1-Phenoxy-2-hydroxy-3-alkynylamino-propanes and salts thereof

US4016202A · kind A · utility

Assignee

• Boehringer Ingelheim GmbH · DE

Inventors

• Herbert Koppe · Ingelheim am Rhein, DE
• Werner Kummer · Ingelheim am Rhein, DE
• Helmut Stahle
• Gojko Muacevic · Ingelheim am Rhein, DE

Key dates

• Filing date: Sep 3, 1975
• Grant date: Apr 5, 1977
• Expiry date: Sep 3, 1995

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C275/34
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Racemic and optically active compounds of the formula ##STR1## wherein R.sub.1 is hydrogen; halogen; nitro; alkyl of 1 to 5 carbon atoms; alkoxy of 1 to 4 carbon atoms; alkenyl of 2 to 5 carbon atoms; alkynyl of 2 to 5 carbon atoms; alkylamino of 1 to 5 carbon atoms; dialkylamino of 1 to 5 carbon atoms in each alkyl; alkoxyalkyl of 2 to 6 carbon atoms; alkylamino-alkyl of 2 to 6 carbon atoms; dialkylaminoalkyl of 3 to 12 carbon atoms; --(CH.sub.2).sub.x --NH.sub.2, --(CH.sub.2).sub.x -- OH, all where x is an integer from 0 to 3; --COOH; --COOR.sub.6, where R.sub.6 is alkyl of 1 to 4 carbon atoms; alkynyloxy of 3 to 6 carbon atoms; alkenyloxy of 3 to 6 carbon atoms; --CO--R.sub.9, --OCO--R.sub.9, --NH--CO--R.sub.9, all where R.sub.9 is alkyl of 1 to 6 carbon atoms, phenylalkyl of 7 to 10 carbon atoms or phenyl; cycloalkyl of 3 to 7 carbon atoms; --Q--CO--NR.sub.7 R.sub.8, where Q is a single bond, oxygen, --NH--, -- CH.sub.2 -- or --CH.sub.2 --NH--, and R.sub.7 and R.sub.8 are hydrogen, lower alkyl or, taken together with the nitrogen, pyrrolidino, piperidino or morpholino; phenyl; phenyl substituted with a substituent selected from the group consisting of halogen, lower alkyl, lowe…