2-butyl-2,3-dihydro-1,4-benzodioxin-2-carbonitrile | 187844-33-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: 2-butyl-2,3-dihydro-1,4-benzodioxin-2-carbonitrile
• 英文别名: 3-butyl-2H-1,4-benzodioxine-3-carbonitrile
• CAS: 187844-33-3
• 化学式: C₁₃H₁₅NO₂
• 分子量: 217.268
• InChiKey: XYWNQUCICPMIRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙二胺 、 2-butyl-2,3-dihydro-1,4-benzodioxin-2-carbonitrile 在 盐酸 、 sodium methylate 作用下， 生成 2-(3-butyl-2H-1,4-benzodioxin-3-yl)-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  .alpha.-Adrenoreceptor reagents. 3. Synthesis of some 2-substituted 1,4-benzodioxans as selective presynaptic .alpha.2-adrenoreceptor antagonists

  摘要：

  The synthesis and pharmacological activity of a series of 2-substituted derivatives of the selective alpha 2-adrenoreceptor antagonist idazoxan (RX 781094) is described. Substitution in this position by alkyl, alkenyl, cycloalkenyl, and alkoxy groups in many cases gives compounds whose potencies and selectivities are significantly greater than those of the parent compound.

  DOI：

  10.1021/jm00146a013
• 作为产物：
  描述：

  2-Butyl-2,3-dihydro-benzo[1,4]dioxine-2-carboxylic acid 在 ammonium hydroxide 、 氯化亚砜 、 phosphorus pentoxide 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 6.0h， 生成 2-butyl-2,3-dihydro-1,4-benzodioxin-2-carbonitrile
  参考文献：
  名称：

  .alpha.-Adrenoreceptor reagents. 3. Synthesis of some 2-substituted 1,4-benzodioxans as selective presynaptic .alpha.2-adrenoreceptor antagonists

  摘要：

  The synthesis and pharmacological activity of a series of 2-substituted derivatives of the selective alpha 2-adrenoreceptor antagonist idazoxan (RX 781094) is described. Substitution in this position by alkyl, alkenyl, cycloalkenyl, and alkoxy groups in many cases gives compounds whose potencies and selectivities are significantly greater than those of the parent compound.

  DOI：

  10.1021/jm00146a013

文献信息

• Convenient synthesis of 2,2-disubstituted-2,3-dihydro-1,4-benzodioxins from 2-substituted-2-hydroxy-2,3-dihydro-1,4-benzodioxins
  作者：Valérie Thiéry、Gérard Coudert、Gérald Guillaumet

  DOI：10.1016/s0040-4020(96)01140-4

  日期：1997.2

  Convenient syntheses of relatively rare 2,2-disubstituted-2,3-dihydro-1,4-benzodioxins from 2-substituted-2-hydroxy 2,3-dihydro-1,4-benzodioxins, as key synthetic intermediates, are reported. These new synthetic approaches require Lewis acid BF3-Et(2)O mediated nucleophilic substitution reaction or cyclization of suitable hydroxyphenols. (C) 1997, Elsevier Science Ltd.