GB904067A - Steroids - Google Patents

Steroids

Info

Publication number
GB904067A
GB904067A GB14154/59A GB1415459A GB904067A GB 904067 A GB904067 A GB 904067A GB 14154/59 A GB14154/59 A GB 14154/59A GB 1415459 A GB1415459 A GB 1415459A GB 904067 A GB904067 A GB 904067A
Authority
GB
United Kingdom
Prior art keywords
pregn
acyl
cyano
derivatives
ethylene glycol
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
GB14154/59A
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.)
Gruppo Lepetit SpA
Original Assignee
Lepetit SpA
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 Lepetit SpA filed Critical Lepetit SpA
Publication of GB904067A publication Critical patent/GB904067A/en
Expired legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0034—Urogenital system, e.g. vagina, uterus, cervix, penis, scrotum, urethra, bladder; Personal lubricants
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/15—Six-membered rings
    • C07D285/16—Thiadiazines; Hydrogenated thiadiazines
    • C07D285/18—1,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines
    • C07D285/20—1,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines condensed with carbocyclic rings or ring systems
    • C07D285/22—1,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D285/24—1,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with oxygen atoms directly attached to the ring sulfur atom
    • C07D285/26—1,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with oxygen atoms directly attached to the ring sulfur atom substituted in position 6 or 7 by sulfamoyl or substituted sulfamoyl radicals
    • C07D285/30—1,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with oxygen atoms directly attached to the ring sulfur atom substituted in position 6 or 7 by sulfamoyl or substituted sulfamoyl radicals with hydrocarbon radicals, substituted by hetero atoms, attached in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J17/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Dermatology (AREA)
  • Gynecology & Obstetrics (AREA)
  • Reproductive Health (AREA)
  • Urology & Nephrology (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises compounds having the formulae <FORM:0904067/IV (b)/1> and <FORM:0904067/IV (b)/2> <FORM:0904067/IV (b)/3> and <FORM:0904067/IV (b)/4> <FORM:0904067/IV (b)/5> wherein R is an alkyl group having 1-8 carbon atoms and Z is 0 or (OH)CN, and a process for the preparation of these compounds which comprises hydrogenating progesterone 20-ethylene glycol ketal to produce 5b -pregnane-3,20-dione 20-ethylene glycol ketal, converting the latter compound into the two corresponding epimeric 3-cyanohydrins, converting the 3-cyanohydrin derivatives into the 3-cyano-5b -pregn-2-en-20-one 20-ethylene glycol ketal and 3-cyano-5b -pregn-3-en-20-one 20-ethylene glycol ketal and then converting the two isomeric 3-cyano derivatives into the 3-acyl-5b -pregn-2-en-20-one and 3-acyl-5b -pregn-3-en-20-one by reacting the mixture of the said isomeric 3-cyano derivatives with an alkyl magnesium halide, hydrolysing the resulting reaction mixture with a dilute mineral acid and separating the mixture of the isomers 3-acyl-5b -pregn-2-en-20-one and 3 - acyl-5b -pregn-3-en-20-one thus obtained. Alternatively the mixture of the said isomeric 3-cyano derivatives is separated and the components converted into the corresponding 3-acyl derivatives.
GB14154/59A 1958-05-26 1959-04-24 Steroids Expired GB904067A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US73748258A 1958-05-26 1958-05-26

Publications (1)

Publication Number Publication Date
GB904067A true GB904067A (en) 1962-08-22

Family

ID=24964102

Family Applications (1)

Application Number Title Priority Date Filing Date
GB14154/59A Expired GB904067A (en) 1958-05-26 1959-04-24 Steroids

Country Status (2)

Country Link
FR (1) FR156M (en)
GB (1) GB904067A (en)

Also Published As

Publication number Publication date
FR156M (en) 1961-02-13

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