α-(methylamino)-3-(bicyclo<2.2.2>oct-2-yloxy)-4-methoxybenzeneacetonitrile | 115897-78-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: α-(methylamino)-3-(bicyclo<2.2.2>oct-2-yloxy)-4-methoxybenzeneacetonitrile
• 英文别名: 2-[3-(2-Bicyclo[2.2.2]octanyloxy)-4-methoxyphenyl]-2-(methylamino)acetonitrile
• CAS: 115897-78-4；131408-15-6；131408-64-5
• 化学式: C₁₈H₂₄N₂O₂
• 分子量: 300.401
• InChiKey: OVCUVGQKDKOVFI-UHFFFAOYSA-N

物化性质

• 沸点：
  450.6±45.0 °C(Predicted)
• 密度：
  1.117±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  54.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  α-(methylamino)-3-(bicyclo<2.2.2>oct-2-yloxy)-4-methoxybenzeneacetonitrile 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 2-(methylamino)-2-<3-(bicyclo<2.2.2>oct-2-yloxy)-4-methoxyphenyl>ethylamine
  参考文献：
  名称：

  Calcium-independent phosphodiesterase inhibitors as putative antidepressants: [3-(bicycloalkyloxy)-4-methoxyphenyl-2-imidazolidinones

  摘要：

  The synthesis and biological properties of a novel series of selective calcium-independent phosphodiesterase inhibitors are described. These compounds also inhibit the specific binding of [H-3]rolipram to rat brain membranes and exhibit efficacy in preclinical models of antidepressant activity in mice, such as reducing immobility in the forced-swim test and reversing reserpine-induced hypothermia. Imidazolidinones 4 and 16 were found to be the most potent compounds studied.

  DOI：

  10.1021/jm00105a045
• 作为产物：
  描述：

  双环[2.2.2]辛烷-7-醇 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 120.0h， 生成 α-(methylamino)-3-(bicyclo<2.2.2>oct-2-yloxy)-4-methoxybenzeneacetonitrile
  参考文献：
  名称：

  Calcium-independent phosphodiesterase inhibitors as putative antidepressants: [3-(bicycloalkyloxy)-4-methoxyphenyl-2-imidazolidinones

  摘要：

  The synthesis and biological properties of a novel series of selective calcium-independent phosphodiesterase inhibitors are described. These compounds also inhibit the specific binding of [H-3]rolipram to rat brain membranes and exhibit efficacy in preclinical models of antidepressant activity in mice, such as reducing immobility in the forced-swim test and reversing reserpine-induced hypothermia. Imidazolidinones 4 and 16 were found to be the most potent compounds studied.

  DOI：

  10.1021/jm00105a045

文献信息

• SACCOMANO, NICHOLAS A.;VINICK, FREDERIC J.;KOE, KENNETH B.;NIELSEN, JANN +, J. MED. CHEM., 34,(1991) N, C. 291-298
  作者：SACCOMANO, NICHOLAS A.、VINICK, FREDERIC J.、KOE, KENNETH B.、NIELSEN, JANN +

  DOI：——

  日期：——
• Calcium-independent phosphodiesterase inhibitors as putative antidepressants: [3-(bicycloalkyloxy)-4-methoxyphenyl-2-imidazolidinones
  作者：Nicholas A. Saccomano、Frederic J. Vinick、B. Kenneth Koe、Jann A. Nielsen、William M. Whalen、Morgan Meltz、Douglas Phillips、Peter F. Thadieo、Stanley Jung、Douglas C. Chapin、Lorraine A. Lebel、Lorena L. Russo、David L. Helweg、Jonathan L. Johnson Jr、Jeffery L. Ives、Ian H. Williams

  DOI：10.1021/jm00105a045

  日期：1991.1

  The synthesis and biological properties of a novel series of selective calcium-independent phosphodiesterase inhibitors are described. These compounds also inhibit the specific binding of [H-3]rolipram to rat brain membranes and exhibit efficacy in preclinical models of antidepressant activity in mice, such as reducing immobility in the forced-swim test and reversing reserpine-induced hypothermia. Imidazolidinones 4 and 16 were found to be the most potent compounds studied.