GB1333332A - Trihydroxy-oestratriene derivatives and a process for their manufacture - Google Patents

Trihydroxy-oestratriene derivatives and a process for their manufacture

Info

Publication number
GB1333332A
GB1333332A GB1042971*[A GB1042971A GB1333332A GB 1333332 A GB1333332 A GB 1333332A GB 1042971 A GB1042971 A GB 1042971A GB 1333332 A GB1333332 A GB 1333332A
Authority
GB
United Kingdom
Prior art keywords
methyl
cyclopentyloxy
prepared
give
estratrienes
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
GB1042971*[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.)
Novartis AG
Original Assignee
Ciba Geigy 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 Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of GB1333332A publication Critical patent/GB1333332A/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
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K20/00—Accessory food factors for animal feeding-stuffs
    • A23K20/10—Organic substances
    • A23K20/168—Steroids
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K20/00—Accessory food factors for animal feeding-stuffs
    • A23K20/10—Organic substances
    • A23K20/184—Hormones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J51/00—Normal steroids with unmodified cyclopenta(a)hydrophenanthrene skeleton not provided for in groups C07J1/00 - C07J43/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Health & Medical Sciences (AREA)
  • Food Science & Technology (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Animal Husbandry (AREA)
  • Endocrinology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Steroid Compounds (AREA)

Abstract

1333332 3 - Cyclopentylethers of steroid triols and their esters CIBA-GEIGY AG 21 April 1971 [24 April 1970 (2)] 10429/71 Heading C2U Novel steroids of the formula and their 16,17-diacetates are prepared (1) by etherification of the corresponding 3-ols or metal derivatives thereof, using a reactive derivative of cyclopentanol or (2) by reduction of 3-cyclopentyloxy - 17 - acyloxy - 7α - methyl - 16α, 17α- epoxy - #<SP>135,,(10)</SP> - estratrienes (prepared from 7α - methyl - estrone via its 3-cyclopentyl ether and a 17-enol-acrylate thereof), to give a mixture of the 2 epimeric diols; or (3) by treatment of 3 - cyclopentyloxy - 7α - methyl - #<SP>1,3,5(10),16</SP>- estratetraene (prepared by etherification of the 3-ol) with OsO 4 to give the 16α,17α-diol; or (4) by reduction of 3-cyclopentyloxy-7α-methyl- 16α - acryloxy - 17 - oxo - #<SP>1,3,5(10)</SP> - estratrienes, to give the 16α,17#-diol. Resulting free ols may be acetylated. In (1), in addition to the 16, 17-diols and their acetates, other 16, 17- diacylates may be used, in which case the products must subsequently be hydrolysed. 3 - Cyclopentyloxy - 7α - methyl - 16α - acetoxy- 17 - oxo - #<SP>1,3,5(10)</SP> - estratriene is prepared by the action of mild acid on 3-cyclopentyloxy 7α - methyl - 17 - acetoxy - 16α,17α - epoxy- #<SP>1,3,5(10)</SP>-estratriene. The novel steroids are stated to possess uterotropic, estrogenic and blastocyte implantation inhibiting properties, and they may be made up into pharmaceutical compositions with suitable carriers.
GB1042971*[A 1970-04-24 1971-04-21 Trihydroxy-oestratriene derivatives and a process for their manufacture Expired GB1333332A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH622070A CH540243A (en) 1970-04-24 1970-04-24 Process for the production of a new, highly estrogenic steroid

Publications (1)

Publication Number Publication Date
GB1333332A true GB1333332A (en) 1973-10-10

Family

ID=4306174

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1042971*[A Expired GB1333332A (en) 1970-04-24 1971-04-21 Trihydroxy-oestratriene derivatives and a process for their manufacture

Country Status (4)

Country Link
AT (1) AT312827B (en)
CH (2) CH540243A (en)
CS (1) CS157121B2 (en)
GB (1) GB1333332A (en)

Also Published As

Publication number Publication date
SU437279A3 (en) 1974-07-25
AT312827B (en) 1974-01-25
CS157121B2 (en) 1974-08-23
CH536296A (en) 1973-04-30
CH540243A (en) 1973-08-15

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee