8-(2-(Isopropylamino)ethyl)-3,5-dimethoxyphenanthrene-2,6-diol | 200049-36-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 8-(2-(Isopropylamino)ethyl)-3,5-dimethoxyphenanthrene-2,6-diol
• 英文别名: 3,5-dimethoxy-8-[2-(propan-2-ylamino)ethyl]phenanthrene-2,6-diol
• CAS: 200049-36-1
• 化学式: C₂₁H₂₅NO₄
• 分子量: 355.434
• InChiKey: WAPZYOFYEJKQHC-UHFFFAOYSA-N

物化性质

• 沸点：
  573.6±45.0 °C(Predicted)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  71
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 8-(2-(Isopropylamino)ethyl)-3,5-dimethoxyphenanthrene-2,6-diol 在 sodium acetate 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以82.9%的产率得到N-isopropylnorlitebamine
  参考文献：
  名称：

  Litebamine N-Homologues:  Preparation and Anti-Acetylcholinesterase Activity

  摘要：

  Litebamine N-homologues were easily prepared from laurolitsine, generally via three reaction steps (N-alkylation, solvolysis with 1 M NH4OAc under reflux, and the Mannich reaction) in more than 80% overall yield. Among the prepared compounds, N-propyl-, N-isobutyl-, and N-isopropylnorlitebamines exhibited moderate antiacetylcholinesterase activity (IC50 Ca 7.0 mu M), while the corresponding N-metho salt of N-propylnorlitebamine showed potent activity (IC50 2.70 mu M).

  DOI：

  10.1021/np970298f
• 作为产物：
  描述：

  laurolitsine 在 盐酸 、 sodium tetrahydroborate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 8-(2-(Isopropylamino)ethyl)-3,5-dimethoxyphenanthrene-2,6-diol
  参考文献：
  名称：

  Litebamine N-Homologues:  Preparation and Anti-Acetylcholinesterase Activity

  摘要：

  Litebamine N-homologues were easily prepared from laurolitsine, generally via three reaction steps (N-alkylation, solvolysis with 1 M NH4OAc under reflux, and the Mannich reaction) in more than 80% overall yield. Among the prepared compounds, N-propyl-, N-isobutyl-, and N-isopropylnorlitebamines exhibited moderate antiacetylcholinesterase activity (IC50 Ca 7.0 mu M), while the corresponding N-metho salt of N-propylnorlitebamine showed potent activity (IC50 2.70 mu M).

  DOI：

  10.1021/np970298f

文献信息

• Litebamine <i>N</i>-Homologues:  Preparation and Anti-Acetylcholinesterase Activity
  作者：Chi-Ming Chiou、Jaw-Jou Kang、Shoei-Sheng Lee

  DOI：10.1021/np970298f

  日期：1998.1.1

  Litebamine N-homologues were easily prepared from laurolitsine, generally via three reaction steps (N-alkylation, solvolysis with 1 M NH4OAc under reflux, and the Mannich reaction) in more than 80% overall yield. Among the prepared compounds, N-propyl-, N-isobutyl-, and N-isopropylnorlitebamines exhibited moderate antiacetylcholinesterase activity (IC50 Ca 7.0 mu M), while the corresponding N-metho salt of N-propylnorlitebamine showed potent activity (IC50 2.70 mu M).