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GB1202914A - 9,11-epoxy-13-alkylgona-1,3,5(10)-trien-8-ols, 11-oxygenated-13-alkylgona-1,3,5(10),8-tetraenes and related compounds - Google Patents

9,11-epoxy-13-alkylgona-1,3,5(10)-trien-8-ols, 11-oxygenated-13-alkylgona-1,3,5(10),8-tetraenes and related compounds

Info

Publication number
GB1202914A
GB1202914A GB4547267A GB4547267A GB1202914A GB 1202914 A GB1202914 A GB 1202914A GB 4547267 A GB4547267 A GB 4547267A GB 4547267 A GB4547267 A GB 4547267A GB 1202914 A GB1202914 A GB 1202914A
Authority
GB
United Kingdom
Prior art keywords
group
alkylgona
ols
novel
tetraenes
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
GB4547267A
Inventor
Reinhardt Peter Stein
George Carroll Buzby
Robert Conrad Smith
Herchel Smith
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 GB1202914A publication Critical patent/GB1202914A/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
    • 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

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

1,202,914. Gona -1,3,5(10) - trienes and -1,3, 5(10),8 - tetraenes. AMERICAN HOME PRODUCTS CORP. 5 Oct., 1967 [10 Oct., 1966; 9 Nov., 1966; 8 May, 1967], No. 45472/67. Heading C2U. [Also in Division A5] Novel 9, 11 - epoxy - 13 - alkylgona - 1,3,5(10)- trien - 8 - ols are prepared by epoxidation of 13 - alkylgona - 1,3,5(10),8 - tetraenes or of 13 - alkylgona - 1,3,5(10),9(11) - tetraen - 8 - ols, and are converted under acidic conditions to 13 - alkylgona - 1,3,5(10),8 - tetraen - 11 - ones (most of which are novel), or, at elevated temperatures, to the corresponding novel 14# - epimers, also produced by epimerization of the 14α - compounds with acid or base. These tetraene products can be selectively reduced to the corresponding 1,3,5(10) - trienes (which are novel when they are 14# - compounds) before or after conversion to other 11-oxygenated compounds e.g. ketals or ols or their acylatos, if desired? In the tetraene or triene products a 17-OH group may be oxidized, esterified or etherified or a 17-oxo group may be reduced, ketalized, thioketalized or reacted with an organo-metallic reagent (to introduce an organic group at position -17 trans to the 13 - alkyl group with consequent formation of a 17-OH group cis to the 13 - alkyl group) or a 17 - ester group may be hydrolysed or a 17-ether group may be de-etherified, or a 17-ketalized or - thioketalized oxo group may be hydrolysed to a keto group. A11 these steriods may have the normal d- or the enantiomeric l-configuration or may be mixtures thereof e.g. racemates. Specification 1,196,643 is referred to.
GB4547267A 1966-10-10 1967-10-05 9,11-epoxy-13-alkylgona-1,3,5(10)-trien-8-ols, 11-oxygenated-13-alkylgona-1,3,5(10),8-tetraenes and related compounds Expired GB1202914A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US58533966A 1966-10-10 1966-10-10
US59305966A 1966-11-09 1966-11-09
US63669367A 1967-05-08 1967-05-08

Publications (1)

Publication Number Publication Date
GB1202914A true GB1202914A (en) 1970-08-19

Family

ID=27416453

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4547267A Expired GB1202914A (en) 1966-10-10 1967-10-05 9,11-epoxy-13-alkylgona-1,3,5(10)-trien-8-ols, 11-oxygenated-13-alkylgona-1,3,5(10),8-tetraenes and related compounds

Country Status (3)

Country Link
DE (1) DE1643595C3 (en)
FR (2) FR1561112A (en)
GB (1) GB1202914A (en)

Also Published As

Publication number Publication date
DE1643595B2 (en) 1973-07-26
DE1643595C3 (en) 1974-02-21
FR1561112A (en) 1969-02-17
DE1643595A1 (en) 1972-06-08
FR7825M (en) 1970-05-25

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Legal Events

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