N-[2-(3,4-dimethoxyphenyl)ethyl]-4-phenylmethoxybenzamide | 605657-47-4

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 石蒜科生物碱
• 英文名称: N-[2-(3,4-dimethoxyphenyl)ethyl]-4-phenylmethoxybenzamide
• CAS: 605657-47-4
• 化学式: C₂₄H₂₅NO₄
• 分子量: 391.467
• InChiKey: WKMIDJGSKQROSX-UHFFFAOYSA-N

物化性质

• 沸点：
  591.3±50.0 °C(Predicted)
• 密度：
  1.152±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[2-(3,4-dimethoxyphenyl)ethyl]-4-phenylmethoxybenzamide 在 palladium on activated charcoal 氢气 、 三氯氧磷 作用下， 以 甲醇 、 甲苯 为溶剂， 110.0 ℃ 、275.79 kPa 条件下， 反应 1.5h， 生成 1-(4-hydroxyphenyl)-6,7-dimethoxy-3,4-dihydroisoquinoline
  参考文献：
  名称：

  Structure-based approach to falcipain-2 inhibitors: synthesis and biological evaluation of 1,6,7-Trisubstituted dihydroisoquinolines and isoquinolines

  摘要：

  1,4,7-Trisubstituted isoquinolines were designed, synthesized and evaluated for their inhibition against Plasmodium falciparum cysteine protease falcipain-2. The 1-benzyloxyphenyl-dihydroisoquinoline and -isoquinoline derivatives were found to exhibit better activity against falcipain-2 than their corresponding 1-hydroxyphenyl or 1-methoxyphenyl analogues. The docking scores correlate with the IC50 values of compounds and give a high coefficient correlation of 0.94. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00117-2
• 作为产物：
  描述：

  3,4-dimethoxynitrostyrene 在 lithium aluminium tetrahydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 N-[2-(3,4-dimethoxyphenyl)ethyl]-4-phenylmethoxybenzamide
  参考文献：
  名称：

  Structure-based approach to falcipain-2 inhibitors: synthesis and biological evaluation of 1,6,7-Trisubstituted dihydroisoquinolines and isoquinolines

  摘要：

  1,4,7-Trisubstituted isoquinolines were designed, synthesized and evaluated for their inhibition against Plasmodium falciparum cysteine protease falcipain-2. The 1-benzyloxyphenyl-dihydroisoquinoline and -isoquinoline derivatives were found to exhibit better activity against falcipain-2 than their corresponding 1-hydroxyphenyl or 1-methoxyphenyl analogues. The docking scores correlate with the IC50 values of compounds and give a high coefficient correlation of 0.94. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00117-2

文献信息

• Structure-based approach to falcipain-2 inhibitors: synthesis and biological evaluation of 1,6,7-Trisubstituted dihydroisoquinolines and isoquinolines
  作者：Sanjay Batra、Yogesh A Sabnis、Philip J Rosenthal、Mitchell A Avery

  DOI：10.1016/s0968-0896(03)00117-2

  日期：2003.5

  1,4,7-Trisubstituted isoquinolines were designed, synthesized and evaluated for their inhibition against Plasmodium falciparum cysteine protease falcipain-2. The 1-benzyloxyphenyl-dihydroisoquinoline and -isoquinoline derivatives were found to exhibit better activity against falcipain-2 than their corresponding 1-hydroxyphenyl or 1-methoxyphenyl analogues. The docking scores correlate with the IC50 values of compounds and give a high coefficient correlation of 0.94. (C) 2003 Elsevier Science Ltd. All rights reserved.