CA2305790C - Styryl sulfone anticancer agents - Google Patents

Styryl sulfone anticancer agents Download PDF

Info

Publication number
CA2305790C
CA2305790C CA002305790A CA2305790A CA2305790C CA 2305790 C CA2305790 C CA 2305790C CA 002305790 A CA002305790 A CA 002305790A CA 2305790 A CA2305790 A CA 2305790A CA 2305790 C CA2305790 C CA 2305790C
Authority
CA
Canada
Prior art keywords
compound
sulfone
composition according
cells
hydrogen
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.)
Expired - Fee Related
Application number
CA002305790A
Other languages
English (en)
French (fr)
Other versions
CA2305790A1 (en
Inventor
Premkumar E. Reddy
Ramana M. V. Reddy
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Temple Univ School of Medicine
Original Assignee
Temple Univ School of Medicine
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Temple Univ School of Medicine filed Critical Temple Univ School of Medicine
Publication of CA2305790A1 publication Critical patent/CA2305790A1/en
Application granted granted Critical
Publication of CA2305790C publication Critical patent/CA2305790C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00Sulfones; Sulfoxides
    • C07C317/12Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to carbon atoms of rings other than six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00Sulfones; Sulfoxides
    • C07C317/02Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to acyclic carbon atoms
    • C07C317/10Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00Sulfones; Sulfoxides
    • C07C317/14Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Graft Or Block Polymers (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
CA002305790A 1997-10-03 1998-10-01 Styryl sulfone anticancer agents Expired - Fee Related CA2305790C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US6093397P 1997-10-03 1997-10-03
US60/060,933 1997-10-03
PCT/US1998/020580 WO1999018068A1 (en) 1997-10-03 1998-10-01 Styryl sulfone anticancer agents

Publications (2)

Publication Number Publication Date
CA2305790A1 CA2305790A1 (en) 1999-04-15
CA2305790C true CA2305790C (en) 2008-09-23

Family

ID=22032642

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002305790A Expired - Fee Related CA2305790C (en) 1997-10-03 1998-10-01 Styryl sulfone anticancer agents

Country Status (15)

Country Link
US (1) US6359013B1 (enExample)
EP (1) EP1027330B1 (enExample)
JP (1) JP4294217B2 (enExample)
KR (1) KR100579355B1 (enExample)
CN (1) CN1163480C (enExample)
AT (1) ATE284386T1 (enExample)
AU (1) AU741042B2 (enExample)
BR (1) BR9814059B1 (enExample)
CA (1) CA2305790C (enExample)
CZ (1) CZ299718B6 (enExample)
DE (1) DE69828079T2 (enExample)
IL (1) IL135438A (enExample)
NZ (1) NZ503479A (enExample)
RU (1) RU2201919C2 (enExample)
WO (1) WO1999018068A1 (enExample)

Families Citing this family (25)

* Cited by examiner, † Cited by third party
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
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
AU778825B2 (en) 1999-06-16 2004-12-23 Temple University - Of The Commonwealth System Of Higher Education (Z)-styryl acetoxyphenyl sulfides as cyclooxygenase inhibitors
EP1223923B1 (en) * 1999-10-12 2010-03-31 Temple University of the Commonwealth System of Higher Education Unsaturated aryl sulfones for protecting normal cells from cytotoxicity of chemotherapeutic 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
JP2004510761A (ja) * 2000-10-05 2004-04-08 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 増殖性疾病を治療するための置換(e)−スチリルベンジルスルホン
US6833480B2 (en) * 2001-02-27 2004-12-21 Temple University - Of The Commonwealth System Of Higher Education (Z)-styrylbenzylsulfones and pharmaceutical uses thereof
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
EP1534284B1 (en) * 2002-02-28 2011-07-27 Temple University - Of The Commonwealth System of Higher Education Amino-substituted sulfonanilides and derivatives thereof for treating proliferative disorders
ES2373945T3 (es) * 2002-02-28 2012-02-10 Temple University - Of The Commonwealth System Of Higher Education Bencilsulfonas de (e)-2,6-dialcoxiestirilo amino sustituido sustituidas en 4 para tratar trastornos proliferativos.
US7012100B1 (en) 2002-06-04 2006-03-14 Avolix Pharmaceuticals, Inc. Cell migration inhibiting compositions and methods and compositions for treating cancer
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
WO2005089269A2 (en) 2004-03-16 2005-09-29 Temple University - Of The Commonwealth System Of Higher Education Substituted phenoxy- and phenylthio- derivatives for treating proliferative disorders
WO2006025924A2 (en) 2004-06-24 2006-03-09 Temple University Of The Commonwealth System Of Higher Education Alpha, beta-unsaturated sulfones, sulfoxides, sulfonimides, sulfinimides, acylsulfonamides and acylsulfinamides and therapeutic uses thereof
CA2593523C (en) * 2005-01-05 2014-04-08 Temple University - Of The Commonwealth System Of Higher Education Treatment of drug-resistant proliferative disorders
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
CA2663375A1 (en) * 2006-09-15 2008-03-20 Onconova Therapeutics, Inc. Activated cytotoxic compounds for attachment to targeting molecules for the treatment of mammalian disease conditions
EP2091527B1 (en) * 2006-12-13 2016-03-23 Temple University - Of The Commonwealth System of Higher Education Sulfide, sulfoxide and sulfone chalcone analogues, derivatives thereof and therapeutic uses thereof
ES2863538T3 (es) 2012-09-20 2021-10-11 Univ Temple Derivados de alquil diarilo sustituidos, métodos de preparación y usos
ES2864681T3 (es) 2012-12-07 2021-10-14 Onconova Therapeutics Inc Tratamiento del cáncer hematológico refractario a un agente contra el cáncer
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 (13)

* Cited by examiner, † Cited by third party
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
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
FR2645536B1 (fr) * 1989-04-10 1991-05-31 Rhone Poulenc Agrochimie Composes herbicides et les compositions les contenant
US6177401B1 (en) * 1992-11-13 2001-01-23 Max-Planck-Gesellschaft Zur Forderung Der Wissenschaften Use of organic compounds for the inhibition of Flk-1 mediated vasculogenesis and angiogenesis
US5700823A (en) * 1994-01-07 1997-12-23 Sugen, Inc. Treatment of platelet derived growth factor related disorders such as cancers
US5659087A (en) 1995-06-07 1997-08-19 Eli Lilly And Company Diarylvinyl sulfoxides
WO1996040629A1 (en) * 1995-06-07 1996-12-19 Sugen, Inc. Tyrphostin-like compounds for the treatment of cell proliferative disorders or cell differentiation disorders

Also Published As

Publication number Publication date
BR9814059B1 (pt) 2010-08-24
HK1031373A1 (en) 2001-06-15
CZ20001174A3 (cs) 2000-09-13
EP1027330A1 (en) 2000-08-16
CZ299718B6 (cs) 2008-10-29
EP1027330B1 (en) 2004-12-08
KR100579355B1 (ko) 2006-05-12
JP4294217B2 (ja) 2009-07-08
WO1999018068A1 (en) 1999-04-15
CA2305790A1 (en) 1999-04-15
CN1273580A (zh) 2000-11-15
IL135438A0 (en) 2001-05-20
EP1027330A4 (en) 2003-09-10
DE69828079D1 (de) 2005-01-13
NZ503479A (en) 2002-08-28
RU2201919C2 (ru) 2003-04-10
BR9814059A (pt) 2000-09-26
AU9595498A (en) 1999-04-27
DE69828079T2 (de) 2005-12-22
ATE284386T1 (de) 2004-12-15
KR20010015689A (ko) 2001-02-26
IL135438A (en) 2005-12-18
US6359013B1 (en) 2002-03-19
AU741042B2 (en) 2001-11-22
JP2001519326A (ja) 2001-10-23
CN1163480C (zh) 2004-08-25

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AU2001251615A1 (en) Substituted styryl benzylsulfones for treating proliferative disorders
WO2000059494A1 (en) Styryl sulfone anticancer agents
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