Long-acting contraceptive agents: bile acid esters of norethisterone.

Abstract:

:The synthesis of the esters of norethisterone (17 alpha-ethynyl-17 beta-hydroxyestr-4-en-3-one) with three bile acids and of the cholesteryl carbonate of norethisterone are described. :This article reports the synthesis of the esters of norethisterone (17 alpha-ethynl-17beta-hydroxyestr-4-en-3-one) with 3 bile acids and of the cholesteryl carbonate of norethisterone. The compounds were prepared by reacting the thallium salt of norethisterone with an acid chloride in an organic solvent. Compounds prepared included: t-butyl dimethylsilyl ether of 3alpha-formyloxy-5beta-cholan-24oic acid; 3alpha-formyloxy-5beta-cholan-24-oic acid chloride; norethisterone ester of 3alpha-formyloxy-5beta-cholan-24-oic acid; norethisterone ester of 3alpha-formyloxy-5 beta-cholan-24-oic acid; norethisterone ester of 3alpha, 12alpha-diformyloxy-5beta-cholan-24-oic acid; norethisterone ester of 3 alpha, 7alpha, 12alpha-triformyloxy-5 beta-cholan-24-oic acid; norethisterone ester of 3 beta-acetoxypregn-5-en-20alpha-carboxylic acid; and norethisterone cholesteryl carbonate. This experimentation was part of a program initated by the World Health Organization for the synthesis and screening of new compounds that might be useful as long-acting, injectable contraceptives.

journal_name

Steroids

journal_title

Steroids

authors

Herz JE,Sandoval J

doi

10.1016/0039-128x(83)90103-4

subject

Has Abstract

pub_date

1983-03-01 00:00:00

pages

327-31

issue

3

eissn

0039-128X

issn

1878-5867

pii

0039-128X(83)90103-4

journal_volume

41

pub_type

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