GB1277759A - Gona-3,5-dienes - Google Patents

Gona-3,5-dienes

Info

Publication number
GB1277759A
GB1277759A GB3816969A GB3816969A GB1277759A GB 1277759 A GB1277759 A GB 1277759A GB 3816969 A GB3816969 A GB 3816969A GB 3816969 A GB3816969 A GB 3816969A GB 1277759 A GB1277759 A GB 1277759A
Authority
GB
United Kingdom
Prior art keywords
enol
ones
steroids
alkyl
prepared
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
GB3816969A
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.)
Wyeth LLC
Original Assignee
American Home Products Corp
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 American Home Products Corp filed Critical American Home Products Corp
Publication of GB1277759A publication Critical patent/GB1277759A/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
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/565—Compounds 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
    • A61K31/567—Compounds 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
    • A—HUMAN NECESSITIES
    • A47—FURNITURE; DOMESTIC ARTICLES OR APPLIANCES; COFFEE MILLS; SPICE MILLS; SUCTION CLEANERS IN GENERAL
    • A47F—SPECIAL FURNITURE, FITTINGS, OR ACCESSORIES FOR SHOPS, STOREHOUSES, BARS, RESTAURANTS OR THE LIKE; PAYING COUNTERS
    • A47F3/00—Show cases or show cabinets
    • A47F3/12—Clamps or other devices for supporting, fastening, or connecting glass plates, panels or the like
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/565—Compounds 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
    • A61K31/566—Compounds 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 having an oxo group in position 17, e.g. estrone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone

Landscapes

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

Abstract

1277759 3-Cyclopentyloxy-#<SP>3</SP>'<SP>5</SP>-storoids AMERICAN HOME PRODUCTS CORP 30 July 1969 [15 Oct 1968 21 April 1969 (2)] 38169/69 Heading C2U Novel steroids of the formula (wherein R is C 2-20 alkyl; R<SP>1</SP>, R<SP>2</SP>, R<SP>3</SP> and R<SP>4</SP> are each H or CH 3 ; and R<SP>6</SP> is H or COR<SP>5</SP> where R<SP>5</SP> is C 1-10 alkyl, C 3-6 cycloalkyl or monocyclic aryl- C 1-6 alkyl) are prepared (1) by enol acylation of the corresponding 17#-hydroxy-#<SP>4</SP>-3-ones followed by treatment of the products with cyclopentanol in presence of an acid catalyst to give the required steroids wherein R<SP>6</SP> is COR<SP>5</SP>; or (2) by enol etherification of the corresponding 17#-acyloxy-#<SP>4</SP>-3-ones using cyclopentanol, cyclopentyl orthoformate or a dicyclopentyl ketal of a ketone in the presence of an acid catalyst, or by a similar process using as the starting material a 3-enol ester or -enol ether; or (3) by ethynylation of the corresponding 17-ones, prepared in turn from the corresponding #<SP>3,5</SP>-3-enol esters, these being prepared by acylation of the #<SP>4</SP>-3-ones. The products of these processes may be d-steroids or these in admixture with lsteroids e.g. racemates. The novel steroids are progestational agents and may be made up into pharmaceutical compositions with suitable carriers. They may be used, among other things, for preventing conception. Specifications 1,041,278, 1,191,347, 1,103,205 and 1,277,760 are referred to. Reference has been directed by the Comptroller to Specification 1,041,278.
GB3816969A 1968-10-15 1969-07-30 Gona-3,5-dienes Expired GB1277759A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US76780968A 1968-10-15 1968-10-15
US81812669A 1969-04-21 1969-04-21
US81811969A 1969-04-21 1969-04-21

Publications (1)

Publication Number Publication Date
GB1277759A true GB1277759A (en) 1972-06-14

Family

ID=27419641

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3816969A Expired GB1277759A (en) 1968-10-15 1969-07-30 Gona-3,5-dienes

Country Status (2)

Country Link
DE (1) DE1966504A1 (en)
GB (1) GB1277759A (en)

Also Published As

Publication number Publication date
DE1966504A1 (en) 1973-02-08

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Legal Events

Date Code Title Description
PS Patent sealed
PE20 Patent expired after termination of 20 years