[8-(4-Fluoro-phenyl)-2,3,4,5-tetrahydro-benzo[b]oxepin-5-yl]-(4-propoxy-butyl)-amine | 170639-10-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噁庚英
• 英文名称: [8-(4-Fluoro-phenyl)-2,3,4,5-tetrahydro-benzo[b]oxepin-5-yl]-(4-propoxy-butyl)-amine
• 英文别名: 8-(4-fluorophenyl)-N-(4-propoxybutyl)-2,3,4,5-tetrahydro-1-benzoxepin-5-amine
• CAS: 170639-10-8
• 化学式: C₂₃H₃₀FNO₂
• 分子量: 371.495
• InChiKey: RFXPKSXAFCVTJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4-二氟苯基异氰酸酯 、 [8-(4-Fluoro-phenyl)-2,3,4,5-tetrahydro-benzo[b]oxepin-5-yl]-(4-propoxy-butyl)-amine 以 正己烷 为溶剂， 反应 1.0h， 以75%的产率得到3-(2,4-Difluoro-phenyl)-1-[8-(4-fluoro-phenyl)-2,3,4,5-tetrahydro-benzo[b]oxepin-5-yl]-1-(4-propoxy-butyl)-urea
  参考文献：
  名称：

  Synthesis and structure-activity relationships of new ACAT inhibitors

  摘要：

  A series of heterocyclic ureas were synthesized and their ability to inhibit arterial and intestinal ACAT was assessed in animals. The structural modifications carried out in this series led to N-2-(2,4-difluorophenyl)-N-1-8-(4-fluorophenyl)-2,3,4,5-tetrahydro-1-benzoxepin-5-yl-N-1-n-heptylurea 21, which proved to be very active on both the inhibition of aortic ACAT and the inhibition of rat cholesterol intestinal absorption, thus exhibiting a strong hypocholesterolemic effect po in the rat (ED(25) = 0.2 mg/kg).

  DOI：

  10.1016/0223-5234(96)88247-x
• 作为产物：
  描述：

  4'-fluoro-[1,1'-biphenyl]-3-ol 在 sodium hydroxide 、 sodium tetrahydroborate 、 PPA 、 对甲苯磺酸 作用下， 以 xylene 为溶剂， 反应 35.0h， 生成 [8-(4-Fluoro-phenyl)-2,3,4,5-tetrahydro-benzo[b]oxepin-5-yl]-(4-propoxy-butyl)-amine
  参考文献：
  名称：

  Synthesis and structure-activity relationships of new ACAT inhibitors

  摘要：

  A series of heterocyclic ureas were synthesized and their ability to inhibit arterial and intestinal ACAT was assessed in animals. The structural modifications carried out in this series led to N-2-(2,4-difluorophenyl)-N-1-8-(4-fluorophenyl)-2,3,4,5-tetrahydro-1-benzoxepin-5-yl-N-1-n-heptylurea 21, which proved to be very active on both the inhibition of aortic ACAT and the inhibition of rat cholesterol intestinal absorption, thus exhibiting a strong hypocholesterolemic effect po in the rat (ED(25) = 0.2 mg/kg).

  DOI：

  10.1016/0223-5234(96)88247-x

文献信息

• Synthesis and structure-activity relationships of new ACAT inhibitors
  作者：JY Nioche、J Decerprit、D Festal

  DOI：10.1016/0223-5234(96)88247-x

  日期：1995.1

  A series of heterocyclic ureas were synthesized and their ability to inhibit arterial and intestinal ACAT was assessed in animals. The structural modifications carried out in this series led to N-2-(2,4-difluorophenyl)-N-1-8-(4-fluorophenyl)-2,3,4,5-tetrahydro-1-benzoxepin-5-yl-N-1-n-heptylurea 21, which proved to be very active on both the inhibition of aortic ACAT and the inhibition of rat cholesterol intestinal absorption, thus exhibiting a strong hypocholesterolemic effect po in the rat (ED(25) = 0.2 mg/kg).