Dergiler / Turkish Journal of Chemistry / 2004 / Cilt: 28 - Sayı: 5

Synthesis of Novel 4-Alkylidene- and 4-Alkylamino-5-oxo-4,5-Dihydro-[1,2,4] triazole Derivatives and Investigation of Their Antitumor Activities

Synthesis of Novel 4-Alkylidene- and 4-Alkylamino-5-oxo-4,5-Dihydro-[1,2,4]triazole Derivatives and Investigation of Their Antitumor Activities

Sayfa
559–572
Yayın Tarihi
2004-05-01
DOI
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⚡ TL;DR(1 Cümlede Hızlı Çıkarım)

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.

📌 3 Maddede Bu Makale

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Amaç & Hipotez: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.
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Temel Bulgular & Veri: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 NaBH4.
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Sonuç & Katkı: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.
🔬Tür:Araştırma Makalesi
📍Kapsam:Genişletilmiş Akademik Örneklem
⚙️Değişkenler:Imine bond · antitumor activity · capron aldehyde

Özet

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 NaBH4. 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.

Abstract

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 NaBH4. 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.

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Bu Makaleye Atıf Yap

DEMİRBAŞ, N., UĞURLUOĞLU, R. (2004). Synthesis of Novel 4-Alkylidene- and 4-Alkylamino-5-oxo-4,5-Dihydro-[1,2,4] triazole Derivatives and Investigation of Their Antitumor Activities. Turkish Journal of Chemistry, Cilt: 28 - Sayı: 5, 559–572. https://ajindex.com/articles/382213

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