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Synthesis And Antitumor Activities Of Some New 4-(1-Naphthylidenamino)- And 4-(1-Naphthylmethylamino)-1,2,4-Triazol-5-One Derivatives, Nesli̇han Demi̇rbaş, Reyhan Uğurluoğlu
Synthesis And Antitumor Activities Of Some New 4-(1-Naphthylidenamino)- And 4-(1-Naphthylmethylamino)-1,2,4-Triazol-5-One Derivatives, Nesli̇han Demi̇rbaş, Reyhan Uğurluoğlu
Turkish Journal of Chemistry
A series of 4-(1-naphthylidenamino)-1,2,4-triazol-5-one derivatives (3a-e) were synthesized by condensation of corresponding 3-alkyl-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones with 1-naphthaldehyde. Acetylation and alkylation of these compounds gave 4a-e and 5a-e, respectively. Sodium borohydride reduction of 1-naphthylidenamino derivatives afforded naphthylmethylamino derivatives, which were subsequently acetylated. Depending on the duration of the acetylation, mono or bis acetamide derivatives were obtained. The in vitro antitumor activities of some selected compounds were screened and compounds 3e, 5c, 6e and 9c} were found to be active.
Synthesis Of Novel 4-Alkylidene- And 4-Alkylamino-5-Oxo-4,5-Dihydro-[1,2,4] Triazole Derivatives And Investigation Of Their Antitumor Activities, Nesli̇han Demi̇rbaş, Reyhan Uğurluoğlu
Synthesis Of Novel 4-Alkylidene- And 4-Alkylamino-5-Oxo-4,5-Dihydro-[1,2,4] Triazole Derivatives And Investigation Of Their Antitumor Activities, Nesli̇han Demi̇rbaş, Reyhan Uğurluoğlu
Turkish Journal of Chemistry
A series of novel 3-alkyl-4-cyclohexylmethylenamino-5-oxo-4,5-dihydro-[1,2,4]triazoles (6a-e) and 3-alkyl-4-hexylidenamino-5-oxo-4,5-dihydro-[1,2,4]triazoles (7b-e) were synthesized from the reaction of corresponding 3-alkyl-4-amino-5-oxo-4,5-dihydro-[1,2,4]triazoles (1) with cyclohexancarboxaldehyde and capronaldehyde. The acetylation of compounds 6e and 7b resulted in the formation of 1-acetyl-4- cyclohexylmethylenamino-5-oxo-3-(p-tolyl)-4,5-dihydro-[1,2,4]triazole (10) and 3-benzyl-4-hexylidenamino-5-oxo-4,5-dihydro-[1,2,4]triazole (11). 3-Alkyl-4-cyclohexylmethylamino-5-oxo-4,5-dihydro-[1,2,4]triazoles (8a-e) and 3-alkyl-4-hexylamino-5-oxo-4,5-dihydro-[1,2,4]triazoles (9b-e) were obtained from the selective reduction of compounds 6a-e and 7b-e with NaBH_4. The in vitro antitumor activity of some selected compounds was screened by the National Cancer Institute (USA) against several human tumor cell lines, and compounds 8c, 9d and 11c were found to be active.