4.2 Article

SYNTHESIS OF NEW 1,2,4-TRIAZOLES AS ANTI-INFLAMMATORY AND ANTI-NOCICEPTIVE AGENTS

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PHARMACEUTICAL CHEMISTRY JOURNAL
卷 45, 期 7, 页码 433-439

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SPRINGER
DOI: 10.1007/s11094-011-0649-0

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1,2,4-Triazoles; cyclization; anti-inflammatory activity; anti-nociceptive activity

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A series of fifteen new substituted 1,2,4-triazoles (6a - 6o) have been synthesized in order to obtain new agents with potential anti-inflammatory and anti-nociceptive activity. The title compounds were synthesized using 4-methylbenzoic acid as a starting reactant. The synthesized compounds were characterized by spectroscopic methods (IR, H-1 NMR, C-13 NMR, FAB(+)-MS) and elemental analysis (nitrogen analysis). The title compounds were evaluated for anti-inflammatory activity by the carrageenan induced paw edema method, and some compounds were evaluated for anti-nociceptive activity by the hot plate method and tail immersion method. Compounds N-[3-mercapto-5-(4-methylphenyl)-4H-1,2,4-triazol-4-yl]-2-piperidin-1-ylacetamide (6f), 2-(4-benzylpiperazin-1-yl)-N-[3-mercapto-5-(4-methylphenyl)-4H-1,2,4-triazol-4-yl]acetamide (6i) and N-[3-mercapto-5-(4-methylphenyl)-4H-1,2,4-triazol-4-yl]-2-morpholin-4-ylacetamide (6k) showed significant anti-inflammatory activity compared to other synthesized compounds, and N-[3-mercapto-5-(4-methylphenyl)-4H-1,2,4-triazol-4-yl]-2-morpholin-4-ylacetamide (6k) exhibited superior anti-nociceptive activity.

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