GB1055927A - 24-nor-5-ß-cholane steroids - Google Patents

24-nor-5-ß-cholane steroids

Info

Publication number
GB1055927A
GB1055927A GB3723866A GB3723866A GB1055927A GB 1055927 A GB1055927 A GB 1055927A GB 3723866 A GB3723866 A GB 3723866A GB 3723866 A GB3723866 A GB 3723866A GB 1055927 A GB1055927 A GB 1055927A
Authority
GB
United Kingdom
Prior art keywords
compound
carboxy
oic
general formula
acid
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
Application number
GB3723866A
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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf SA
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 FR926732A external-priority patent/FR1453206A/en
Application filed by Roussel Uclaf SA filed Critical Roussel Uclaf SA
Publication of GB1055927A publication Critical patent/GB1055927A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J9/00Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
    • C07J9/005Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane containing a carboxylic function directly attached or attached by a chain containing only carbon atoms to the cyclopenta[a]hydrophenanthrene skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J41/00Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/0055Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 the 17-beta position being substituted by an uninterrupted chain of at least three carbon atoms which may or may not be branched, e.g. cholane or cholestane derivatives, optionally cyclised, e.g. 17-beta-phenyl or 17-beta-furyl derivatives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J41/00Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/0055Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 the 17-beta position being substituted by an uninterrupted chain of at least three carbon atoms which may or may not be branched, e.g. cholane or cholestane derivatives, optionally cyclised, e.g. 17-beta-phenyl or 17-beta-furyl derivatives
    • C07J41/0061Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 the 17-beta position being substituted by an uninterrupted chain of at least three carbon atoms which may or may not be branched, e.g. cholane or cholestane derivatives, optionally cyclised, e.g. 17-beta-phenyl or 17-beta-furyl derivatives one of the carbon atoms being part of an amide group
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J41/00Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/0094Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 containing nitrile radicals, including thiocyanide radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Steroid Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Novel 24-nor-5b -cholane steroids of the general formula <FORM:1055927/C2/1> in which R represents a hydrogen atom or the acyl radical of a carboxylic acid, Z is the oxygen atom of a keto group, or a hydroxy group and a hydrogen atom, or two hydrogen atoms and R1 represents any one of the groups <FORM:1055927/C2/2> (where R2 is an alkyl residue) are obtained by treating a compound of the general formula <FORM:1055927/C2/3> (wherein Y represents =O or two hydrogen atoms and R3 is an iodine atom or the mesyloxy group) with an alkali metal cyanide to form the corresponding 21,22-dicyano compound which may be hydrolysed to form the corresponding 21-carboxy-23-oic compound. The 21,22-diacid ester may be obtained by subjecting a 20-carboxy-21-oic acid to the action of a chlorinating agent to form the corresponding 21,21-di-(acid chloride) which is condensed with diazomethane to form the corresponding bisdiazo derivative and the latter reacted with an alcohol R2OH. Hydrolysis of the diacid ester yields the corresponding 21-carboxy-23-oic acid compound. missing page 176
GB3723866A 1963-03-04 1964-03-04 24-nor-5-ß-cholane steroids Expired GB1055927A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR926732A FR1453206A (en) 1963-03-04 1963-03-04 Diamino steroids and method of preparation
FR933956A FR2810M (en) 1963-03-04 1963-05-07 New drug in particular for the treatment of spasms of coronary or visceral origin.

Publications (1)

Publication Number Publication Date
GB1055927A true GB1055927A (en) 1967-01-18

Family

ID=26200070

Family Applications (2)

Application Number Title Priority Date Filing Date
GB921064A Expired GB1055926A (en) 1963-03-04 1964-03-04 A novel class of steroid compounds
GB3723866A Expired GB1055927A (en) 1963-03-04 1964-03-04 24-nor-5-ß-cholane steroids

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB921064A Expired GB1055926A (en) 1963-03-04 1964-03-04 A novel class of steroid compounds

Country Status (3)

Country Link
CH (1) CH429719A (en)
DK (1) DK115471B (en)
GB (2) GB1055926A (en)

Also Published As

Publication number Publication date
GB1055926A (en) 1967-01-18
DK115471B (en) 1969-10-13
CH429719A (en) 1967-02-15

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