8-fluoro-6-(piperidin-4-ylmethyl)-4H-1,4-benzoxazin-3-one | 764641-12-5

• 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: 8-fluoro-6-(piperidin-4-ylmethyl)-4H-1,4-benzoxazin-3-one
• CAS: 764641-12-5
• 化学式: C₁₄H₁₇FN₂O₂
• 分子量: 264.3
• InChiKey: QPDFJXCAQSPRKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-fluoro-6-(piperidin-4-ylmethyl)-4H-1,4-benzoxazin-3-one 、 5-(2-bromoethoxy)-2-methylquinoline 在 N-ethyl-diisopropylethylamine 作用下， 以 异丙醇 为溶剂， 生成 8-fluoro-6-[[1-[2-(2-methylquinolin-5-yl)oxyethyl]piperidin-4-yl]methyl]-4H-1,4-benzoxazin-3-one
  参考文献：
  名称：

  3,4-Dihydro-2H-benzoxazinones as dual-acting 5-HT1A receptor antagonists and serotonin reuptake inhibitors

  摘要：

  Investigation of halogen substitution in lead compound 1 has led to the identification of analogues which combine high affinity for 5-HT1A receptors and potent serotonin reuptake inhibitory activity. Several compounds show an improved selectivity over 5-HT1B and 5-HT1D receptors and a superior pharmacokinetic profile in the rat. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.031
• 作为产物：
  描述：

  3-氟-4-甲氧基苯甲醛 在 palladium on activated charcoal sodium tetrahydroborate 、 N-溴代丁二酰亚胺(NBS) 、 potassium tert-butylate 、 氢气 、 硝酸 、 溶剂黄146 、 三苯基膦 、 三氟乙酸 、 lithium chloride 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 8-fluoro-6-(piperidin-4-ylmethyl)-4H-1,4-benzoxazin-3-one
  参考文献：
  名称：

  3,4-Dihydro-2H-benzoxazinones as dual-acting 5-HT1A receptor antagonists and serotonin reuptake inhibitors

  摘要：

  Investigation of halogen substitution in lead compound 1 has led to the identification of analogues which combine high affinity for 5-HT1A receptors and potent serotonin reuptake inhibitory activity. Several compounds show an improved selectivity over 5-HT1B and 5-HT1D receptors and a superior pharmacokinetic profile in the rat. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.031

文献信息

• 3,4-Dihydro-2H-benzoxazinones as dual-acting 5-HT1A receptor antagonists and serotonin reuptake inhibitors
  作者：Peter J. Lovell、Frank E. Blaney、Caroline J. Goodacre、Claire M. Scott、Paul W. Smith、Kathryn R. Starr、Kevin M. Thewlis、Antonio K.K. Vong、Simon E. Ward、Jeannette M. Watson

  DOI：10.1016/j.bmcl.2006.11.031

  日期：2007.2

  Investigation of halogen substitution in lead compound 1 has led to the identification of analogues which combine high affinity for 5-HT1A receptors and potent serotonin reuptake inhibitory activity. Several compounds show an improved selectivity over 5-HT1B and 5-HT1D receptors and a superior pharmacokinetic profile in the rat. (c) 2006 Elsevier Ltd. All rights reserved.