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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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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