Estrogenic 17.alpha.-halogen-vinylestranes

US4725426A · kind A · utility

Assignee

• SCHERING CORPORATION · US

Inventors

• Helmut Hofmeister · Berlin, DE
• Henry Laurent
• Paul-Eberhard Schulze
• Rudolf Wiechert · Berlin, DE
• Walter Elger · Berlin, DE
• Kunhard Pollow · Mainz, DE
• Hans-Joerg Grill · Mainz, DE

Key dates

• Filing date: Jul 25, 1985
• Grant date: Feb 16, 1988
• Expiry date: Jul 25, 2005

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07J15/00
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

17.alpha.-bromo-.alpha. and 17.alpha.-iodo-vinyl-estrane derivatives of general formula I ##STR1## wherein X is a bromine or iodine atom in Z or E position, PA0 R.sup.1 is hydrogen, hydroxy or acyloxy with up to 3 C atoms, PA0 R.sup.2 is hydrogen, alkyl with up to 3 C atoms and alkanoyl and aroyl with up to 7 C atoms, PA0 R.sup.3 is hydrogen or methyl, PA0 R.sup.4 is a hydrogen atom in the .alpha. or .beta. position, PA0 R.sup.5 is hydrogen, methyl or methoxy and PA0 R.sup.6 is hydrogen or methyl, are pharmacologically effective with a profile of action like ethinylestradiol and in the form of their radioactively labeled compounds are also valuable diagnostic media. The Z-isomers can be prepared by a new process by reaction of the corresponding 17.alpha.-ethinyl steroids with trialkyl (or phenyl) tin hydride with addition of a free radical former.