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Article

Antimicrobial Activities of some Synthesized Pyridines, Oxazines and Thiazoles from 3-Aryl-1-(2-naphthyl)prop-2-en-1-ones

by
Salwa F. MOHAMED
1,*,
Mohamed M. YOUSSEF
2,
Abd El-Galil E. AMR
1 and
Eman R. KOTB
3
1
Applied Organic Chemistry, National Research Center, Dokki, Cairo, Egypt
2
Chemistry Department, Faculty of Science, Cairo University, Egypt
3
Photochemistry Department, National Research Center, Dokki, Cairo, Egypt
*
Author to whom correspondence should be addressed.
Sci. Pharm. 2008, 76(2), 279-304; https://doi.org/10.3797/scipharm.0804-09
Submission received: 8 April 2008 / Accepted: 16 May 2008 / Published: 19 May 2008

Abstract

3-Aryl-1-(2-naphthyl)-prop-2-en-1-ones were reacted with ethyl cyanoacetate to produce 4-aryl-6-(2-naphthyl)-2-oxo-1,2-dihydropyridine-3-carbonitriles, which were treated with ethyl chloroacetate to give the corresponding ester. Treatment of the latter ester with hydrazine hydrate or anthranilic acid afforded hydrazides and benzoxazines. The hydrazides were reacted with benzaldehyde or phenylisothiocyanate to afford the corresponding hydrazone and thiosemicarbazide derivatives, which were cyclized with chloroacetic acid or thioglycolic acid to the corresponding thiazole derivatives. 3-Aryl-1-(2-naphthyl)-prop-2-en-1-ones were either condensed with malononitrile under different conditions to produce carbonitrile derivatives or treated with active methylene reagents to afford the substituted cyclohexene derivatives. The structure assignment of the new compounds is based on chemical and spectroscopic evidence. Some of these compounds exhibited antimicrobial activities comparable to Ampicillin® as reference drug.
Keywords: α,β-Unsaturated ketones; Hydrazones; Thiazoles; Benzoxazine; Antimicrobials α,β-Unsaturated ketones; Hydrazones; Thiazoles; Benzoxazine; Antimicrobials

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MDPI and ACS Style

MOHAMED, S.F.; YOUSSEF, M.M.; AMR, A.E.-G.E.; KOTB, E.R. Antimicrobial Activities of some Synthesized Pyridines, Oxazines and Thiazoles from 3-Aryl-1-(2-naphthyl)prop-2-en-1-ones. Sci. Pharm. 2008, 76, 279-304. https://doi.org/10.3797/scipharm.0804-09

AMA Style

MOHAMED SF, YOUSSEF MM, AMR AE-GE, KOTB ER. Antimicrobial Activities of some Synthesized Pyridines, Oxazines and Thiazoles from 3-Aryl-1-(2-naphthyl)prop-2-en-1-ones. Scientia Pharmaceutica. 2008; 76(2):279-304. https://doi.org/10.3797/scipharm.0804-09

Chicago/Turabian Style

MOHAMED, Salwa F., Mohamed M. YOUSSEF, Abd El-Galil E. AMR, and Eman R. KOTB. 2008. "Antimicrobial Activities of some Synthesized Pyridines, Oxazines and Thiazoles from 3-Aryl-1-(2-naphthyl)prop-2-en-1-ones" Scientia Pharmaceutica 76, no. 2: 279-304. https://doi.org/10.3797/scipharm.0804-09

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