tert-butyl 7-(((2-bromo-1-(2-chlorophenyl)ethoxy)carbonyl)amino)-1,2,4,5-tetrahydro-3H-benzo[d]azepine-3-carboxylate | 1613220-26-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: tert-butyl 7-(((2-bromo-1-(2-chlorophenyl)ethoxy)carbonyl)amino)-1,2,4,5-tetrahydro-3H-benzo[d]azepine-3-carboxylate
• CAS: 1613220-26-0
• 化学式: C₂₄H₂₈BrClN₂O₄
• 分子量: 523.854
• InChiKey: VFUMKAIGTWBFIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.36
• 重原子数：
  32.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  67.87
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 7-(((2-bromo-1-(2-chlorophenyl)ethoxy)carbonyl)amino)-1,2,4,5-tetrahydro-3H-benzo[d]azepine-3-carboxylate 在 盐酸 、 sodium hydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 mineral oil 为溶剂， 反应 2.0h， 生成 5-(2-chlorophenyl)-3-(2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Lactam and oxazolidinone derived potent 5-hydroxytryptamine 6 receptor antagonists

  摘要：

  Lactam and oxazolidinone derived potent 5-hydroxytryptamine 6 (5-HT6) receptor antagonists have been disclosed. One potent member from the lactam series, racemic compound 14 (K-i of 2.6 nM in binding assay, IC50 of 15 nM in functional cAMP antagonism assay) was separated into corresponding enantiomers that displayed the effect of chirality on binding potency (K-i of 1.6 nM and 3000 nM, respectively). The potent enantiomer displayed an IC50 of 8 nM in cAMP antagonism assay, selectivity against a number of family members as well as brain permeability in rats after 6 h post oral administration. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.03.049
• 作为产物：
  描述：

  2-溴-2'-氯苯乙酮 在 sodium tetrahydroborate 、 三光气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 tert-butyl 7-(((2-bromo-1-(2-chlorophenyl)ethoxy)carbonyl)amino)-1,2,4,5-tetrahydro-3H-benzo[d]azepine-3-carboxylate
  参考文献：
  名称：

  Lactam and oxazolidinone derived potent 5-hydroxytryptamine 6 receptor antagonists

  摘要：

  Lactam and oxazolidinone derived potent 5-hydroxytryptamine 6 (5-HT6) receptor antagonists have been disclosed. One potent member from the lactam series, racemic compound 14 (K-i of 2.6 nM in binding assay, IC50 of 15 nM in functional cAMP antagonism assay) was separated into corresponding enantiomers that displayed the effect of chirality on binding potency (K-i of 1.6 nM and 3000 nM, respectively). The potent enantiomer displayed an IC50 of 8 nM in cAMP antagonism assay, selectivity against a number of family members as well as brain permeability in rats after 6 h post oral administration. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.03.049