Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry and Computational Chemistry


Synthesis and alkylation of 1-aryl-1,5-dihydro-4 H -pyrazolo[3,4- d ]pyrimidin- 4-ones as possible anticonvulsant agents

Author(s): A. I. Severina, V. А . Georgiyants, S. Yu. Shtrygol and D. P. Kavraiskyi

The synthesis of 1-(4-bromophenyl)- and 1-(2-chloro phenyl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidine-4- one as possible anticonvulsant agents was planned. It was carried out by the interaction of the corresponding phenylhydrazine hydrochloride with ethyletoxymethyl encyanocetate with a further heating of obtained 5- а mino-1- а ryl-1H-pyrazole-4-carboxylate in excess of formamid e. The direction of reaction of 1-aryl-1,5-dihydro- 4H- pyrazolo[3,4-d] pyrimidine-4-one with N-arylsubstit uted α -chloracetamides, 2-chloro-1-(4-arylpiperazine-1-yl )- ethanone and 2-chloro-N-(4-chlorobenzyl)acetamide i n the presence of DMFA-NaHCO 3 had been investigated. Using the data of NMR and NOESY spectroscopy it wa s found out that reaction is selectively performed at 5 position of pyrazolo[3,4-d]pyrimidine system. Due t o preliminary prognosis of biological activity phar macological screening of substances synthesized as possible ant iconvulsant agents on the penthyltetrazole seizures was planned

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