CA2272275A1 - Agents antineoplastiques a base de polythiofene - Google Patents

Agents antineoplastiques a base de polythiofene Download PDF

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Publication number
CA2272275A1
CA2272275A1 CA002272275A CA2272275A CA2272275A1 CA 2272275 A1 CA2272275 A1 CA 2272275A1 CA 002272275 A CA002272275 A CA 002272275A CA 2272275 A CA2272275 A CA 2272275A CA 2272275 A1 CA2272275 A1 CA 2272275A1
Authority
CA
Canada
Prior art keywords
thienyl
alkyl
substituted
mono
group
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
Application number
CA002272275A
Other languages
English (en)
Inventor
Ching-Te Chang
Ching-Jer Chang
Chen-Tao Lee
Fen-Lan Lin
Jih-Dar Tsai
Curtis L. Ashendel
Thomas C.K. Chan
Robert L. Geahlen
David J. Waters
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.)
Industrial Technology Research Institute ITRI
Purdue Research Foundation
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2272275A1 publication Critical patent/CA2272275A1/fr
Abandoned legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/38—Heterocyclic compounds having sulfur as a ring hetero atom
    • A61K31/381—Heterocyclic compounds having sulfur as a ring hetero atom having five-membered rings
    • 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
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/18—Radicals substituted by singly bound hetero atoms other than halogen by sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/28—Halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/30—Hetero atoms other than halogen
    • C07D333/32—Oxygen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

L'invention a trait à des composés à base de polythiofène, efficaces en tant qu'agents antinéoplastiques. Les composés préférés de l'invention répondent à la formule (I) dans laquelle la valeur de n est comprise entre 0 et 2 et dans laquelle R¿2? et R¿3? représentent 2-thiényle ou 3-thiényle éventuellement substitués. Il s'est avéré que ces composés font montre d'une action cytotoxique sélective à l'encontre de cellules humaines transformées. On attend de compositions à usage pharmaceutique contenant les composés à base de polythiofène susmentionnés qu'elles aient une action chimiothérapeutique efficace contre des tumeurs à croissance lente et ce, si l'on se réfère aux criblages effectués sur des lignées cellulaires tumorales. L'invention porte également sur une méthode thérapeutique à l'intention de patients soufrant de tumeurs, méthode faisant intervenir les composés susmentionnés à base de polythiofène.
CA002272275A 1996-11-26 1996-11-26 Agents antineoplastiques a base de polythiofene Abandoned CA2272275A1 (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US1996/019118 WO1998023269A1 (fr) 1996-11-26 1996-11-26 Agents antineoplastiques a base de polythiofene

Publications (1)

Publication Number Publication Date
CA2272275A1 true CA2272275A1 (fr) 1998-06-04

Family

ID=22256220

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002272275A Abandoned CA2272275A1 (fr) 1996-11-26 1996-11-26 Agents antineoplastiques a base de polythiofene

Country Status (5)

Country Link
EP (1) EP1007035A4 (fr)
JP (1) JP2001506624A (fr)
AU (1) AU1564797A (fr)
CA (1) CA2272275A1 (fr)
WO (1) WO1998023269A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7528176B2 (en) * 2004-09-14 2009-05-05 Northwestern University Carbonyl-functionalized thiophene compounds and related device structures
US8710246B2 (en) 2008-10-17 2014-04-29 Biochromix Newco Ab Substituted thiophene pentamers
CN113603674B (zh) * 2021-07-23 2022-10-14 上海应用技术大学 一种5,5’位取代的3,3’-联噻吩衍生物、合成方法及其应用

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3050442A (en) * 1957-05-31 1962-08-21 Philips Corp Method of destroying nematodes with polythienyl compounds
US5045563A (en) * 1986-08-26 1991-09-03 Her Majesty The Queen In Right Of Canada, As Represented By Minister Of National Defence Of Her Majesty's Canadian Government Phototoxic compounds for use as insect control agents
US4861692A (en) * 1986-12-22 1989-08-29 Fuji Electric Company, Ltd. Electrophotographic photosensitive material containing thiophene compound
DE3818670A1 (de) * 1988-06-01 1989-12-14 Basf Ag Polythiophenverbindungen
ATE124394T1 (de) * 1990-04-27 1995-07-15 Duphar Int Res Verfahren zur photochemischen isomerisierung von organischen verbindungen unter dem einfluss eines photosensibilisators.
US5508440A (en) * 1993-06-04 1996-04-16 Industrial Technology Research Institute Hydroxymethylpolythiophene derivatives
US5578636A (en) * 1994-04-08 1996-11-26 Purdue Research Foundation Polythiophene anti-tumor agents

Also Published As

Publication number Publication date
JP2001506624A (ja) 2001-05-22
WO1998023269A1 (fr) 1998-06-04
AU1564797A (en) 1998-06-22
EP1007035A4 (fr) 2000-11-22
EP1007035A1 (fr) 2000-06-14

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