2-substituted ergolines useful as neuroleptics and antidepressants

US4731367A · kind A · utility

Assignee

• SCHERING CORPORATION · US

Inventors

• Gerhard Sauer · Berlin, DE
• Andreas Huth · Berlin, DE
• Helmut Wachtel · Berlin, DE
• Herbert Schneider · Berlin, DE

Key dates

• Filing date: Apr 9, 1985
• Grant date: Mar 15, 1988
• Expiry date: Apr 9, 2005

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07F7/10
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Novel ergoline derivatives, substituted in the 2-position, of the formula ##STR1## wherein C.sub.8 -C.sub.9 and C.sub.9 -C.sub.10 each independently is a CC-single or a C.dbd.C-double bond, but not together a cumulated double bond, and the substituent in the 8-position is in the .alpha.- or .beta.-configuration where C.sub.8 -C.sub.9 is a CC-single bond, PA0 R.sup.2 is PA1 CN, SR, SOR, ##STR2## wherein n is 2 or 3, ##STR3## and --CH(OH)R, wherein R has the meaning of H or C.sub.1-4 -alkyl, the grouping COR' and CSR' wherein R'.dbd.OH, OC.sub.1-4 -alkyl, benzyl, NH.sub.2 or NHR", PA1 the grouping CH.dbd.CH--CO.sub.2 R" and CH.sub.2 --CH.sub.2 --CO.sub.2 R" wherein R".dbd.C.sub.1-4 -alkyl, PA1 the grouping C.vertline.C-R'" and HC.dbd.CH--R'" wherein R'".dbd. hydrogen, C.sub.1-4 -alkyl, phenyl, CH.sub.2 OH, CR".sub.2 OH, ##STR4## CO.sub.2 R", CH.sub.2 NR".sub.2 or SiMe.sub.2 R"; C.sub.1-3 -alkyl, or C.sub.1-3 -alkyl substituted by OH or phenyl; or ##STR5## wherein R" is C.sub.1-4 alkyl, R.sup.6 is C.sub.1-4 -alkyl and PA0 R.sup.8 is methyl, NH--CO--NEt.sub.2 or NH--CS--NEt.sub.2, and the physiologically acceptable acid addition salt thereof, possess biological efficacy in the region o…