N-(2-(2-(6-(trifluoromethyl)-1H-benzo[d]imidazol-2-ylamino)thiazol-5-yl)ethyl)thieno[3,2-d]pyrimidin-4-amine | 1215070-89-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: N-(2-(2-(6-(trifluoromethyl)-1H-benzo[d]imidazol-2-ylamino)thiazol-5-yl)ethyl)thieno[3,2-d]pyrimidin-4-amine
• 英文别名: N-[2-[2-[[6-(trifluoromethyl)-1H-benzimidazol-2-yl]amino]-1,3-thiazol-5-yl]ethyl]thieno[3,2-d]pyrimidin-4-amine
• CAS: 1215070-89-5
• 化学式: C₁₉H₁₄F₃N₇S₂
• 分子量: 461.494
• InChiKey: FNECROKREKHEJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  148
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  、 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， 生成 N-(2-(2-(6-(trifluoromethyl)-1H-benzo[d]imidazol-2-ylamino)thiazol-5-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

文献信息

• 2-Aminobenzimidazoles as potent Aurora kinase inhibitors
  作者：Min Zhong、Minna Bui、Wang Shen、Subramanian Baskaran、Darin A. Allen、Robert A. Elling、W. Michael Flanagan、Amy D. Fung、Emily J. Hanan、Shannon O. Harris、Stacey A. Heumann、Ute Hoch、Sheryl N. Ivy、Jeffrey W. Jacobs、Stuart Lam、Heman Lee、Robert S. McDowell、Johan D. Oslob、Hans E. Purkey、Michael J. Romanowski、Jeffrey A. Silverman、Bradley T. Tangonan、Pietro Taverna、Wenjin Yang、Josh C. Yoburn、Chul H. Yu、Kristin M. Zimmerman、Tom O’Brien、Willard Lew

  DOI：10.1016/j.bmcl.2009.07.016

  日期：2009.9

  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.