Collect. Czech. Chem. Commun. 1984, 49, 2828-2836
https://doi.org/10.1135/cccc19842828

Some 6-substituted 1-[(5R,8S,10R)-8-ergolinyl]-3,3-diethylureas

Antonín Černý, Jiří Křepelka, Viktor Zikán, Drahuše Vlčková, Jaroslav Vachek, Jiří Holubek, Karel Řežábek, Maria Frühaufová, Miroslav Šeda, Jana Chlebounová and Otakar Marhan

Research Institute for Pharmacy and Biochemistry, 130 60 Prague 3

Abstract

6-Substituted 1-[(5R,8S,10R)-8-ergolinyl]-3,3-diethylureas II-VII were prepared from hydrazides of (5R,8S,10R)-6-alkyl-8-ergolinecarboxylic acids (VIIIa, VIIIb) via the corresponding azides IXa and IXb and isocyanates Xa and Xb, and/or from 1-[(5R,8S,10R)-6-methyl-8-ergolinyl]-3,3-diethylurea (I) via XI and XII. Two of the by-products arising in the latter route have been identified (XIII, XIV). Some of the ureas prepared, especially II and III, had strong inhibitory effects in vivo on the secretion of prolactin in rats.