1,1-dimethylethyl (2S,4R)-2-({[2-(aminocarbonyl)-5-bromo-1-benzofuran-3-yl]amino}carbonyl)-4-hydroxypyrrolidine-1-carboxylate | 1169562-80-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,1-dimethylethyl (2S,4R)-2-({[2-(aminocarbonyl)-5-bromo-1-benzofuran-3-yl]amino}carbonyl)-4-hydroxypyrrolidine-1-carboxylate
• 英文别名: tert-butyl (2S,4R)-2-[(5-bromo-2-carbamoyl-1-benzofuran-3-yl)carbamoyl]-4-hydroxypyrrolidine-1-carboxylate
• CAS: 1169562-80-4
• 化学式: C₁₉H₂₂BrN₃O₆
• 分子量: 468.304
• InChiKey: SRFHEGFIVKLYEQ-PWSUYJOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  135
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,1-dimethylethyl (2S,4R)-2-({[2-(aminocarbonyl)-5-bromo-1-benzofuran-3-yl]amino}carbonyl)-4-hydroxypyrrolidine-1-carboxylate 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成
  参考文献：
  名称：

  Discovery of XL413, a potent and selective CDC7 inhibitor

  摘要：

  CDC7 is a serine/threonine kinase that has been shown to be required for the initiation and maintenance of DNA replication. Up-regulation of CDC7 is detected in multiple tumor cell lines, with inhibition of CDC7 resulting in cell cycle arrest. In this paper, we disclose the discovery of a potent and selective CDC7 inhibitor, XL413 (14), which was advanced into Phase 1 clinical trials. Starting from advanced lead 3, described in a preceding communication, we optimized the CDC7 potency and selectivity to demonstrate in vitro CDC7 dependent cell cycle arrest and in vivo tumor growth inhibition in a Colo-205 xenograft model. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.024
• 作为产物：
  描述：

  5-溴-2-羟基苯甲腈 在 三聚氯氰 、 potassium carbonate 、 potassium hydroxide 作用下， 以 N,N-二甲基乙酰胺 、 N,N-二甲基甲酰胺 为溶剂， 生成 1,1-dimethylethyl (2S,4R)-2-({[2-(aminocarbonyl)-5-bromo-1-benzofuran-3-yl]amino}carbonyl)-4-hydroxypyrrolidine-1-carboxylate
  参考文献：
  名称：

  Discovery of XL413, a potent and selective CDC7 inhibitor

  摘要：

  CDC7 is a serine/threonine kinase that has been shown to be required for the initiation and maintenance of DNA replication. Up-regulation of CDC7 is detected in multiple tumor cell lines, with inhibition of CDC7 resulting in cell cycle arrest. In this paper, we disclose the discovery of a potent and selective CDC7 inhibitor, XL413 (14), which was advanced into Phase 1 clinical trials. Starting from advanced lead 3, described in a preceding communication, we optimized the CDC7 potency and selectivity to demonstrate in vitro CDC7 dependent cell cycle arrest and in vivo tumor growth inhibition in a Colo-205 xenograft model. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.024

文献信息

• Benzofuropyrimidinones
  申请人：Brown S. David

  公开号：US20090247559A1

  公开（公告）日：2009-10-01

  A compound according to formula I: or a pharmaceutically acceptable salt thereof; wherein R 1 , R 2 , R 3a , R 3b , R 3c and R 3d are as defined in the specification, pharmaceutical compositions thereof, and methods of use thereof.

  公式I所示的化合物或其药学上可接受的盐；其中R1、R2、R3a、R3b、R3c和R3d如规范中所定义，以及其药物组合物和使用方法。
• BENZOFUROPYRIMIDINONES AS PROTEIN KINASE INHIBITORS
  申请人：Exelixis, Inc.

  公开号：EP2097419B1

  公开（公告）日：2011-05-25