(2R)-6-chloro-2-propan-2-yl-4H-1,4-benzoxazin-3-one | 1448325-27-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: (2R)-6-chloro-2-propan-2-yl-4H-1,4-benzoxazin-3-one
• CAS: 1448325-27-6
• 化学式: C₁₁H₁₂ClNO₂
• 分子量: 225.675
• InChiKey: LEMGISSGXDPKKW-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-氨基吡啶 、 (2R)-6-chloro-2-propan-2-yl-4H-1,4-benzoxazin-3-one 在 四氯化钛 、 三氯氧磷 作用下， 以 乙腈 为溶剂， 反应 4.33h， 以25%的产率得到(R)-6-chloro-2-isopropyl-3-(pyridin-3-yl-amino)-2H-1,4-benzoxazine
  参考文献：
  名称：

  An efficient synthesis of the optically active isomers of 2H-1,4-benzoxazine derivatives, novel KATP channel modulators

  摘要：

  2H-1,4-Benzoxazine amidine derivatives are drugs acting as modulators of the skeletal muscle and pancreatic beta cell ATP-sensitive-K+ (KATP) channels. With the aim of evaluating the influence of absolute configuration on the biological activity of these drugs, we herein report the optimization of a synthetic route to obtain both enantiomers of some of these compounds with improved chemical yield and high enantiomeric excess. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.05.027

文献信息

• An efficient synthesis of the optically active isomers of 2H-1,4-benzoxazine derivatives, novel KATP channel modulators
  作者：Luca Piemontese、Antonio Laghezza、Giuseppe Fracchiolla、Giuseppe Carbonara、Paolo Tortorella、Fulvio Loiodice

  DOI：10.1016/j.tetasy.2013.05.027

  日期：2013.7

  2H-1,4-Benzoxazine amidine derivatives are drugs acting as modulators of the skeletal muscle and pancreatic beta cell ATP-sensitive-K+ (KATP) channels. With the aim of evaluating the influence of absolute configuration on the biological activity of these drugs, we herein report the optimization of a synthetic route to obtain both enantiomers of some of these compounds with improved chemical yield and high enantiomeric excess. (C) 2013 Elsevier Ltd. All rights reserved.