Synthesis of pyrazinamide analogs of aspirin

Pyrazinamide derivatives of aspirin (6a) and (6b) were synthesized. The synthesis involved teh Friedel Crafts acylation of methyl salicylate using the appropriate alkanoyl chloride and ZnCl2 as catalyst followed by hydrolysis to produce the precursor compounds (3a) and (3b). Compound (3a) was couple...

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Main Authors:	Alea, Glenn V., Lagua, Faith Marie G., Ajero, Michael Dominic M.
Format:	text
Published:	Animo Repository 2012
Subjects:	Pyrazinamide—Synthesis Mycobacterium tuberculosis Chemistry
Online Access:	https://animorepository.dlsu.edu.ph/faculty_research/7784
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Institution:	De La Salle University

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spelling	oai:animorepository.dlsu.edu.ph:faculty_research-81162022-12-02T23:33:26Z Synthesis of pyrazinamide analogs of aspirin Alea, Glenn V. Lagua, Faith Marie G. Ajero, Michael Dominic M. Pyrazinamide derivatives of aspirin (6a) and (6b) were synthesized. The synthesis involved teh Friedel Crafts acylation of methyl salicylate using the appropriate alkanoyl chloride and ZnCl2 as catalyst followed by hydrolysis to produce the precursor compounds (3a) and (3b). Compound (3a) was coupled with the pyrazinamide moiety via imine formation followed by acetylation to produce compound (6a) in 41.10% yield. Compound (6b) was generated in 8.207% yield from the coupling of acetylated compound (3b) and 2-pyrazinehydrazide. These compounds may exhibit improved activity against pyrazinamide resistant and susceptible strains of Mycobacterium tuberculosis. A recent study has shown that the activity of pyrazinamide is enhanced if administered together with aspirin. 2012-01-01T08:00:00Z text https://animorepository.dlsu.edu.ph/faculty_research/7784 Faculty Research Work Animo Repository Pyrazinamide—Synthesis Mycobacterium tuberculosis Chemistry
institution	De La Salle University
building	De La Salle University Library
continent	Asia
country	Philippines Philippines
content_provider	De La Salle University Library
collection	DLSU Institutional Repository
topic	Pyrazinamide—Synthesis Mycobacterium tuberculosis Chemistry
spellingShingle	Pyrazinamide—Synthesis Mycobacterium tuberculosis Chemistry Alea, Glenn V. Lagua, Faith Marie G. Ajero, Michael Dominic M. Synthesis of pyrazinamide analogs of aspirin
description	Pyrazinamide derivatives of aspirin (6a) and (6b) were synthesized. The synthesis involved teh Friedel Crafts acylation of methyl salicylate using the appropriate alkanoyl chloride and ZnCl2 as catalyst followed by hydrolysis to produce the precursor compounds (3a) and (3b). Compound (3a) was coupled with the pyrazinamide moiety via imine formation followed by acetylation to produce compound (6a) in 41.10% yield. Compound (6b) was generated in 8.207% yield from the coupling of acetylated compound (3b) and 2-pyrazinehydrazide. These compounds may exhibit improved activity against pyrazinamide resistant and susceptible strains of Mycobacterium tuberculosis. A recent study has shown that the activity of pyrazinamide is enhanced if administered together with aspirin.
format	text
author	Alea, Glenn V. Lagua, Faith Marie G. Ajero, Michael Dominic M.
author_facet	Alea, Glenn V. Lagua, Faith Marie G. Ajero, Michael Dominic M.
author_sort	Alea, Glenn V.
title	Synthesis of pyrazinamide analogs of aspirin
title_short	Synthesis of pyrazinamide analogs of aspirin
title_full	Synthesis of pyrazinamide analogs of aspirin
title_fullStr	Synthesis of pyrazinamide analogs of aspirin
title_full_unstemmed	Synthesis of pyrazinamide analogs of aspirin
title_sort	synthesis of pyrazinamide analogs of aspirin
publisher	Animo Repository
publishDate	2012
url	https://animorepository.dlsu.edu.ph/faculty_research/7784
_version_	1767196701052895232

Synthesis of pyrazinamide analogs of aspirin

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