6-(4-Methoxy-phenyl)-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol | 145962-37-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-(4-Methoxy-phenyl)-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol
• 英文别名: 6-(4-methoxyphenyl)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-ol
• CAS: 145962-37-4
• 化学式: C₁₈H₂₀O₂
• 分子量: 268.356
• InChiKey: CRFNJRLWQDVGRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-(4-Methoxy-phenyl)-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol 在 sodium hydroxide 、 硼烷四氢呋喃络合物 、 双氧水 、 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 20.0h， 生成 (5R,6R)-6-(4-Methoxy-phenyl)-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol
  参考文献：
  名称：

  Inhibitors of Acyl CoA:Cholesterol Acyltransferase

  摘要：

  Conformational restriction of previously disclosed acyclic diphenylethyl)diphenylacetamides led to the discovery of several potent inhibitors of acyl CoA:cholesterol acyltransferase (ACAT). cis-[2-(4-Hydroxyphenyl)-1-indanyl]diphenylacetamide (4a) was the mo st potent ACAT inhibitor identified (IC50 = 0.04 mu M in an in vitro rat hepatic microsomal ACAT assay, ED(50) = 0.72 mg/kg/day in cholesterol-fed hamsters).

  DOI：

  10.1021/jm950833d
• 作为产物：
  描述：

  6,7,8,9-tetrahydro-5H-benzocyclohepten-5-yl acetate 在 palladium diacetate 、 sodium tetrahydroborate 、 三正丁基甲氧基锡 、 三(邻甲基苯基)磷 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 0.17h， 生成 6-(4-Methoxy-phenyl)-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol
  参考文献：
  名称：

  Inhibitors of Acyl CoA:Cholesterol Acyltransferase

  摘要：

  Conformational restriction of previously disclosed acyclic diphenylethyl)diphenylacetamides led to the discovery of several potent inhibitors of acyl CoA:cholesterol acyltransferase (ACAT). cis-[2-(4-Hydroxyphenyl)-1-indanyl]diphenylacetamide (4a) was the mo st potent ACAT inhibitor identified (IC50 = 0.04 mu M in an in vitro rat hepatic microsomal ACAT assay, ED(50) = 0.72 mg/kg/day in cholesterol-fed hamsters).

  DOI：

  10.1021/jm950833d

文献信息

• Inhibitors of Acyl CoA:Cholesterol Acyltransferase
  作者：Wayne Vaccaro、Cindy Amore、Joel Berger、Robert Burrier、John Clader、Harry Davis、Martin Domalski、Tom Fevig、Brian Salisbury、Rosy Sher

  DOI：10.1021/jm950833d

  日期：1996.1.1

  Conformational restriction of previously disclosed acyclic diphenylethyl)diphenylacetamides led to the discovery of several potent inhibitors of acyl CoA:cholesterol acyltransferase (ACAT). cis-[2-(4-Hydroxyphenyl)-1-indanyl]diphenylacetamide (4a) was the mo st potent ACAT inhibitor identified (IC50 = 0.04 mu M in an in vitro rat hepatic microsomal ACAT assay, ED(50) = 0.72 mg/kg/day in cholesterol-fed hamsters).