CA2272275A1 - Agents antineoplastiques a base de polythiofene - Google Patents

Agents antineoplastiques a base de polythiofene Download PDF

Info

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)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epidemiology (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
CA2579407A1 (fr) * 2004-09-14 2006-03-14 Northwestern University Thiopenes carbonyles et dispositif connexe
BRPI0920850A2 (pt) * 2008-10-17 2016-09-13 Biochromix Pharma Ab novos compostos e sua utilização
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
EP0454204B1 (fr) * 1990-04-27 1995-06-28 Duphar International Research B.V Procédé pour l'isomérisation photochimique de composés organiques sous l'influence d'un agent photosensibilisateur
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
EP1007035A1 (fr) 2000-06-14
WO1998023269A1 (fr) 1998-06-04
AU1564797A (en) 1998-06-22
EP1007035A4 (fr) 2000-11-22

Similar Documents

Publication Publication Date Title
US6624189B2 (en) Byrostatin analogues, synthetic methods and uses
AU739687B2 (en) C-10 carbon-substituted artemisinin-like trioxane compounds having antimalarial, antiproliferative and antitumour activities
US20030220334A1 (en) Byrostatin analogues, synthetic methods and uses
US6747021B2 (en) Cryptophycin compound
Li et al. Substituted 6-amino-4H-[1, 2] dithiolo [4, 3-b] pyrrol-5-ones: synthesis, structure–activity relationships, and cytotoxic activity on selected human cancer cell lines
EP3798220B1 (fr) P-dérivé de-phénylènediamine en tant que régulateur des canaux potassiques, son procédé de préparation et son application médicale
US6174913B1 (en) Naphtho- and dihydrobenzo-thiophene derivatives as cytotoxic antitumor agents
US20040063662A1 (en) Selenophene anti-tumor agents
US5741811A (en) Polythiophene anti-tumor agents
US6156790A (en) C-10 carbon-substituted artemisinin-like trioxane compounds having antimalarial, antiproliferative and antitumor activities
CA2272275A1 (fr) Agents antineoplastiques a base de polythiofene
WO2005007635A2 (fr) Derives de la combretastatine a action cytotoxique
AU727123B2 (en) Selenophene anti-tumor agents
JPH02502543A (ja) 新規６置換マイトマイシン類似体
CN104650109B (zh) 紫杉烷类化合物
US6136847A (en) Water-soluble trioxanes as potent and safe antimalarial agents
HUT77224A (hu) Új taxoidok, eljárás előállításukra és ezeket tartalmazó gyógyszerkészítmények
US5994394A (en) Polyheterocyclic compounds
CA2553318A1 (fr) Derives de pyranone utiles pour le traitement du cancer
AU724929B2 (en) Paclitaxel analogs, preparation and use as antitumor agents
IE59831B1 (en) Anticonvulsant gamma-thiobutyrolactone derivatives
CN104650012A (zh) 一种紫杉烷类化合物
Schachtner et al. Synthesis and anticonvulsive activity of thiolosigamone
CN115381815B (zh) 独脚金内酯衍生物在制备线粒体自噬抑制剂中的应用
KR100474792B1 (ko) 파클리타셀유사체와항종양제로써제조와이의이용

Legal Events

Date Code Title Description
FZDE Dead