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Volume 72
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10.3797/scipharm.aut-04-15
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Article

Synthesis and antimicrobial evaluation of 3-hydrazino-quinoxaline derivatives and their cyclic analoaues

by
E. R. EI-Bendary
1,*,
F. E. Goda
1,
A. R. Maarouf
1 and
F. A. Badria
2
1
Department of Medicinal Chemistry, Faculty of Pharmacy, University of Mansoura, Mansoura 35516, Egypt
2
Department of Pharmacognosy, Faculty of Pharmacy, University of Mansoura, Mansoura 35516, Egypt
*
Author to whom correspondence should be addressed.
Sci. Pharm. 2004, 72(2), 175-185; https://doi.org/10.3797/scipharm.aut-04-15
Submission received: 7 August 2003 / Revised: 8 January 2004 / Accepted: 8 January 2004 / Published: 11 June 2004
Versions Notes

Abstract

A series of quinoxaline derivatives has been synthesized by reacting 3-hydrazinoquinoxalines 1a,b with many bifunctional reagents. Reaction of 1a,b with chloroacetyl chloride and ethyl chloroacetate afforded 1-chloromethyl[1,2,4]tnazoIo[4,3-a]quinoxalines 2a,b and dihydro[1,2,4]triazino[4,3-a]quinoxalin-2-ones 3a,b respectively. Condensation of 1a,b with ethyl acetoacetate and acetylacetone yielded 2-quinoxalinylhydrazonobutanoates 4a,b and 2-quinoxalinylhydrazono-2-pentanones 5a,b respectively. Cyclization of 5a,b gave 3,5-dimethylpyrazolylquinoxalines 6a,b. Moreover, reaction of compounds 2a,b with N-phenyl piperazine derivatives afforded 4-(4-Arylpiperazin-1-yl)-1-[(4-arylpiperazin-1-yl) methyl)]triazoloquinoxalines 7a−e. The prepared compounds were screened for in vitro antibacterial and antifungal activities. None of the tested compounds showed significant activity towards Pseudomonas aeruginosa. However, remarkable activities were noticed for compounds 5a and 5b against Eschenchia coli. Staphylococcus aureus and Candida albicans. Compounds 6a and 6b lacked any antimicrobial activities against the tested microorganisms.
Keywords: Quinoxalinehydrazones; triazoloquinoxalines; triazinoquinoxalines antimicrobial activity Quinoxalinehydrazones; triazoloquinoxalines; triazinoquinoxalines antimicrobial activity

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MDPI and ACS Style

EI-Bendary, E.R.; Goda, F.E.; Maarouf, A.R.; Badria, F.A. Synthesis and antimicrobial evaluation of 3-hydrazino-quinoxaline derivatives and their cyclic analoaues. Sci. Pharm. 2004, 72, 175-185. https://doi.org/10.3797/scipharm.aut-04-15

AMA Style

EI-Bendary ER, Goda FE, Maarouf AR, Badria FA. Synthesis and antimicrobial evaluation of 3-hydrazino-quinoxaline derivatives and their cyclic analoaues. Scientia Pharmaceutica. 2004; 72(2):175-185. https://doi.org/10.3797/scipharm.aut-04-15

Chicago/Turabian Style

EI-Bendary, E. R., F. E. Goda, A. R. Maarouf, and F. A. Badria. 2004. "Synthesis and antimicrobial evaluation of 3-hydrazino-quinoxaline derivatives and their cyclic analoaues" Scientia Pharmaceutica 72, no. 2: 175-185. https://doi.org/10.3797/scipharm.aut-04-15

APA Style

EI-Bendary, E. R., Goda, F. E., Maarouf, A. R., & Badria, F. A. (2004). Synthesis and antimicrobial evaluation of 3-hydrazino-quinoxaline derivatives and their cyclic analoaues. Scientia Pharmaceutica, 72(2), 175-185. https://doi.org/10.3797/scipharm.aut-04-15

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