DIALKYL ISOMERS OF BENZENESULFONAMIDPHENYLPYRIMIDINE-4(1H)-ONE: SYNTHESIS, STRUCTURE AND PHARMACOLOGICAL STUDIES

Interaction of N-acetyl-2-phenylacetamide with sulfanilamide and N-(2-phenylacetyl)propanamide with sulfanilamide led to the preparation of the two isomeric benzenesulfonamidphenylpyrimidin-4(1H)-ones. In positions 2 and 6, the synthesized phenylpyrimidin-4(1H)-ones contained methyl and ethyl as sub...

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Hoofdauteurs:	Anenko, D. S., Аненко, Д. С., Glizhova, T. N., Глижова, Т. Н.
Formaat:	Статья
Taal:	English
Gepubliceerd in:	2024
Onderwerpen:	Drug-likeness X-ray diffraction analysis Pharmacokinetic descriptors
Online toegang:	https://dspace.ncfu.ru/handle/123456789/27086
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id	ir-123456789-27086
record_format	dspace
spelling	ir-123456789-270862024-08-15T11:17:10Z DIALKYL ISOMERS OF BENZENESULFONAMIDPHENYLPYRIMIDINE-4(1H)-ONE: SYNTHESIS, STRUCTURE AND PHARMACOLOGICAL STUDIES Anenko, D. S. Аненко, Д. С. Glizhova, T. N. Глижова, Т. Н. Drug-likeness X-ray diffraction analysis Pharmacokinetic descriptors Interaction of N-acetyl-2-phenylacetamide with sulfanilamide and N-(2-phenylacetyl)propanamide with sulfanilamide led to the preparation of the two isomeric benzenesulfonamidphenylpyrimidin-4(1H)-ones. In positions 2 and 6, the synthesized phenylpyrimidin-4(1H)-ones contained methyl and ethyl as substituents in the first case (IIa), and ethyl and methyl – in the second one (IIb), respectively. The crystal structures of the compounds have been determined by X-ray powder diffraction. It has been established that the positions of substituents significantly affect the conformation of molecules. In molecule IIa, the phenyl ring is rotated to the pyrimidine one by 84°; in IIb, the both rings lie in the same plane. Due to different conformations, the packing of molecules in the crystal lattice changes significantly. Pharmacological properties of isomeric pyrimidinones have been studied in relation to the anti-inflammatory and cerebroprotective activity in chronic traumatic encephalopathy. A comparative analysis of the drug similarity has been carried out. Screening of anti-inflammatory and cerebroprotective activities has shown that compound IIa surpassed its structural isomer in the pharmacological action, which was interpreted as a greater elasticity result of molecule IIa compared to IIb due to the less extended π-system. 2024-03-29T13:28:07Z 2024-03-29T13:28:07Z 2024 Статья Anenko, D.S., Kodonidi, I.P., Kirik, S.D., Glizhova, T.N., Saidov, N.B. DIALKYL ISOMERS OF BENZENESULFONAMIDPHENYLPYRIMIDINE-4(1H)-ONE: SYNTHESIS, STRUCTURE AND PHARMACOLOGICAL STUDIES // Indian Drugs. - 2024. - 61 (1). - pp. 38-45. - DOI: 10.53879/id.61.01.14327 https://dspace.ncfu.ru/handle/123456789/27086 en Indian Drugs application/pdf
institution	СКФУ
collection	Репозиторий
language	English
topic	Drug-likeness X-ray diffraction analysis Pharmacokinetic descriptors
spellingShingle	Drug-likeness X-ray diffraction analysis Pharmacokinetic descriptors Anenko, D. S. Аненко, Д. С. Glizhova, T. N. Глижова, Т. Н. DIALKYL ISOMERS OF BENZENESULFONAMIDPHENYLPYRIMIDINE-4(1H)-ONE: SYNTHESIS, STRUCTURE AND PHARMACOLOGICAL STUDIES
description	Interaction of N-acetyl-2-phenylacetamide with sulfanilamide and N-(2-phenylacetyl)propanamide with sulfanilamide led to the preparation of the two isomeric benzenesulfonamidphenylpyrimidin-4(1H)-ones. In positions 2 and 6, the synthesized phenylpyrimidin-4(1H)-ones contained methyl and ethyl as substituents in the first case (IIa), and ethyl and methyl – in the second one (IIb), respectively. The crystal structures of the compounds have been determined by X-ray powder diffraction. It has been established that the positions of substituents significantly affect the conformation of molecules. In molecule IIa, the phenyl ring is rotated to the pyrimidine one by 84°; in IIb, the both rings lie in the same plane. Due to different conformations, the packing of molecules in the crystal lattice changes significantly. Pharmacological properties of isomeric pyrimidinones have been studied in relation to the anti-inflammatory and cerebroprotective activity in chronic traumatic encephalopathy. A comparative analysis of the drug similarity has been carried out. Screening of anti-inflammatory and cerebroprotective activities has shown that compound IIa surpassed its structural isomer in the pharmacological action, which was interpreted as a greater elasticity result of molecule IIa compared to IIb due to the less extended π-system.
format	Статья
author	Anenko, D. S. Аненко, Д. С. Glizhova, T. N. Глижова, Т. Н.
author_facet	Anenko, D. S. Аненко, Д. С. Glizhova, T. N. Глижова, Т. Н.
author_sort	Anenko, D. S.
title	DIALKYL ISOMERS OF BENZENESULFONAMIDPHENYLPYRIMIDINE-4(1H)-ONE: SYNTHESIS, STRUCTURE AND PHARMACOLOGICAL STUDIES
title_short	DIALKYL ISOMERS OF BENZENESULFONAMIDPHENYLPYRIMIDINE-4(1H)-ONE: SYNTHESIS, STRUCTURE AND PHARMACOLOGICAL STUDIES
title_full	DIALKYL ISOMERS OF BENZENESULFONAMIDPHENYLPYRIMIDINE-4(1H)-ONE: SYNTHESIS, STRUCTURE AND PHARMACOLOGICAL STUDIES
title_fullStr	DIALKYL ISOMERS OF BENZENESULFONAMIDPHENYLPYRIMIDINE-4(1H)-ONE: SYNTHESIS, STRUCTURE AND PHARMACOLOGICAL STUDIES
title_full_unstemmed	DIALKYL ISOMERS OF BENZENESULFONAMIDPHENYLPYRIMIDINE-4(1H)-ONE: SYNTHESIS, STRUCTURE AND PHARMACOLOGICAL STUDIES
title_sort	dialkyl isomers of benzenesulfonamidphenylpyrimidine-4(1h)-one: synthesis, structure and pharmacological studies
publishDate	2024
url	https://dspace.ncfu.ru/handle/123456789/27086
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DIALKYL ISOMERS OF BENZENESULFONAMIDPHENYLPYRIMIDINE-4(1H)-ONE: SYNTHESIS, STRUCTURE AND PHARMACOLOGICAL STUDIES

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