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GB2012260A - 4-desacetoxy-4 alpha -hydroxyindole- dihydroindoles, pharmaceutical formulations containing them and their use as antimitotic agents - Google Patents

4-desacetoxy-4 alpha -hydroxyindole- dihydroindoles, pharmaceutical formulations containing them and their use as antimitotic agents

Info

Publication number
GB2012260A
GB2012260A GB7843032A GB7843032A GB2012260A GB 2012260 A GB2012260 A GB 2012260A GB 7843032 A GB7843032 A GB 7843032A GB 7843032 A GB7843032 A GB 7843032A GB 2012260 A GB2012260 A GB 2012260A
Authority
GB
United Kingdom
Prior art keywords
alpha
antimitotic agents
dihydroindoles
desacetoxy
hydroxyindole
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.)
Granted
Application number
GB7843032A
Other versions
GB2012260B (en
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.)
Eli Lilly and Co
Original Assignee
Eli Lilly and Co
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 US05/848,837 external-priority patent/US4122082A/en
Priority claimed from US05/890,422 external-priority patent/US4195022A/en
Application filed by Eli Lilly and Co filed Critical Eli Lilly and Co
Publication of GB2012260A publication Critical patent/GB2012260A/en
Application granted granted Critical
Publication of GB2012260B publication Critical patent/GB2012260B/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D519/00Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
    • C07D519/04Dimeric indole alkaloids, e.g. vincaleucoblastine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Novel compounds of the formula <IMAGE> wherein R<2> is CH3 or CHO; when taken singly R<5> is H and one of R<3> and R<4> is OH or H and the other is C2H5, and when taken together R<4> and R<5> form an alpha - epoxide ring and R<3> is C2H5; when taken together R<6> is H and R<7> is OR' and when taken together R<6> and R<7> are oxo; R<1> is H or acetyl and R is OCH3 or NHNH2 with the proviso that if R is NHNH2, R' is H; and pharmaceutically acceptable acid addition salts thereof, which may be prepared by oxidation of the 4 beta - hydroxy compound optionally followed by modification of the oxo group formed, are useful as antimitotic agents.
GB7843032A 1977-11-07 1978-11-02 4-desacetoxy 4 hydroxyindole dihydroindoles pharmaceutical formulations containing them and their use as antimitotic agents Expired GB2012260B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US05/848,837 US4122082A (en) 1977-11-07 1977-11-07 4-Desacetoxy-4-oxovinblastine
US05/890,422 US4195022A (en) 1978-03-27 1978-03-27 4-Desacetoxy-4α-hydroxyvinblastine and related compounds

Publications (2)

Publication Number Publication Date
GB2012260A true GB2012260A (en) 1979-07-25
GB2012260B GB2012260B (en) 1982-11-03

Family

ID=27126805

Family Applications (2)

Application Number Title Priority Date Filing Date
GB8200664A Expired GB2089806B (en) 1977-11-07 1978-11-02 4-desacetoxy-oxo-indole-dyhydroindole intermediates
GB7843032A Expired GB2012260B (en) 1977-11-07 1978-11-02 4-desacetoxy 4 hydroxyindole dihydroindoles pharmaceutical formulations containing them and their use as antimitotic agents

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB8200664A Expired GB2089806B (en) 1977-11-07 1978-11-02 4-desacetoxy-oxo-indole-dyhydroindole intermediates

Country Status (11)

Country Link
JP (1) JPS5473796A (en)
AR (1) AR227620A1 (en)
CH (1) CH638814A5 (en)
DK (1) DK147302C (en)
FR (1) FR2407935A1 (en)
GB (2) GB2089806B (en)
HU (1) HU184623B (en)
IE (1) IE47489B1 (en)
IL (1) IL55865A (en)
IT (1) IT1100920B (en)
LU (1) LU80474A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4602909A (en) * 1982-02-09 1986-07-29 Richter Gedeon Vegyeszeti Gyar Rt Iontophoresis intermediary material and contact solution for the treatment of chronic pain syndromes

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2894966B1 (en) * 2005-12-20 2008-03-14 Pierre Fabre Medicament Sa NEW CRYSTALLINE FORM OF VINFLUNINE
USD973040S1 (en) * 2020-11-06 2022-12-20 Lite-On Electronics (Guangzhou) Limited Antenna monitoring tool box

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4602909A (en) * 1982-02-09 1986-07-29 Richter Gedeon Vegyeszeti Gyar Rt Iontophoresis intermediary material and contact solution for the treatment of chronic pain syndromes

Also Published As

Publication number Publication date
JPS5473796A (en) 1979-06-13
GB2012260B (en) 1982-11-03
AR227620A1 (en) 1982-11-30
HU184623B (en) 1984-09-28
FR2407935B1 (en) 1981-06-26
IT7829435A0 (en) 1978-11-03
LU80474A1 (en) 1979-03-19
IL55865A (en) 1982-11-30
GB2089806A (en) 1982-06-30
GB2089806B (en) 1982-11-24
IE782189L (en) 1979-05-07
DK147302B (en) 1984-06-12
IL55865A0 (en) 1979-01-31
FR2407935A1 (en) 1979-06-01
IE47489B1 (en) 1984-04-04
DK494178A (en) 1979-05-08
IT1100920B (en) 1985-09-28
CH638814A5 (en) 1983-10-14
DK147302C (en) 1985-01-02

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee