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Full-Text Articles in Physical Sciences and Mathematics
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.
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 And Reactivity Of Tetrahydroimidazo [1,5-B][1,2,4]Oxadiazol- 2(1h)-Thiones, Necdet Coşkun, Fatma Ti̇rli̇ Tat
Synthesis And Reactivity Of Tetrahydroimidazo [1,5-B][1,2,4]Oxadiazol- 2(1h)-Thiones, Necdet Coşkun, Fatma Ti̇rli̇ Tat
Turkish Journal of Chemistry
1,3-Dipolar cycloaddition of imidazoline 3-oxides 1 with methylisothiocyanate proceeds regio- and diastereoselectively to give tetrahydroimidazo[1,5-b][1,2,4]oxadiazol-2(1H)-thiones 3 in high yields. The cis configuration of the adducts was proved by our double cis elimination test as well as by NOESY experiments. Adducts 3a-c undergo ring opening at reflux in acetonitrile to give imidazoles while 3d-e undergo retro dipolar cycloaddition to give the starting nitrones 1d-e. The imidazooxadiazol-2-thiones 3a-e were treated with concentrated HCl in ethanol at 50 °C to give the corresponding 4H-[1,2,4]oxadiazole-5-thione only in cases in which the substituent at C-6 is an aryl.
A Convenient Synthesis Of 3,6-Disubstituted-1,4-Dihydro-[1,2,4,5]Tetrazines And Preparation Of New Acetic Acid Derivatives Containing 5-Oxo-4-Phenylamino- 4,5-Dihydro-[1,2,4]Triazole, Ahmet Demi̇rbaş
Turkish Journal of Chemistry
A series of compounds 8a-e, was synthesized by condensation of compounds 7a-e with ethyl bromoacetate. The treatment of compounds 8a-e with hydrazine hydrate afforded the corresponding hydrazide derivatives (9a-e). Subsequently, compounds 9a-e were converted to alkylidene hydrazides (10a-e). Moreover, upon heating in the presence of carboxylic acids, compounds 9a-e unexpectedly gave 1,4-dihydro-[1,2,4,5]tetrazine derivatives (11a-e).