GB1348186A - 17alpha-propadienyl steroids - Google Patents

17alpha-propadienyl steroids

Info

Publication number
GB1348186A
GB1348186A GB993171*[A GB993171A GB1348186A GB 1348186 A GB1348186 A GB 1348186A GB 993171 A GB993171 A GB 993171A GB 1348186 A GB1348186 A GB 1348186A
Authority
GB
United Kingdom
Prior art keywords
prepared
steroids
compounds
ketals
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.)
Expired
Application number
GB993171*[A
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.)
Sandoz AG
Original Assignee
Sandoz AG
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 Sandoz AG filed Critical Sandoz AG
Publication of GB1348186A publication Critical patent/GB1348186A/en
Expired legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/56Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/565Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
    • A61K31/567Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol substituted in position 17 alpha, e.g. mestranol, norethandrolone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/56Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J1/00Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane

Landscapes

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

Abstract

1348186 17α-Propadienyl-steroids SANDOZ Ltd 19 April 1971 [24 April 1970] 9931/71 Heading C2U [Also in Division A5] Novel steroids of the formula (wherein R is CH 3 , C 2 H 5 or n-C 3 H 7 ) are prepared (1) by dehydrogenation of the corresponding #<SP>5(10),9(11)</SP>-steroids using a suitable quinone; or (2) by acid hydrolysis of the corresponding 3-ketals. Starting materials of the formula are prepared by acid hydrolysis of the corresponding 3-ketals. These ketals and the starting materials of the formula (where K is a ketal function) are prepared by reacting the corresponding 17-ones with compounds P-C#C-CH 2 NR 1 R 2 (wherein P is an active metal or metal halide radical and R 1 and R 2 are each C 1-3 alkyl or NR 1 R 2 is pyrrolidino, piperidino or homopiperidino) to form the corresponding 17α - (C#C-CH 2 -NR 1 R 2 )- 17#-ols (which may also be prepared from the corresponding 17α-ethynyl compounds and compounds HO-CH 2 -NR 1 R 2 , the ethynyl compounds being in turn prepared from the 17-ones), quaternizing these with a reagent R 3 X (wherein R 3 is C 1-3 alkyl and X is the residue of a mineral acid other than HF or of an alkyl- or aromaticsulphonic acid) and reducing the quaternary derivatives with a hydride ion source. Reference has been directed by the Comptroller to Specification 1,310,611.
GB993171*[A 1970-04-24 1971-04-19 17alpha-propadienyl steroids Expired GB1348186A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US3178270A 1970-04-24 1970-04-24

Publications (1)

Publication Number Publication Date
GB1348186A true GB1348186A (en) 1974-03-13

Family

ID=21861362

Family Applications (1)

Application Number Title Priority Date Filing Date
GB993171*[A Expired GB1348186A (en) 1970-04-24 1971-04-19 17alpha-propadienyl steroids

Country Status (11)

Country Link
AT (1) ATA353071A (en)
AU (1) AU2810571A (en)
BE (1) BE766148A (en)
CA (1) CA945141A (en)
CS (1) CS155974B2 (en)
DE (1) DE2119328A1 (en)
ES (1) ES390456A1 (en)
FR (1) FR2092083B1 (en)
GB (1) GB1348186A (en)
NL (1) NL7105446A (en)
ZA (2) ZA712601B (en)

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL127071C (en) * 1964-12-31
IL34228A (en) * 1969-04-18 1975-04-25 Syntex Corp The preparation of 17alpha-propadienyl steroids and novel 17alpha-(3-substituted propynyl)steroidal intermediates

Also Published As

Publication number Publication date
FR2092083A1 (en) 1972-01-21
CA945141A (en) 1974-04-09
BE766148A (en) 1971-10-22
ZA712643B (en) 1972-11-29
ES390456A1 (en) 1974-07-01
FR2092083B1 (en) 1974-08-23
AU2810571A (en) 1972-10-26
DE2119328A1 (en) 1971-11-11
CS155974B2 (en) 1974-06-24
NL7105446A (en) 1971-10-26
ZA712601B (en) 1972-11-29
ATA353071A (en) 1975-02-15

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees