(R)-1-(5-phenyl-3-(quinuclidin-8-ylcarbamoyl)thiophen-2-yl)urea | 860353-66-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 奎宁环
• 英文名称: (R)-1-(5-phenyl-3-(quinuclidin-8-ylcarbamoyl)thiophen-2-yl)urea
• 英文别名: N-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]-2-(carbamoylamino)-5-phenylthiophene-3-carboxamide
• CAS: 860353-66-8
• 化学式: C₁₉H₂₂N₄O₂S
• 分子量: 370.475
• InChiKey: MUMLSZXBXFEQAV-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  116
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 5-phenyl-2-({[(trichloroacetyl)amino]carbonyl}amino)thiophene-3-carboxylate 、 (R)-1-氮杂双环[2.2.2]辛-3-基胺 在 三甲基铝 作用下， 以 四氢呋喃 为溶剂， 生成 (R)-1-(5-phenyl-3-(quinuclidin-8-ylcarbamoyl)thiophen-2-yl)urea
  参考文献：
  名称：

  Discovery of a novel class of 2-ureido thiophene carboxamide checkpoint kinase inhibitors

  摘要：

  Checkpoint kinase-1 (Chk1, CHEK1) is a Ser/Thr protein kinase that mediates the cellular response to DNA-damage. A novel class of 2-ureido thiophene carboxamide urea (TCU) Chk1 inhibitors is described. Inhibitors in this chemotype were optimized for cellular potency and selectivity over Cdk1. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.016

文献信息

• Thiophene derivatives as chk 1 inhibitors
  申请人：Ashwell Susan

  公开号：US20070010556A1

  公开（公告）日：2007-01-11

  This invention relates to novel compounds having the structural formula (I) and to their pharmaceutical compositions and to their methods of use. These novel compounds provide a treatment or prophylaxis of cancer.

  本发明涉及具有结构式（I）的新化合物，以及它们的制药组合物和使用方法。这些新化合物提供了治疗或预防癌症的方法。
• Thiophene and thiazole derivatives as CHK1 inhibitors
  申请人：AstraZeneca AB

  公开号：EP2305671A1

  公开（公告）日：2011-04-06

  This invention relates to novel compounds having the structural formula (I) and to their pharmaceutical compositions and to their methods of use. These novel compounds provide a treatment or prophylaxis of cancer.

  本发明涉及具有结构式 (I) 的新型化合物 及其药物组合物和使用方法。这些新型化合物可治疗或预防癌症。
• Discovery of a novel class of 2-ureido thiophene carboxamide checkpoint kinase inhibitors
  作者：James W. Janetka、Lynsie Almeida、Susan Ashwell、Patrick J. Brassil、Kevin Daly、Chun Deng、Thomas Gero、Roberta E. Glynn、Candice L. Horn、Stephanos Ioannidis、Paul Lyne、Nicholas J. Newcombe、Vibha B. Oza、Martin Pass、Stephanie K. Springer、Mei Su、Dorin Toader、Melissa M. Vasbinder、Dingwei Yu、Yan Yu、Sonya D. Zabludoff

  DOI：10.1016/j.bmcl.2008.05.016

  日期：2008.7

  Checkpoint kinase-1 (Chk1, CHEK1) is a Ser/Thr protein kinase that mediates the cellular response to DNA-damage. A novel class of 2-ureido thiophene carboxamide urea (TCU) Chk1 inhibitors is described. Inhibitors in this chemotype were optimized for cellular potency and selectivity over Cdk1. (C) 2008 Elsevier Ltd. All rights reserved.