Dergiler / Turkish Journal of Chemistry / 2009 / Cilt: 33 - Sayı: 1

Synthesis and Antimicrobial and Antitumor Activity of Some New [1,2,4] Triazole-5-one Derivatives

Sayfa
135–147
Yayın Tarihi
2009-01-01
DOI
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⚡ TL;DR(1 Cümlede Hızlı Çıkarım)

Compounds selected by the National Cancer Institute (NCI, USA) were investigated for antitumor activity.

📌 3 Maddede Bu Makale

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Amaç & Hipotez:4-[Arylidene-amino]-3-thiophen-2-ylmethyl-4,5-dihydro[1,2,4]triazole-5-one compounds (3a-g) with Schiff base character were obtained from the reaction of 4-amino-3-thiophen-2-ylmethyl-4,5-dihydro-1H-[1,2,4]triazole-5-one (2) with various aldehydes. 1-(2-Oxo-2-phenyl-ethyl)-4-[arylidene-amino]-3-thiophen-2-ylmethyl-4,5- dihydro-1H-[1,2,4]triazole-5-ones (4a-g) were synthesized from the reaction of corresponding compounds 3a-g with bromoacetophenone. 1-(2-Hydroxy-2-phenyl-ethyl)- 3-thiophen-2-ylmethyl-4-[aryl-amino]4,5-dihydro-1H-[1,2,4]triazole-5-ones (5a-g) and 1-(2-hydroxy-2-phenyl-ethyl)-3-thiophen-2-ylmethyl-4-[arylidene-amino] 4,5-dihydro-1H-[1,2,4]triazole-5-ones (6b,d,e) were obtained from the selective reduction of 1-(2-oxo-2-phenyl-ethyl)-4-[arylidene-amino]-3-thiophen-2ylmethyl- 4,5-dihydro-1H-[1,2,4] triazole-5-ones (4) with NaBH4.
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Temel Bulgular & Veri:They were characterized by IR, H-NMR,13C-NMR, and elemental analyses.
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Sonuç & Katkı:Compounds selected by the National Cancer Institute (NCI, USA) were investigated for antitumor activity.
🔬Tür:Araştırma Makalesi
📍Kapsam:Genişletilmiş Akademik Örneklem
⚙️Değişkenler:Triazole-5-one · acetophenone · NaBH4

Özet

4-[Arylidene-amino]-3-thiophen-2-ylmethyl-4,5-dihydro[1,2,4]triazole-5-one compounds (3a-g) with Schiff base character were obtained from the reaction of 4-amino-3-thiophen-2-ylmethyl-4,5-dihydro-1H-[1,2,4]triazole-5-one (2) with various aldehydes. 1-(2-Oxo-2-phenyl-ethyl)-4-[arylidene-amino]-3-thiophen-2-ylmethyl-4,5- dihydro-1H-[1,2,4]triazole-5-ones (4a-g) were synthesized from the reaction of corresponding compounds 3a-g with bromoacetophenone. 1-(2-Hydroxy-2-phenyl-ethyl)- 3-thiophen-2-ylmethyl-4-[aryl-amino]4,5-dihydro-1H-[1,2,4]triazole-5-ones (5a-g) and 1-(2-hydroxy-2-phenyl-ethyl)-3-thiophen-2-ylmethyl-4-[arylidene-amino] 4,5-dihydro-1H-[1,2,4]triazole-5-ones (6b,d,e) were obtained from the selective reduction of 1-(2-oxo-2-phenyl-ethyl)-4-[arylidene-amino]-3-thiophen-2ylmethyl- 4,5-dihydro-1H-[1,2,4] triazole-5-ones (4) with NaBH4. They were characterized by IR, H-NMR,13C-NMR, and elemental analyses. Compounds 2, 3a, 3c, 3g, 4f, 5b, and 5g showed good antifungal activity against yeast-like fungi. Compounds selected by the National Cancer Institute (NCI, USA) were investigated for antitumor activity.

Abstract

4-[Arylidene-amino]-3-thiophen-2-ylmethyl-4,5-dihydro[1,2,4]triazole-5-one compounds (3a-g) with Schiff base character were obtained from the reaction of 4-amino-3-thiophen-2-ylmethyl-4,5-dihydro-1H-[1,2,4]triazole-5-one (2) with various aldehydes. 1-(2-Oxo-2-phenyl-ethyl)-4-[arylidene-amino]-3-thiophen-2-ylmethyl-4,5- dihydro-1H-[1,2,4]triazole-5-ones (4a-g) were synthesized from the reaction of corresponding compounds 3a-g with bromoacetophenone. 1-(2-Hydroxy-2-phenyl-ethyl)- 3-thiophen-2-ylmethyl-4-[aryl-amino]4,5-dihydro-1H-[1,2,4]triazole-5-ones (5a-g) and 1-(2-hydroxy-2-phenyl-ethyl)-3-thiophen-2-ylmethyl-4-[arylidene-amino] 4,5-dihydro-1H-[1,2,4]triazole-5-ones (6b,d,e) were obtained from the selective reduction of 1-(2-oxo-2-phenyl-ethyl)-4-[arylidene-amino]-3-thiophen-2ylmethyl- 4,5-dihydro-1H-[1,2,4] triazole-5-ones (4) with NaBH4. They were characterized by IR, H-NMR,13C-NMR, and elemental analyses. Compounds 2, 3a, 3c, 3g, 4f, 5b, and 5g showed good antifungal activity against yeast-like fungi. Compounds selected by the National Cancer Institute (NCI, USA) were investigated for antitumor activity.

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Bu Makaleye Atıf Yap

ÜNVER, Y., DÜĞDÜ, E., SANCAK, K. (2009). Synthesis and Antimicrobial and Antitumor Activity of Some New [1,2,4] Triazole-5-one Derivatives. Turkish Journal of Chemistry, Cilt: 33 - Sayı: 1, 135–147. https://ajindex.com/articles/185051

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