Collect. Czech. Chem. Commun. 1983, 48, 292-298

Substituted ω-(4-oxo-3,4-dihydro-5-pyrimidinyl) alkanoic acids, their derivatives and analogues

Miloš Beran, Antonín Černý, Jiří Křepelka and Jaroslav Vachek

Research Institute for Pharmacy and Biochemistry, 130 60 Prague 3


Condensation of guanidine with diethyl 2-formylbutanedioate (XI), diethyl 2-cyanobutanedioate (XII), diethyl 2-cyanoheptanedioate (XIII), ethyl 6,6-dicyanohexanoate (XIV), or diethyl 6,6-dicyanoundecanedioate (XV), followed by hydrolysis of the esters formed, afforded the respective substituted ω-(2-amino-5-pyrimidinyl)alkanoic acids (II, V, VI, IX and X). Analogously, condensation of the ester XIII with urea or thiourea gave acids VII and VIII. The acid II was converted into its ethyl and butyl ester (III and IV, respectively). The compounds prepared showed no significant antineoplastic effects in mice with experimental tumours.