N-(4-methoxy-benzylidene)-3,4-dimethyl-aniline | 53384-71-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(4-methoxy-benzylidene)-3,4-dimethyl-aniline
• 英文别名: N-(4-Methoxy-benzyliden)-3,4-dimethyl-anilin；Anisaldehyd-(3.4-dimethyl-anil)；Anisal-asymm.-o-xylidin；Benzenamine, N-(4-methoxybenzylidene)-3,4-dimethyl-；N-(3,4-dimethylphenyl)-1-(4-methoxyphenyl)methanimine
• CAS: 53384-71-7
• 化学式: C₁₆H₁₇NO
• 分子量: 239.317
• InChiKey: FAZHBEZBJXZFOQ-UHFFFAOYSA-N

物化性质

• 沸点：
  395.8±42.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-methoxy-benzylidene)-3,4-dimethyl-aniline 、 5-苯基戊酰氯 在 三正丁胺 作用下， 以 正庚烷 为溶剂， 反应 4.0h， 生成 (3R,4S)-1-(3,4-dimethylphenyl)-4-(4-methoxyphenyl)-3-(3-phenylpropyl)azetidin-2-one
  参考文献：
  名称：

  2-Azetidinone Cholesterol Absorption Inhibitors:  Structure−Activity Relationships on the Heterocyclic Nucleus

  摘要：

  A series of azetidinone cholesterol absorption inhibitors related to SCH 48461 ((-)-6) has been prepared, and compounds were evaluated for their ability to inhibit hepatic cholesteryl ester formation in a cholesterol-fed hamster model. Although originally designed as acyl CoA: cholesterol acyltransferase (ACAT) inhibitors, comparison of in vivo potency with in vitro activity in a microsomal ACAT assay indicates no correlation between activity in these two models. The molecular mechanism by which these compounds inhibit cholesterol absorption is unknown. Despite this limitation, examination of the in vivo activity of a range of compounds has revealed clear structure-activity relationships consistent with a well-defined molecular target. The details of these structure-activity relationships and their implications on the nature of the putative pharmacophore are discussed.

  DOI：

  10.1021/jm960405n

文献信息

• 2-Azetidinone Cholesterol Absorption Inhibitors:  Structure−Activity Relationships on the Heterocyclic Nucleus
  作者：John W. Clader、Duane A. Burnett、Mary Ann Caplen、Martin S. Domalski、Sundeep Dugar、Wayne Vaccaro、Rosy Sher、Margaret E. Browne、Hongrong Zhao、Robert E. Burrier、Brian Salisbury、Harry R. Davis

  DOI：10.1021/jm960405n

  日期：1996.1.1

  A series of azetidinone cholesterol absorption inhibitors related to SCH 48461 ((-)-6) has been prepared, and compounds were evaluated for their ability to inhibit hepatic cholesteryl ester formation in a cholesterol-fed hamster model. Although originally designed as acyl CoA: cholesterol acyltransferase (ACAT) inhibitors, comparison of in vivo potency with in vitro activity in a microsomal ACAT assay indicates no correlation between activity in these two models. The molecular mechanism by which these compounds inhibit cholesterol absorption is unknown. Despite this limitation, examination of the in vivo activity of a range of compounds has revealed clear structure-activity relationships consistent with a well-defined molecular target. The details of these structure-activity relationships and their implications on the nature of the putative pharmacophore are discussed.