8)
Country | Link |
---|---|
US (1) | US7053123B2 (en) |
EP (1) | EP1328511B1 (en) |
JP (1) | JP2004510761A (en) |
AT (1) | ATE461915T1 (en) |
AU (1) | AU2001296677A1 (en) |
CA (1) | CA2424884C (en) |
DE (1) | DE60141641D1 (en) |
WO (1) | WO2002028828A1 (en) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6548553B2 (en) * | 1997-10-03 | 2003-04-15 | Temple University-Of The Commonwealth System Of Higher Education | 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 |
AU2003213660C1 (en) * | 2002-02-28 | 2010-10-28 | Onconova Therapeutics, Inc. | Amino-substituted (E)-2,6-dialkoxystyryl 4-substituted benzylsulfones for treating proliferative disorders |
AU2003213661A1 (en) * | 2002-02-28 | 2003-09-09 | Onconova Therapeutics, Inc. | Amino-substituted sulfonanilides and derivatives thereof for treating proliferative disorders |
CA2546495C (en) * | 2003-11-14 | 2012-10-09 | Temple University - Of The Commonwealth System Of Higher Education | Alpha, beta-unsaturated sulfoxides for treating proliferative disorders |
AU2005222947B2 (en) | 2004-03-16 | 2010-12-23 | Onconova Therapeutics Inc. | Substituted phenoxy- and phenylthio- derivatives for treating proliferative disorders |
EP1773310B9 (en) | 2004-06-24 | 2012-04-25 | Temple University - Of The Commonwealth System of Higher Education | Alpha, beta-unsaturated sulfones, sulfoxides, sulfonimides, sulfinimides, acylsulfonamides and acylsulfinamides and therapeutic uses thereof |
WO2008027049A1 (en) | 2006-08-30 | 2008-03-06 | Temple University - Of The Commonwealth System Of Higher Education | Composition and methods for the treatment of myelodysplastic syndrome and acute myeloid leukemia |
ES2863538T3 (en) | 2012-09-20 | 2021-10-11 | Univ Temple | Substituted alkyl diaryl derivatives, methods of preparation and uses |
JP6462582B2 (en) | 2012-12-07 | 2019-01-30 | オンコノバ・セラピューティックス・インコーポレーテッド | Methods and compositions for the treatment of cancer |
WO2017023912A1 (en) | 2015-08-03 | 2017-02-09 | Temple University - Of The Commonwealth System Of Higher Education | 2,4,6-trialkoxystryl aryl sulfones, sulfonamides and carboxamides, and methods of preparation and use |
Family Cites Families (22)
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 |
US6030961A (en) * | 1997-03-11 | 2000-02-29 | Bar-Ilan Research & Development Co., Ltd. | Oxyalkylene phosphate compounds and uses thereof |
DE69828079T2 (en) | 1997-10-03 | 2005-12-22 | Temple University Of The Commonwealth System Of Higher Education | STYRENE SULPHONES AS ANTICREMENTS |
US6548553B2 (en) | 1997-10-03 | 2003-04-15 | Temple University-Of The Commonwealth System Of Higher Education | Styryl sulfone anticancer agents |
US6201154B1 (en) | 1999-03-31 | 2001-03-13 | Temple University-Of The Commonwealth Of Higher Education | Z-styryl sulfone anticancer agents |
US6762207B1 (en) * | 1999-04-02 | 2004-07-13 | Temple University - Of The Commonwealth System Of Higher Education | (E)-styryl sulfone anticancer agents |
US6418101B1 (en) * | 1999-09-03 | 2002-07-09 | Zen Research (Ireland), Ltd. | Digital read channel for optical disk reader |
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 |
WO2001026645A1 (en) | 1999-10-12 | 2001-04-19 | Temple University-Of The Commonwealth System Of Higher Education | Method for protecting normal cells from cytotoxicity of chemotherapeutic agents |
US6486210B2 (en) * | 2000-04-14 | 2002-11-26 | Temple University—Of the Commonwealth System of Higher Education | Substituted styryl benzylsulfones for treating proliferative disorders |
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 |
WO2002069892A2 (en) | 2001-02-28 | 2002-09-12 | Temple University Of The Commonwealth System Of Higher Education | METHOD FOR PROTECTING CELLS AND TISSUES FROM IONIZING RADIATION TOXICITY WITH α, β UNSATURATED ARYL SULFONES |
-
2001
- 2001-10-05 CA CA002424884A patent/CA2424884C/en not_active Expired - Fee Related
- 2001-10-05 JP JP2002532414A patent/JP2004510761A/en active Pending
- 2001-10-05 EP EP01977567A patent/EP1328511B1/en not_active Expired - Lifetime
- 2001-10-05 US US10/398,545 patent/US7053123B2/en not_active Expired - Fee Related
- 2001-10-05 WO PCT/US2001/031337 patent/WO2002028828A1/en active Application Filing
- 2001-10-05 AT AT01977567T patent/ATE461915T1/en not_active IP Right Cessation
- 2001-10-05 DE DE60141641T patent/DE60141641D1/en not_active Expired - Lifetime
- 2001-10-05 AU AU2001296677A patent/AU2001296677A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
JP2004510761A (en) | 2004-04-08 |
WO2002028828A1 (en) | 2002-04-11 |
CA2424884A1 (en) | 2002-04-11 |
ATE461915T1 (en) | 2010-04-15 |
DE60141641D1 (en) | 2010-05-06 |
EP1328511A4 (en) | 2005-11-30 |
US20050101528A1 (en) | 2005-05-12 |
EP1328511A1 (en) | 2003-07-23 |
US7053123B2 (en) | 2006-05-30 |
EP1328511B1 (en) | 2010-03-24 |
CA2424884C (en) | 2009-12-15 |
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