tert-butyl 2-(2-(phenylthiomethyl)-1H-benzo[d]imidazol-1-yl)acetate | 1374511-00-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl 2-(2-(phenylthiomethyl)-1H-benzo[d]imidazol-1-yl)acetate
• CAS: 1374511-00-8
• 化学式: C₂₀H₂₂N₂O₂S
• 分子量: 354.473
• InChiKey: YEUFDIWODXYITA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.67
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  44.12
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-(2-(phenylthiomethyl)-1H-benzo[d]imidazol-1-yl)acetate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 7.0h， 以75%的产率得到2-(2-((phenylthio)methyl)-1H-benzo[d]imidazol-1-yl)acetohydrazide
  参考文献：
  名称：

  Synthesis and evaluation of 2-[2-(phenylthiomethyl)-1H-benzo[d] imidazol-1-yl)acetohydrazide derivatives as antitumor agents

  摘要：

  A novel class of acetylhydrazone derivatives (5a-x) containing 2-(phenylthiomethyl)-1H-benzo-[d]-imidazole moieties are synthesizer, and their antitumor activities against A549, HCT116, HepG2, PC-9, and A375 were determined by the MTT assay. Among them are N-(2,4-dihydroxybenzylidene)-2-(2-(phenylthiomethyl)-1H-benzo[d]-imidazol-1-yl)acetohydrazide (5a) and N-(5-bromo-2-hydroxy-benzylidene)-2-(2-(phenylthiomethyl)-1H-benzo[d]-imidazol-1-yl)acetohydrazide (5d) which displayed excellent cancer inhibitory activity against the tested cancer cells (IC50 4-17 mu M), compared with 5-FU and SU11248. The others have moderate to weak inhibitory activity against the tested cancer cell lines. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.061
• 作为产物：
  描述：

  2-氯甲基苯并咪唑 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 8.5h， 生成 tert-butyl 2-(2-(phenylthiomethyl)-1H-benzo[d]imidazol-1-yl)acetate
  参考文献：
  名称：

  Synthesis and evaluation of 2-[2-(phenylthiomethyl)-1H-benzo[d] imidazol-1-yl)acetohydrazide derivatives as antitumor agents

  摘要：

  A novel class of acetylhydrazone derivatives (5a-x) containing 2-(phenylthiomethyl)-1H-benzo-[d]-imidazole moieties are synthesizer, and their antitumor activities against A549, HCT116, HepG2, PC-9, and A375 were determined by the MTT assay. Among them are N-(2,4-dihydroxybenzylidene)-2-(2-(phenylthiomethyl)-1H-benzo[d]-imidazol-1-yl)acetohydrazide (5a) and N-(5-bromo-2-hydroxy-benzylidene)-2-(2-(phenylthiomethyl)-1H-benzo[d]-imidazol-1-yl)acetohydrazide (5d) which displayed excellent cancer inhibitory activity against the tested cancer cells (IC50 4-17 mu M), compared with 5-FU and SU11248. The others have moderate to weak inhibitory activity against the tested cancer cell lines. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.061