GB990365A - Cyclopenteno derivatives of the androstene, ª‡-androstane and ª‰-androstane series and process for their manufacture - Google Patents

Cyclopenteno derivatives of the androstene, ª‡-androstane and ª‰-androstane series and process for their manufacture

Info

Publication number
GB990365A
GB990365A GB2119061A GB2119061A GB990365A GB 990365 A GB990365 A GB 990365A GB 2119061 A GB2119061 A GB 2119061A GB 2119061 A GB2119061 A GB 2119061A GB 990365 A GB990365 A GB 990365A
Authority
GB
United Kingdom
Prior art keywords
iso
acetyl
dione
androstane
androstene
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
GB2119061A
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.)
Hoechst AG
Original Assignee
Hoechst AG
Farbwerke Hoechst 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 Hoechst AG, Farbwerke Hoechst AG filed Critical Hoechst AG
Publication of GB990365A publication Critical patent/GB990365A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises 16,17-cyclopentenosteroids of the general formula <FORM:0990365/C2/1> (in which X represents hydrogen, hydroxy or acyloxy and A and B together with the nucleus D represent an adrostane or androstene residue) and also their preparation by treating a compound of the general formula <FORM:0990365/C2/2> with a basic condensation agent, particularly an alkali metal hydroxide, carbonate or alcoholate, and esterifying any hydroxyl groups as required. The compounds may contain additional substituents in the steroid nucleus, e.g. methyl groups in the 2- and/or 6-position, halogens in the 6- or 9-position, or hydroxy or keto in the 11-position. Specified starting materials include 16b - acetyl - D 5 - iso pregnen - 3b - ol - 20 - one, 16b - acetyl - D 4 - iso pregnene - 3,20 - dione, 16b - acetyl - iso pregnane - 3,20 - dione, 16b -acetyl - iso allopregnane - 3,20 - dione and the diformate and dibenzoate of 16b -hydroxyacetyl-D 5-iso pregnen-3b -ol-20-one. The new compounds exhibit anti-aldosterone activity and diuretic properties and may be formulated for administration orally or parenterally, e.g. as oily suspensions, crystalline suspensions, solutions, capsules, or tablets. The 16b -acetyl and acyloxyacetyl iso-pregnanes used as starting materials are prepared by reacting the corresponding 3-acyloxy-16-carboxylic acid halides with diazomethane, treating the diazoketone obtained with hydrogen halide and subjecting them to acid hydrolysis or reacting them with carboxylic acids.
GB2119061A 1960-06-11 1961-06-12 Cyclopenteno derivatives of the androstene, ª‡-androstane and ª‰-androstane series and process for their manufacture Expired GB990365A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF31434A DE1146877B (en) 1960-06-11 1960-06-11 Process for the preparation of 3'-keto -? - cyclopenteno (1 ', 2': 16, 17) derivatives of the androstene and 5ª ‰ -androstane series

Publications (1)

Publication Number Publication Date
GB990365A true GB990365A (en) 1965-04-28

Family

ID=7094194

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2119061A Expired GB990365A (en) 1960-06-11 1961-06-12 Cyclopenteno derivatives of the androstene, ª‡-androstane and ª‰-androstane series and process for their manufacture

Country Status (3)

Country Link
CH (1) CH389596A (en)
DE (1) DE1146877B (en)
GB (1) GB990365A (en)

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2387587A (en) * 1939-01-04 1945-10-23 Hunsdiecker Heinz Process of manufacturing cyclopentenone derivatives

Also Published As

Publication number Publication date
DE1146877B (en) 1963-04-11
CH389596A (en) 1965-03-31

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