Collect. Czech. Chem. Commun. 1983, 48, 304-311

Some 2-substitution derivatives of 5-(4-oxo-6-hydroxy-3,4-dihydro-5-pyrimidinyl)pentanoic acid

Jiří Křepelka, Jan Beneš, Vladimír Pouzar, Jaroslav Vachek and Jiří Holubek

Research Institute for Pharmacy and Biochemistry, 130 60 Prague 3


Condensation of triethyl ester of 1,1,5-pentanetricarboxylic acid (XI) with substituted guanidines XXII - XXIX gave acids II - IX, which were converted into esters XI - XIX. The acid II and the ester XI were obtained as mixtures of positional isomers. Analogously, condensation of the triester XXI with dicyanodiamide gave rise to acid X, whose nitrile group, under conditions of esterification of a carboxyl group, produced iminoether XX. In pharmacological tests for antineoplastic activity the compounds prepared exhibited weaker efficacy than 5-(2-amino-6-hydroxy-4-oxo-3,4-dihydro-5-pyrimidinyl)pentanoic acid (I), employed as standard.