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Molecules 2009, 14(7), 2621-2631; doi:10.3390/molecules14072621
Article

Synthesis and Biological Activity of Some New 1,3,4-Thiadiazole and 1,2,4-Triazole Compounds Containing a Phenylalanine Moiety

1
,
1
,
2,* , 3
,
4
 and
5
1 Department of Organic Chemistry and Biochemistry, Faculty of Chemistry, “Al. I. Cuza” University, Iasi, 11 B-dul Carol I, 700506, Romania 2 Department of Pharmaceutical Chemistry, Faculty of Pharmacy, “Gr. T. Popa” Medicine and Pharmacy University, 16 Universitatii Street, 700115, Romania 3 Department of Natural and Synthetic Polymers, Faculty of Chemical Engineering and Environmental Protection, “Gh. Asachi” Technical University, 71A B-dul Mangeron, Iasi, 700050, Romania 4 Pau et Pays de l’Adour University, Institut Pluridisciplinaire de Recherche sur l’Environnement et les Matériaux, UMR 5254 CNRS, Hélioparc Pau Pyrénées 2, av. President Angot, 64053 Pau Cedex 09, France 5 Petru Poni" Institute of Macromolecular Chemistry, 41A Grigore Ghica Voda Alley 700487 Iasi, Romania
* Author to whom correspondence should be addressed.
Received: 11 May 2009 / Revised: 24 June 2009 / Accepted: 8 July 2009 / Published: 16 July 2009
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Abstract

New 1,3,4-thiadiazole, 6, 7 and 1,2,4-triazole derivatives, 8, 9 containing a phenylalanine moiety have been synthesized by intramolecular cyclization of 1,4-disubstituted thiosemicarbazides, 4, 5, in acid and alkaline media, respectively; the thiosemicarbazides were obtained by reaction of hydrazide 3 with appropriate aromatic isothiocyanates. The toxicity of the synthesized compounds was evaluated and the anti-inflammatory study of the triazole compound 9 established an appreciable anti-inflammatory activity that is comparable with that of other nonsteroidal anti-inflammatory agents.
Keywords: phenylalanine; thiosemicarbazide; 1; 3; 4-thiadiazole; 1; 2; 4-triazole; anti-inflammatory activity phenylalanine; thiosemicarbazide; 1; 3; 4-thiadiazole; 1; 2; 4-triazole; anti-inflammatory activity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Moise, M.; Sunel, V.; Profire, L.; Popa, M.; Desbrieres, J.; Peptu, C. Synthesis and Biological Activity of Some New 1,3,4-Thiadiazole and 1,2,4-Triazole Compounds Containing a Phenylalanine Moiety. Molecules 2009, 14, 2621-2631.

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