4-allyl-2-[(4-methylpiperidin-1-yl)methyl]-5-(2-thienyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione | 1442122-50-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-allyl-2-[(4-methylpiperidin-1-yl)methyl]-5-(2-thienyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
• 英文别名: 2-[(4-Methylpiperidin-1-yl)methyl]-4-prop-2-enyl-5-thiophen-2-yl-1,2,4-triazole-3-thione；2-[(4-methylpiperidin-1-yl)methyl]-4-prop-2-enyl-5-thiophen-2-yl-1,2,4-triazole-3-thione
• CAS: 1442122-50-0
• 化学式: C₁₆H₂₂N₄S₂
• 分子量: 334.509
• InChiKey: OHKOPIMXESVPIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  82.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-噻吩甲酰肼 在 乙醇 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 4-allyl-2-[(4-methylpiperidin-1-yl)methyl]-5-(2-thienyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
  参考文献：
  名称：

  Synthesis and biological activities of some novel aminomethyl derivatives of 4-substituted-5-(2-thienyl)-2,4-dihydro-3H-1,2,4-triazole-3-thiones

  摘要：

  A novel series of compounds were synthesized by cyclic condensation reaction of substituted isothiocyanate (2a-c) with 2-thiophenecarboxylic acid hydrazide (1) in the presence of ethyl alcohol, to obtain intermediate thiosemicarbazides (3a-c), which were further treated with sodium hydroxide in the presence of ethanol to obtain triazole derivatives (4a-c). The latter were refluxed with substituted secondary amines and formaldehyde for 6-10 h to afford Mannich bases (5a-k). The synthesized compounds were characterized on the basis of their spectral (IR, C-13 and H-1 NMR) data and evaluated for biological activities. Some of the compounds were found to exhibit significant antimicrobial and antioxidant activity. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.02.025

文献信息

• Synthesis and biological activities of some novel aminomethyl derivatives of 4-substituted-5-(2-thienyl)-2,4-dihydro-3H-1,2,4-triazole-3-thiones
  作者：Metin Koparir、Cahit Orek、Akif Evren Parlak、Abdurrazak Söylemez、Pelin Koparir、Mustafa Karatepe、Sevgi Durna Dastan

  DOI：10.1016/j.ejmech.2013.02.025

  日期：2013.5

  A novel series of compounds were synthesized by cyclic condensation reaction of substituted isothiocyanate (2a-c) with 2-thiophenecarboxylic acid hydrazide (1) in the presence of ethyl alcohol, to obtain intermediate thiosemicarbazides (3a-c), which were further treated with sodium hydroxide in the presence of ethanol to obtain triazole derivatives (4a-c). The latter were refluxed with substituted secondary amines and formaldehyde for 6-10 h to afford Mannich bases (5a-k). The synthesized compounds were characterized on the basis of their spectral (IR, C-13 and H-1 NMR) data and evaluated for biological activities. Some of the compounds were found to exhibit significant antimicrobial and antioxidant activity. (C) 2013 Elsevier Masson SAS. All rights reserved.