Novel 1,3-benzodioxaneprostanoic acid derivatives and process for the preparation thereof

US4217360A · kind A · utility

Assignee

• SCHERING CORPORATION · US

Inventors

• Helmut Vorbrueggen · Berlin, DE
• Norbert Schwarz · Berlin, DE
• Olaf Loge
• Walter Elger · Berlin, DE

Key dates

• Filing date: Jan 10, 1979
• Grant date: Aug 12, 1980
• Expiry date: Jan 10, 1999

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07F9/65522
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

1,3-Benzodioxaneprostanoic acid compound of the formula ##STR1## wherein R.sub.1 is hydroxy, alkoxy of 1-10 carbon atoms, methylsulfamido, substituted or unsubstituted aryloxy, or O--CH.sub.2 --U--V wherein U is a direct bond, carbonyl, or carbonyloxy, and V is phenyl or phenyl substituted, e.g. by one or more of phenyl, phenoxy, alkoxy of 1-2 carbon atoms, and halogen; A is --CH.sub.2 --CH.sub.2 -- or trans --CH.dbd.CH--; B is --CH.sub.2 --CH.sub.2 -- or cis- or trans--CH.dbd.CH--; Z is hydroxymethylene or carbonyl; X Y, if Z is hydroxymethylene, is ##STR2## or, if Z is carbonyl, is ##STR3## or --CH.dbd.CH--; R.sub.2 is hydrogen or alkyl of 1-5 carbon atoms; R.sub.3 and R.sub.4 each are H, F, Cl, Br, I or CF.sub.3, CH.sub.3 or alkoxy of 1-2 carbon atoms or R.sub.3 and R.sub.4 in 6-,7-position is methylendioxy; and if R.sub.1 is hydroxy, salts thereof with pharmaceutically acceptable bases, are agents for inducing menstruation, interrupting pregnancy, inducing labor and synchronizing the sexual cycle in female mammals.