Ovsjanykova Y. Synthesis, chemical properties and biological activity of derivatives of benzo- and thieno[3,2-d]pyrimidine-4-ones.

The dissertation is dedicated to the synthesis of the new derivatives of 4-oxo-3,4-dihydro-3-quinazolines and thieno[3,2-d]pyrimidine-4-ones and study of their biological activity. For the first time N-ethyloxalyl-, N-(dicarbonylhydrazido)-, N-succinyl-, N-succinimido, N-acetyl-, N-benzoyl-2-(4-oxo-3,4-dihydro-3-quinazolinyl) acetohydrazides were obtained. New data about interaction of 3,4-dihydro-4-oxoquinazolines containing an ester group in position 2 or/and 3 with Grignard reagents were obtained. It was established, that reaction proceeds involving ester group and the excess of a reagent did not influence on its result. The 3-amino-4-oxo-3,4-dihydroquinazoline-2-carboxylic acid furfurylamide was synthesized and its interaction with ethoxalylchloride, succininc and phthalic anhydrides and some monocarboxylic acids was studied. The interaction of hydrazide 3-amino-4-(R-phenyl)-thiophene-2-carboxylic acid with aliphatic carboxylic acids was studied. It is shown that as a result of interaction derivatives of 3-amino-2-R-7-(R'-phenyl)-3H-thieno[3,2-d]pyrimidine-4-ones are formed. The proposed method of synthesis of derivatives of 3 - amino-2-R-7-(R'-phenyl)-3H-thieno[3,2-d]pyrimidine-4-ones can be offered as a preparative one. The products of acylation with anhydrides of carboxylic acids, methanesulfonamide, assymetrical urea, Schiff bases and N-pyrryl derivative were obtained. Among the synthesized compounds, the substances with a significant level of hypnotic, antidepressant, anticonvulsant and antidiabetic activity were found . The structure of compounds synthesized was confirmed by IR, 1H NMR spectroscopy, mass-spectrometry and elemental analysis