Synthesis, anti-tubercular evaluation and molecular docking studies of Nitrogen-rich piperazine-pyrimidine-pyrazole Hybrid Motifs

A convenient and efficient synthesis of a series of ethyl-1-(6-(4-substitutedacetylatedpiperazin-1-yl)pyrimidin-4-yl)-5-amino-1H-pyrazole-4-carboxylate (8a-8j) has been developed by five steps which include activation of a methylene group, hydrazinolysis, cyclisation and chloro-amine coupli...

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Autores principales:	Bhavinkumar Vavaiya, Shivani Patel, Vrajlal Pansuriya, Vanita Marvaniya, Popatbhai Patel
Formato:	article
Lenguaje:	EN
Publicado:	Growing Science 2022
Materias:	Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/68fa9342f10b4e0aa53919312e627df7
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spelling	oai:doaj.org-article:68fa9342f10b4e0aa53919312e627df72021-11-12T12:52:42ZSynthesis, anti-tubercular evaluation and molecular docking studies of Nitrogen-rich piperazine-pyrimidine-pyrazole Hybrid Motifs1927-72961927-730X10.5267/j.ccl.2021.9.001https://doaj.org/article/68fa9342f10b4e0aa53919312e627df72022-01-01T00:00:00Zhttp://www.growingscience.com/ccl/Vol11/ccl_2021_32.pdfhttps://doaj.org/toc/1927-7296https://doaj.org/toc/1927-730X A convenient and efficient synthesis of a series of ethyl-1-(6-(4-substitutedacetylatedpiperazin-1-yl)pyrimidin-4-yl)-5-amino-1H-pyrazole-4-carboxylate (8a-8j) has been developed by five steps which include activation of a methylene group, hydrazinolysis, cyclisation and chloro-amine coupling reactions. Moreover, our proposed mechanism was confirmed in this study demonstrating that ethyl 5-amino-1-(6-chloropyrimidin-4-yl)-1H-pyrazole-4-carboxylate is the key intermediate to fulfill the desired outcomes. In silico and in vitro studies were carried out to identify the active agents among the developed adducts against mycobacterium tuberculosis (PDB ID:4TRO). Compound 8a (Docking Score: -26.81 and MIC: 1.6 ug/mL) was found to be the most potent among the synthesized molecules. All the synthesized compounds showed acceptable drug-like properties which make them suitable for further lead modification using in silico design approaches.Bhavinkumar VavaiyaShivani PatelVrajlal PansuriyaVanita MarvaniyaPopatbhai PatelGrowing SciencearticleChemistryQD1-999ENCurrent Chemistry Letters, Vol 11, Iss 1, Pp 95-104 (2022)
institution	DOAJ
collection	DOAJ
language	EN
topic	Chemistry QD1-999
spellingShingle	Chemistry QD1-999 Bhavinkumar Vavaiya Shivani Patel Vrajlal Pansuriya Vanita Marvaniya Popatbhai Patel Synthesis, anti-tubercular evaluation and molecular docking studies of Nitrogen-rich piperazine-pyrimidine-pyrazole Hybrid Motifs
description	A convenient and efficient synthesis of a series of ethyl-1-(6-(4-substitutedacetylatedpiperazin-1-yl)pyrimidin-4-yl)-5-amino-1H-pyrazole-4-carboxylate (8a-8j) has been developed by five steps which include activation of a methylene group, hydrazinolysis, cyclisation and chloro-amine coupling reactions. Moreover, our proposed mechanism was confirmed in this study demonstrating that ethyl 5-amino-1-(6-chloropyrimidin-4-yl)-1H-pyrazole-4-carboxylate is the key intermediate to fulfill the desired outcomes. In silico and in vitro studies were carried out to identify the active agents among the developed adducts against mycobacterium tuberculosis (PDB ID:4TRO). Compound 8a (Docking Score: -26.81 and MIC: 1.6 ug/mL) was found to be the most potent among the synthesized molecules. All the synthesized compounds showed acceptable drug-like properties which make them suitable for further lead modification using in silico design approaches.
format	article
author	Bhavinkumar Vavaiya Shivani Patel Vrajlal Pansuriya Vanita Marvaniya Popatbhai Patel
author_facet	Bhavinkumar Vavaiya Shivani Patel Vrajlal Pansuriya Vanita Marvaniya Popatbhai Patel
author_sort	Bhavinkumar Vavaiya
title	Synthesis, anti-tubercular evaluation and molecular docking studies of Nitrogen-rich piperazine-pyrimidine-pyrazole Hybrid Motifs
title_short	Synthesis, anti-tubercular evaluation and molecular docking studies of Nitrogen-rich piperazine-pyrimidine-pyrazole Hybrid Motifs
title_full	Synthesis, anti-tubercular evaluation and molecular docking studies of Nitrogen-rich piperazine-pyrimidine-pyrazole Hybrid Motifs
title_fullStr	Synthesis, anti-tubercular evaluation and molecular docking studies of Nitrogen-rich piperazine-pyrimidine-pyrazole Hybrid Motifs
title_full_unstemmed	Synthesis, anti-tubercular evaluation and molecular docking studies of Nitrogen-rich piperazine-pyrimidine-pyrazole Hybrid Motifs
title_sort	synthesis, anti-tubercular evaluation and molecular docking studies of nitrogen-rich piperazine-pyrimidine-pyrazole hybrid motifs
publisher	Growing Science
publishDate	2022
url	https://doaj.org/article/68fa9342f10b4e0aa53919312e627df7
work_keys_str_mv	AT bhavinkumarvavaiya synthesisantitubercularevaluationandmoleculardockingstudiesofnitrogenrichpiperazinepyrimidinepyrazolehybridmotifs AT shivanipatel synthesisantitubercularevaluationandmoleculardockingstudiesofnitrogenrichpiperazinepyrimidinepyrazolehybridmotifs AT vrajlalpansuriya synthesisantitubercularevaluationandmoleculardockingstudiesofnitrogenrichpiperazinepyrimidinepyrazolehybridmotifs AT vanitamarvaniya synthesisantitubercularevaluationandmoleculardockingstudiesofnitrogenrichpiperazinepyrimidinepyrazolehybridmotifs AT popatbhaipatel synthesisantitubercularevaluationandmoleculardockingstudiesofnitrogenrichpiperazinepyrimidinepyrazolehybridmotifs
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Synthesis, anti-tubercular evaluation and molecular docking studies of Nitrogen-rich piperazine-pyrimidine-pyrazole Hybrid Motifs

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