WO1987006227A3 - Composes d'indoloquinone - Google Patents

Composes d'indoloquinone Download PDF

Info

Publication number
WO1987006227A3
WO1987006227A3 PCT/GB1987/000253 GB8700253W WO8706227A3 WO 1987006227 A3 WO1987006227 A3 WO 1987006227A3 GB 8700253 W GB8700253 W GB 8700253W WO 8706227 A3 WO8706227 A3 WO 8706227A3
Authority
WO
WIPO (PCT)
Prior art keywords
group
substituted
hydrogen
alkyl group
alkyl
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.)
Ceased
Application number
PCT/GB1987/000253
Other languages
English (en)
Other versions
WO1987006227A2 (fr
Inventor
Willem Nico Speckamp
Everardus Arnoldus Oostveen
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.)
JOUHAR AKBAR JAN
Original Assignee
JOUHAR AKBAR JAN
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
Priority claimed from GB868609369A external-priority patent/GB8609369D0/en
Priority claimed from GB868615383A external-priority patent/GB8615383D0/en
Priority claimed from GB868629049A external-priority patent/GB8629049D0/en
Application filed by JOUHAR AKBAR JAN filed Critical JOUHAR AKBAR JAN
Priority to AT87902608T priority Critical patent/ATE82961T1/de
Priority to JP62502324A priority patent/JPH0819095B2/ja
Publication of WO1987006227A2 publication Critical patent/WO1987006227A2/fr
Priority to DK659887A priority patent/DK171079B1/da
Publication of WO1987006227A3 publication Critical patent/WO1987006227A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/12—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links

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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Indole Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)

Abstract

Des composés d'indoloquinone utiles comme agents cytostatiques ont la formule (I) dans laquelle R2 et R3 sont dans chaque cas, hydrogène, halogène, un groupe alkyle (qui peut être substitué), un groupe alkoxy ou un groupe aryloxy, un groupe alkylthio ou un groupe arylthio, un groupe amino primaire ou secondaire, un groupe hydroxy ou bien un groupe amino; R5 et hydrogène, un groupe hydroxy, un groupe alkoxy, un groupe alkyle (qui peut être substitué), ou bien une moitié d'hydrate de carbone; R6 et R7 sont dans chaque cas hydrogène, halogène, ou un groupe alkyle; R8 et un groupe -CH2X1, un groupe -CO2-M+, où M+ est un ion métal; un groupe -CO2R10, où R10 est hydrogène ou un groupe alkyle (qui peut être substitué); un groupe -CONR'R'', où R' et R'' sont hydrogène ou des groupes alkyles (qui peuvent être substitués); R9 est un groupe -CR11R12X2, un groupe -CO2-M+, où M+ est un ion métal; un groupe -CO2R13 où R11, R12 et R13 sont dans chaque cas hydrogène ou un groupe alkyle (qui peut être substitué); un groupe -CONR'R'', où R'et R'' sont dans chaque cas hydrogène ou un groupe alkyle (qui peut être substitué); et X1 et X2 (lorsqu'ils sont présents) sont hydrogène, ou des groupes sélectionnés parmi OH, OR, -OC=OR, -OCO2R, -OC=ONRR, SH, SR, -SC=OR, -SC=SR, -SCO2R, -SC=SOR, -SC-ONRR, -SC-SNRR, et -NRR [où R est hydrogène, un groupe alkyle (qui peut être substitué), ou un groupe aryle (qui peut être substitué)], -OSOR, -OSO2R et OP(OR)2 [où R est hydrogène, un groupe alkyle (qui peut être substitué), un groupe aryle (qui peut être substitué), où une moitié d'hydrate de carbone]; et X1 et X2 peuvent être identiques ou différents. Des composés préférés et leurs procédés de fabrication sont décrits.
PCT/GB1987/000253 1986-04-17 1987-04-15 Composes d'indoloquinone Ceased WO1987006227A2 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
AT87902608T ATE82961T1 (de) 1986-04-17 1987-04-15 Indochinon-verbindungen.
JP62502324A JPH0819095B2 (ja) 1986-04-17 1987-04-15 インドロキノン化合物
DK659887A DK171079B1 (da) 1986-04-17 1987-12-16 Indoloquinonforbindelser og fremgangsmåder til deres fremstilling samt lægemiddel med indhold deraf

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
GB8609369 1986-04-17
GB868609369A GB8609369D0 (en) 1986-04-17 1986-04-17 Indoloquinone compounds
GB8615383 1986-06-24
GB868615383A GB8615383D0 (en) 1986-06-24 1986-06-24 Pathways to bioactive indoletype compounds
GB8629049 1986-12-04
GB868629049A GB8629049D0 (en) 1986-12-04 1986-12-04 Indoloquinone compounds

Publications (2)

Publication Number Publication Date
WO1987006227A2 WO1987006227A2 (fr) 1987-10-22
WO1987006227A3 true WO1987006227A3 (fr) 1988-01-28

Family

ID=27262993

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB1987/000253 Ceased WO1987006227A2 (fr) 1986-04-17 1987-04-15 Composes d'indoloquinone

Country Status (8)

Country Link
US (1) US5079257A (fr)
EP (1) EP0302874B1 (fr)
JP (1) JPH0819095B2 (fr)
AT (1) ATE82961T1 (fr)
AU (1) AU615877B2 (fr)
DE (1) DE3782938T2 (fr)
DK (1) DK171079B1 (fr)
WO (1) WO1987006227A2 (fr)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1990008135A1 (fr) * 1989-01-12 1990-07-26 Vsesojuzny Nauchno-Issledovatelsky Khimiko-Farmatsevtichesky Institut Imeni S.Ordzhonikidze (Vnikhfi) Monohydrate d'hydrochlorure d'acide ethyle ester 6-brome-5-hydroxy-4-dimethyle-aminomethyle-1-methyle-2-phenylthiomethyle indole-3-carboxylique, son procede d'obtention et preparation pharmaceutique presentant une activite antivirale, de stimulation d'interferon et d'immunomodulation basee sur ledit compose
JPH0616628A (ja) * 1992-04-07 1994-01-25 Kyowa Hakko Kogyo Co Ltd インドール誘導体
WO1997023456A1 (fr) * 1995-12-21 1997-07-03 British Technology Group Ltd. Derives d'indoloquinone utilises comme agents bioreducteurs
ATE493126T1 (de) * 2001-11-01 2011-01-15 Spectrum Pharmaceuticals Inc Medizinische zusammensetzungen zur intravesikalen behandlung von blasenkrebs
US8563592B2 (en) 2001-11-01 2013-10-22 Spectrum Pharmaceuticals, Inc. Bladder cancer treatment and methods
CA2516078C (fr) * 2003-02-28 2014-04-29 Oxigene, Inc. Compositions de catechol et leur utilisation
AU2006230582A1 (en) * 2005-03-31 2006-10-05 Spectrum Pharmaceuticals, Inc. Indoloquinone tumor radiation sensitization
WO2014062856A1 (fr) 2012-10-16 2014-04-24 Halozyme, Inc. Hypoxie et hyaluronane et leurs marqueurs pour le diagnostic et la surveillance de maladies et de pathologies, et méthodes associées

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3265698A (en) * 1964-08-07 1966-08-09 American Cyanamid Co Novel substituted 3-(alpha-carbamoyloxy-lower alkyl)-4, 7-indoloquinones
GB1087325A (en) * 1963-10-11 1967-10-18 American Cyanamid Co Novel 3-substituted-4,7-indoloquinones and methods of preparing the same

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1087325A (en) * 1963-10-11 1967-10-18 American Cyanamid Co Novel 3-substituted-4,7-indoloquinones and methods of preparing the same
US3265698A (en) * 1964-08-07 1966-08-09 American Cyanamid Co Novel substituted 3-(alpha-carbamoyloxy-lower alkyl)-4, 7-indoloquinones

Also Published As

Publication number Publication date
EP0302874A1 (fr) 1989-02-15
JPH01502906A (ja) 1989-10-05
US5079257A (en) 1992-01-07
EP0302874B1 (fr) 1992-12-02
AU615877B2 (en) 1991-10-17
DK171079B1 (da) 1996-05-28
DK659887A (da) 1988-02-15
WO1987006227A2 (fr) 1987-10-22
DE3782938D1 (de) 1993-01-14
ATE82961T1 (de) 1992-12-15
JPH0819095B2 (ja) 1996-02-28
DE3782938T2 (de) 1993-10-21
DK659887D0 (da) 1987-12-16
AU7236187A (en) 1987-11-09

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