(R)-3-(4-ethoxyphenoxy)pyrrolidine | 927691-24-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (R)-3-(4-ethoxyphenoxy)pyrrolidine
• 英文别名: (3R)-3-(4-ethoxyphenoxy)pyrrolidine
• CAS: 927691-24-5
• 化学式: C₁₂H₁₇NO₂
• 分子量: 207.272
• InChiKey: XLNAXXXXGWNMDS-GFCCVEGCSA-N

物化性质

• 沸点：
  323.9±32.0 °C(Predicted)
• 密度：
  1.064±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-3-(4-ethoxyphenoxy)pyrrolidine 、 4-氯-6,7-二甲氧基喹唑啉 在 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以60%的产率得到4-[(3R)-3-(4-ethoxyphenoxy)pyrrolidin-1-yl]-6,7-dimethoxyquinazoline
  参考文献：
  名称：

  Discovery of a Series of 6,7-Dimethoxy-4-pyrrolidylquinazoline PDE10A Inhibitors

  摘要：

  A papaverine based pharmacophore model for PDE10A inhibition was generated via SBDD and used to design a library of 4-amino-6,7-dimethoxyquinazolines. From this library emerged an aryl ether pyrrolidyl 6,7-dimethoxyquinazoline series that became the focal point for additional modeling, X-ray, and synthetic efforts toward increasing PDE10A inhibitory potency and selectivity versus PDE3A/B. These efforts culminated in the discovery of 29, a potent and selective brain penetrable inhibitor of PDE10A.

  DOI：

  10.1021/jm060653b
• 作为产物：
  描述：

  4-乙氧基苯酚 在 三苯基膦 、 三氟乙酸 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 (R)-3-(4-ethoxyphenoxy)pyrrolidine
  参考文献：
  名称：

  Discovery of a Series of 6,7-Dimethoxy-4-pyrrolidylquinazoline PDE10A Inhibitors

  摘要：

  A papaverine based pharmacophore model for PDE10A inhibition was generated via SBDD and used to design a library of 4-amino-6,7-dimethoxyquinazolines. From this library emerged an aryl ether pyrrolidyl 6,7-dimethoxyquinazoline series that became the focal point for additional modeling, X-ray, and synthetic efforts toward increasing PDE10A inhibitory potency and selectivity versus PDE3A/B. These efforts culminated in the discovery of 29, a potent and selective brain penetrable inhibitor of PDE10A.

  DOI：

  10.1021/jm060653b

文献信息

• Discovery of a Series of 6,7-Dimethoxy-4-pyrrolidylquinazoline PDE10A Inhibitors
  作者：Thomas A. Chappie、John M. Humphrey、Martin P. Allen、Kimberly G. Estep、Carol B. Fox、Lorraine A. Lebel、Spiros Liras、Eric S. Marr、Frank S. Menniti、Jayvardhan Pandit、Christopher J. Schmidt、Meihua Tu、Robert D. Williams、Feng V. Yang

  DOI：10.1021/jm060653b

  日期：2007.1.1

  A papaverine based pharmacophore model for PDE10A inhibition was generated via SBDD and used to design a library of 4-amino-6,7-dimethoxyquinazolines. From this library emerged an aryl ether pyrrolidyl 6,7-dimethoxyquinazoline series that became the focal point for additional modeling, X-ray, and synthetic efforts toward increasing PDE10A inhibitory potency and selectivity versus PDE3A/B. These efforts culminated in the discovery of 29, a potent and selective brain penetrable inhibitor of PDE10A.