2-(1-benzyl-1H-benzoimidazol-2-yl)-4-methyl-thiazole-5-carboxylic acid | 1263903-13-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(1-benzyl-1H-benzoimidazol-2-yl)-4-methyl-thiazole-5-carboxylic acid
• 英文别名: 2-(1-Benzylbenzimidazol-2-yl)-4-methyl-1,3-thiazole-5-carboxylic acid
• CAS: 1263903-13-4
• 化学式: C₁₉H₁₅N₃O₂S
• 分子量: 349.413
• InChiKey: XYBIQSDPXYWLPJ-UHFFFAOYSA-N

物化性质

• 熔点：
  225-228 °C (decomp)
• 沸点：
  628.5±57.0 °C(predicted)
• 密度：
  1.38±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  96.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(1-benzyl-1H-benzoimidazol-2-yl)-4-methyl-thiazole-5-carboxylic acid 、 N,N-二乙基乙二胺 在 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以78%的产率得到2-(1-benzyl-1H-benzoimidazol-2-yl)-4-methyl-thiazole-5-carboxylic acid (2-diethylamino-ethyl)-amide
  参考文献：
  名称：

  Synthesis and in vitro cytotoxic evaluation of some thiazolylbenzimidazole derivatives

  摘要：

  A novel kind of thiazolylbenzimidazole derivatives were designed and synthesized and evaluated for their antitumor activity against SMMC-7721 and A549 cell lines. Most compounds showed good antitumor activities, and compound lib displayed remarkable in vitro anticancer activity comparable to taxol. The preliminary structure-activity relationship of these benzimidazole derivatives was discussed based on the experimental data obtained. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.11.014
• 作为产物：
  描述：

  4-methyl-2-(1-benzyl-1H-benzoimidazol-2-yl)-thiazole-5-carboxylic acid ethyl ester 在 水 、 potassium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 2.5h， 以72%的产率得到2-(1-benzyl-1H-benzoimidazol-2-yl)-4-methyl-thiazole-5-carboxylic acid
  参考文献：
  名称：

  Synthesis and in vitro cytotoxic evaluation of some thiazolylbenzimidazole derivatives

  摘要：

  A novel kind of thiazolylbenzimidazole derivatives were designed and synthesized and evaluated for their antitumor activity against SMMC-7721 and A549 cell lines. Most compounds showed good antitumor activities, and compound lib displayed remarkable in vitro anticancer activity comparable to taxol. The preliminary structure-activity relationship of these benzimidazole derivatives was discussed based on the experimental data obtained. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.11.014

文献信息

• Synthesis and in vitro cytotoxic evaluation of some thiazolylbenzimidazole derivatives
  作者：Yu Luo、Feng Xiao、Shijing Qian、Wei Lu、Bo Yang

  DOI：10.1016/j.ejmech.2010.11.014

  日期：2011.1

  A novel kind of thiazolylbenzimidazole derivatives were designed and synthesized and evaluated for their antitumor activity against SMMC-7721 and A549 cell lines. Most compounds showed good antitumor activities, and compound lib displayed remarkable in vitro anticancer activity comparable to taxol. The preliminary structure-activity relationship of these benzimidazole derivatives was discussed based on the experimental data obtained. (C) 2010 Elsevier Masson SAS. All rights reserved.