Tetrahydro-benzthiazoles, the preparation thereof and their use as intermediate products or as pharmaceuticals

US4886812A · kind A · utility

Assignee

• Dr. Karl Thomae GmbH · DE

Inventors

• Gerhart Griss · Zell am Harmersbach, DE
• Claus Schneider · Ingelheim am Rhein, DE
• Rudolf Hurnaus · Großenhain, DE
• Walter Kobinger · Wien, AT
• Ludwig Pichler · Wien, AT
• Rudolf Bauer · Hallerndorf, DE
• Joachim Mierau · Mainz, DE
• Dieter Hinzen · Zornheim, DE
• Gunter Schingnitz · Bad Kreuznach, DE

Key dates

• Filing date: Oct 12, 1988
• Grant date: Dec 12, 1989
• Expiry date: Oct 12, 2008

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D277/82
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

This invention relates to new tetrahydrobenzthiazoles of general formula ##STR1## wherein R.sub.1 represents a hydrogen atom, an alkyl group, an alkenyl or alkynyl group, an alkanoyl group, a phenyl alkyl or phenyl alkanoyl group, while the above mentioned phenyl nucleic may each be substituted by 1 or 2 halogen atoms, R.sub.2 represents a hydrogen atom or an alkyl group, R.sub.3 represents a hydrogen atom, an alkyl group a cycloalkyl group, an alkenyl or alkynyl group, an alkanoyl group, a phenyl alkyl or phenyl alkanoyl group, while the phenyl nucleus may be substituted by fluorine, chlorine or bromine atoms, R.sub.4 represents a hydrogen atom, an alkyl group, an alkyl or alkenyl group, or R.sub.3 and R.sub.4 together with the nitrogen atom between them represent a pyrrolidino, piperidino, hexamethyleneimino or morpholino group, the enantiomers and the acid addition salts thereof. The compounds of general formula I above in which one of the groups R.sub.1 or R.sub.3 or both groups R.sub.1 and R.sub.3 represent an acyl group are valuable intermediate products for preparing the other compounds of general formula I which have valuable pharmacological properties. The new compounds ma…