4-amino-5-(4,5,6,7-tetrahydro-1-benzothien-2-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione | 893642-52-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 4-amino-5-(4,5,6,7-tetrahydro-1-benzothien-2-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
• 英文别名: 4-Amino-5-(4,5,6,7-tetrahydro-1-benzothiophen-2-YL)-4H-1,2,4-triazole-3-T+；4-amino-3-(4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-1H-1,2,4-triazole-5-thione
• CAS: 893642-52-9
• 化学式: C₁₀H₁₂N₄S₂
• mdl: MFCD08701846
• 分子量: 252.364
• InChiKey: XWPSRMOCIUFTCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  potassium 2-(4,5,6,7-tetrahydro-1-benzothien-2-ylcarbonyl)hydrazinecarbodithionate 在 一水合肼 作用下， 以 水 为溶剂， 反应 1.0h， 以78%的产率得到4-amino-5-(4,5,6,7-tetrahydro-1-benzothien-2-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
  参考文献：
  名称：

  Synthesis, cytotoxicity and effects of some 1,2,4-triazole and 1,3,4-thiadiazole derivatives on immunocompetent cells

  摘要：

  Novel derivatives of 4,5-substituted-1,2,4-triazole-thiones and 2,5-substituted-1,3,4-thiadiazoles were synthesized and evaluated for their cytotoxicity. The biological study indicated that compounds 4-ethyl-5-(4,5,6,7-tetrahydro-1-benzothien-2-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione 13, N-ethyl-5-(4,5,6,7-tetrahydro-1-benzothien-2-yl)-1,3,4-thiadiazol-2-amine 16, 4-amino-5-(4,5,6,7-tetrahydro-1-benzothien-2-yl)-2, 4-dihydro-3H-1,2,4-triazole-3-thione 20 and 4-amino-5-(5-phenylthien-2-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione 21 possessed high cytotoxicity in vitro against thymocytes, The corresponding IC50 values were 0.46 mu M, 5.2 x 10(-6) mu M, 0.012 mu M and 1.0 x 10(-6) mu M. Most toxic against lymphocytes was compound 21, IC50 - 0.012 mu M. The tested compounds showed a general stimulation effect on B-cells' response. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.03.006

文献信息

• Synthesis, cytotoxicity and effects of some 1,2,4-triazole and 1,3,4-thiadiazole derivatives on immunocompetent cells
  作者：Anelia Ts. Mavrova、Diana Wesselinova、Yordan A. Tsenov、Pavletta Denkova

  DOI：10.1016/j.ejmech.2008.03.006

  日期：2009.1

  Novel derivatives of 4,5-substituted-1,2,4-triazole-thiones and 2,5-substituted-1,3,4-thiadiazoles were synthesized and evaluated for their cytotoxicity. The biological study indicated that compounds 4-ethyl-5-(4,5,6,7-tetrahydro-1-benzothien-2-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione 13, N-ethyl-5-(4,5,6,7-tetrahydro-1-benzothien-2-yl)-1,3,4-thiadiazol-2-amine 16, 4-amino-5-(4,5,6,7-tetrahydro-1-benzothien-2-yl)-2, 4-dihydro-3H-1,2,4-triazole-3-thione 20 and 4-amino-5-(5-phenylthien-2-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione 21 possessed high cytotoxicity in vitro against thymocytes, The corresponding IC50 values were 0.46 mu M, 5.2 x 10(-6) mu M, 0.012 mu M and 1.0 x 10(-6) mu M. Most toxic against lymphocytes was compound 21, IC50 - 0.012 mu M. The tested compounds showed a general stimulation effect on B-cells' response. (C) 2008 Elsevier Masson SAS. All rights reserved.