2-(4-Amino-3-(trimethylsilylaceylenyl)phenyl)benzothiazole

• 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: 2-(4-Amino-3-(trimethylsilylaceylenyl)phenyl)benzothiazole
• 英文别名: 4-(1,3-benzothiazol-2-yl)-2-(2-trimethylsilylethynyl)aniline
• 化学式: C₁₈H₁₈N₂SSi
• 分子量: 322.506
• InChiKey: HEWYAYJAQIXRPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.77
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-Amino-3-(trimethylsilylaceylenyl)phenyl)benzothiazole 在 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 18.0h， 生成 4-Benzothiazol-2-yl-2-ethynyl-phenylamine
  参考文献：
  名称：

  Antitumour benzothiazoles. Part 20: 3′-Cyano and 3′-Alkynyl-Substituted 2-(4′-Aminophenyl)benzothiazoles as new potent and selective analogues

  摘要：

  The synthesis of a new series of antitumour 2-(4-aminophenyl)benzothiazole analogues, substituted in the 3'-position by cyano or alkynyl groups, is described. Several of the analogues, notably the 5-fluorinated compounds 7c and 9c, were found to possess potent in vitro activity against MCF-7 and MDA 468 human cancer cell lines. More comprehensive in vitro analysis (NCI 60-cell line) established compound 7c as a particularly potent and selective 2-(4-aminophenyl)benzothiazole analogue. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00930-7
• 作为产物：
  描述：

  2-(4'-amino-3'-iodophenyl)-benzothiazole 、 三甲基乙炔基硅 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 反应 16.0h， 生成 2-(4-Amino-3-(trimethylsilylaceylenyl)phenyl)benzothiazole
  参考文献：
  名称：

  Antitumour benzothiazoles. Part 20: 3′-Cyano and 3′-Alkynyl-Substituted 2-(4′-Aminophenyl)benzothiazoles as new potent and selective analogues

  摘要：

  The synthesis of a new series of antitumour 2-(4-aminophenyl)benzothiazole analogues, substituted in the 3'-position by cyano or alkynyl groups, is described. Several of the analogues, notably the 5-fluorinated compounds 7c and 9c, were found to possess potent in vitro activity against MCF-7 and MDA 468 human cancer cell lines. More comprehensive in vitro analysis (NCI 60-cell line) established compound 7c as a particularly potent and selective 2-(4-aminophenyl)benzothiazole analogue. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00930-7

文献信息

• Antitumour benzothiazoles. Part 20: 3′-Cyano and 3′-Alkynyl-Substituted 2-(4′-Aminophenyl)benzothiazoles as new potent and selective analogues
  作者：Ian Hutchinson、Tracey D Bradshaw、Charles S Matthews、Malcolm F.G Stevens、Andrew D Westwell

  DOI：10.1016/s0960-894x(02)00930-7

  日期：2003.2

  The synthesis of a new series of antitumour 2-(4-aminophenyl)benzothiazole analogues, substituted in the 3'-position by cyano or alkynyl groups, is described. Several of the analogues, notably the 5-fluorinated compounds 7c and 9c, were found to possess potent in vitro activity against MCF-7 and MDA 468 human cancer cell lines. More comprehensive in vitro analysis (NCI 60-cell line) established compound 7c as a particularly potent and selective 2-(4-aminophenyl)benzothiazole analogue. (C) 2002 Elsevier Science Ltd. All rights reserved.