6-(2-aminoethyl)-N-(3-(trifluoromethyl)phenyl)-1H-benzo[d]imidazol-2-amine | 1215070-92-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 6-(2-aminoethyl)-N-(3-(trifluoromethyl)phenyl)-1H-benzo[d]imidazol-2-amine
• CAS: 1215070-92-0
• 化学式: C₁₆H₁₅F₃N₄
• 分子量: 320.317
• InChiKey: IGOQYUHGBXQNPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  66.73
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6-(2-aminoethyl)-N-(3-(trifluoromethyl)phenyl)-1H-benzo[d]imidazol-2-amine 、 4-氯噻吩并[3,2-d]嘧啶 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以65%的产率得到N-(2-(2-(3-(trifluoromethyl)phenylamino)-1H-benzo[d]imidazol-6-yl)ethyl)thieno[3,2-d]pyrimidin-4-amine
  参考文献：
  名称：

  2-Aminobenzimidazoles as potent Aurora kinase inhibitors

  摘要：

  This Letter describes the discovery and key structure-activity relationship (SAR) of a series of 2-aminobenzimidazoles as potent Aurora kinase inhibitors. 2-Aminobenzimidazole serves as a bioisostere of the biaryl urea residue of SNS-314 (1c), which is a potent Aurora kinase inhibitor and entered clinical testing in patients with solid tumors. Compared to SNS-314, this series of compounds offers better aqueous solubility while retaining comparable in vitro potency in biochemical and cell-based assays; in particular, 6m has also demonstrated a comparable mouse iv PK profile to SNS-314. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.016
• 作为产物：
  描述：

  tert-butyl (2-(2-((3-(trifluoromethyl)phenyl)amino)-1H-benzo[d]imidazol-6-yl)ethyl)carbamate 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 以100%的产率得到6-(2-aminoethyl)-N-(3-(trifluoromethyl)phenyl)-1H-benzo[d]imidazol-2-amine
  参考文献：
  名称：

  2-Aminobenzimidazoles as potent Aurora kinase inhibitors

  摘要：

  This Letter describes the discovery and key structure-activity relationship (SAR) of a series of 2-aminobenzimidazoles as potent Aurora kinase inhibitors. 2-Aminobenzimidazole serves as a bioisostere of the biaryl urea residue of SNS-314 (1c), which is a potent Aurora kinase inhibitor and entered clinical testing in patients with solid tumors. Compared to SNS-314, this series of compounds offers better aqueous solubility while retaining comparable in vitro potency in biochemical and cell-based assays; in particular, 6m has also demonstrated a comparable mouse iv PK profile to SNS-314. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.016