2-(morpholin-4-yl)-7-(2-phenoxyethoxy)-4H-1,3-benzoxazin-4-one

• 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: 2-(morpholin-4-yl)-7-(2-phenoxyethoxy)-4H-1,3-benzoxazin-4-one
• 英文别名: 2-Morpholin-4-yl-7-(2-phenoxyethoxy)-1,3-benzoxazin-4-one
• 化学式: C₂₀H₂₀N₂O₅
• 分子量: 368.389
• InChiKey: AZKAFGZREYPVGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  69.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  7-hydroxy-2-(morpholin-4-yl)-4H-1,3-benzoxazin-4-one 、 2-苯氧乙基溴 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以38%的产率得到2-(morpholin-4-yl)-7-(2-phenoxyethoxy)-4H-1,3-benzoxazin-4-one
  参考文献：
  名称：

  Synthesis, identification and antiplatelet evaluation of 2-morpholino substituted benzoxazines

  摘要：

  A number of 2-morpholino substituted benzoxazines have been prepared in order to test their effectiveness against ADP and collagen induced platelet aggregation. The reaction of 2-thio-1,3-benzoxazines with morpholine has been generalised to enable the use of substituted benzoxazines. Two separate methods were used to prepare 7-O-2-morpholino substituted benzoxazines from 7-hydroxy-2-morpholino benzoxazines. Antiplatelet testing was carried out on 15 of the title compounds. 7-(2-Chloroethoxy)-8-methyl-2-morpholin-4-yl-4H-1,3-benzoxazin-4-one 15d and 7-[2-(4-methylpiperazin-1-yl)ethoxy]-8-methyl-2-morpholin-4-yl-4H-1,3-benzoxazin-4-one 16d showed potent activity against ADP and collagen induced platelet aggregation. The structures of the newly prepared compounds were confirmed by microanalysis as well as the analysis of IR, H-1 and C-13 NMR. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.01.021

文献信息

• Synthesis, identification and antiplatelet evaluation of 2-morpholino substituted benzoxazines
  作者：Kaylene M. Pritchard、Jasim Al-Rawi、Christopher Bradley

  DOI：10.1016/j.ejmech.2007.01.021

  日期：2007.9

  A number of 2-morpholino substituted benzoxazines have been prepared in order to test their effectiveness against ADP and collagen induced platelet aggregation. The reaction of 2-thio-1,3-benzoxazines with morpholine has been generalised to enable the use of substituted benzoxazines. Two separate methods were used to prepare 7-O-2-morpholino substituted benzoxazines from 7-hydroxy-2-morpholino benzoxazines. Antiplatelet testing was carried out on 15 of the title compounds. 7-(2-Chloroethoxy)-8-methyl-2-morpholin-4-yl-4H-1,3-benzoxazin-4-one 15d and 7-[2-(4-methylpiperazin-1-yl)ethoxy]-8-methyl-2-morpholin-4-yl-4H-1,3-benzoxazin-4-one 16d showed potent activity against ADP and collagen induced platelet aggregation. The structures of the newly prepared compounds were confirmed by microanalysis as well as the analysis of IR, H-1 and C-13 NMR. (c) 2007 Elsevier Masson SAS. All rights reserved.