N-ethyl-5-(5-phenylthien-2-yl)-1,3,4-thiadiazol-2-amine | 1119518-41-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-ethyl-5-(5-phenylthien-2-yl)-1,3,4-thiadiazol-2-amine
• 英文别名: N-ethyl-5-(5-phenylthiophen-2-yl)-1,3,4-thiadiazol-2-amine
• CAS: 1119518-41-0
• 化学式: C₁₄H₁₃N₃S₂
• 分子量: 287.409
• InChiKey: QOVXBINOKYVUEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  94.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-ethyl-2-[(5-phenylthien-2-yl)carbonyl]hydrazinecarbothioamide 在 硫酸 作用下， 反应 3.5h， 以80%的产率得到N-ethyl-5-(5-phenylthien-2-yl)-1,3,4-thiadiazol-2-amine
  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