N-[2-(4-Benzyloxy-3-methoxy-phenyl)-ethyl]-4-methoxy-benzamide | 605657-51-0

• 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-(4-Benzyloxy-3-methoxy-phenyl)-ethyl]-4-methoxy-benzamide
• CAS: 605657-51-0
• 化学式: C₂₄H₂₅NO₄
• 分子量: 391.467
• InChiKey: GZVMBMSTFAYUEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.26
• 重原子数：
  29.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  56.79
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-[2-(4-Benzyloxy-3-methoxy-phenyl)-ethyl]-4-methoxy-benzamide 在 三氯氧磷 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以68%的产率得到7-Benzyloxy-6-methoxy-1-(4-methoxy-phenyl)-3,4-dihydro-isoquinoline
  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：

  反-4-苄氧基-3-甲氧基-β-硝基苯乙烯 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-(4-Benzyloxy-3-methoxy-phenyl)-ethyl]-4-methoxy-benzamide
  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