N-(2-(2-(benzylamino)-2-oxoethylthio)benzothiazol-6-yl)benzamide | 311329-16-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: N-(2-(2-(benzylamino)-2-oxoethylthio)benzothiazol-6-yl)benzamide
• 英文别名: N-(2-{[(Benzylcarbamoyl)methyl]sulfanyl}-1,3-benzothiazol-6-YL)benzamide；N-[2-[2-(benzylamino)-2-oxoethyl]sulfanyl-1,3-benzothiazol-6-yl]benzamide
• CAS: 311329-16-5
• 化学式: C₂₃H₁₉N₃O₂S₂
• mdl: MFCD00762006
• 分子量: 433.555
• InChiKey: BWVRJHQGTQXKCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-苄基-2-氯乙酰胺 在 碳酸氢钠 、 potassium carbonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 8.0h， 生成 N-(2-(2-(benzylamino)-2-oxoethylthio)benzothiazol-6-yl)benzamide
  参考文献：
  名称：

  Synthesis, structure–activity relationships and preliminary antitumor evaluation of benzothiazole-2-thiol derivatives as novel apoptosis inducers

  摘要：

  A series of novel benzothiazole-2-thiol derivatives were synthesized, and their anti-proliferative activities on HepG2 and MCF-7 cells were investigated. Most compounds had inhibitory effects on cell growth, and some of them were more effective than cisplatin. Compounds 6m and 6t displayed good inhibitory activities against a panel of different types of human cancer cell lines, with IC50 values in the low micromolar range. Further biological evaluation indicated that 6m induced apoptosis in HepG2 cancer cells. Structure-activity relationships were also proposed. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.124

文献信息

• Synthesis, structure–activity relationships and preliminary antitumor evaluation of benzothiazole-2-thiol derivatives as novel apoptosis inducers
  作者：Zhao Wang、Xuan-Hong Shi、Jia Wang、Tian Zhou、You-Zhi Xu、Ting-Ting Huang、Yan-Fang Li、Ying-Lan Zhao、Li Yang、Sheng-Yong Yang、Luo-Ting Yu、Yu-Quan Wei

  DOI：10.1016/j.bmcl.2010.12.124

  日期：2011.2

  A series of novel benzothiazole-2-thiol derivatives were synthesized, and their anti-proliferative activities on HepG2 and MCF-7 cells were investigated. Most compounds had inhibitory effects on cell growth, and some of them were more effective than cisplatin. Compounds 6m and 6t displayed good inhibitory activities against a panel of different types of human cancer cell lines, with IC50 values in the low micromolar range. Further biological evaluation indicated that 6m induced apoptosis in HepG2 cancer cells. Structure-activity relationships were also proposed. (c) 2010 Elsevier Ltd. All rights reserved.