(2-ethyl-2,3-dihydro-1,4-benzodioxin-2-yl)-carboxylic acid | 75484-18-3

• 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-ethyl-2,3-dihydro-1,4-benzodioxin-2-yl)-carboxylic acid
• 英文别名: 3-ethyl-2H-1,4-benzodioxine-3-carboxylic acid
• CAS: 75484-18-3
• 化学式: C₁₁H₁₂O₄
• 分子量: 208.214
• InChiKey: APOHGNAGRRLGPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2-ethyl-2,3-dihydro-1,4-benzodioxin-2-yl)-carboxylic acid 在 盐酸 、 ammonium hydroxide 、 氯化亚砜 、 sodium methylate 、 phosphorus pentoxide 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 40.0h， 生成 2-methoxyidazoxan
  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-Hydroxymethyl-2-ethyl-1,4-benzodioxan 在 sodium hydroxide 、 potassium permanganate 作用下， 以 水 为溶剂， 反应 48.0h， 生成 (2-ethyl-2,3-dihydro-1,4-benzodioxin-2-yl)-carboxylic acid
  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

• (2-Alkyl-1,4-benzodioxan-2-yl)carboxylic acids as potential hypolipidemic agents
  作者：Aldo Salimbeni、Elso Manghisi

  DOI：10.1002/jhet.5570170313

  日期：1980.5

  4-benzodioxane, V, and 1,5-benzodioxepine, VII, alcohols. From potassium permanganate oxidation of benzodioxane compounds V the corresponding (2-alkyl-1,4-benzodioxan-2-yl)carboxylic acids II were obtained. In a preliminary pharmacological evaluation benzodioxane acids II did not show any effect on plasma cholesterol, while producing a moderate lowering of triglycerides.

  1，2-二酚与2-烷基-3-氯-1，2-环氧丙烷反应，得到1，4-苯并二恶烷V和1，5-苯并二氧杂庚烷VII的醇的混合物。由高锰酸钾氧化苯并二恶烷化合物V，得到相应的（2-烷基-1，4-苯并二恶烷-2-基）羧酸II。在初步的药理学评估中，苯并二恶烷酸II对血浆胆固醇没有显示任何影响，同时会导致甘油三酸酯的适度降低。
• SALIMBENI A.; MANGHISI E., J. HETEROCYCL. CHEM., 1980, 17, NO 3, 489-492
  作者：SALIMBENI A.、 MANGHISI E.

  DOI：——

  日期：——
• US4948797A
  申请人：——

  公开号：US4948797A

  公开（公告）日：1990-08-14
• .alpha.-Adrenoreceptor reagents. 3. Synthesis of some 2-substituted 1,4-benzodioxans as selective presynaptic .alpha.2-adrenoreceptor antagonists
  作者：Michael R. Stillings、Christopher B. Chapleo、Richard C. M. Butler、J. Alfred Davis、C. David England、Malcolm Myers、Peter L. Myers、Neil Tweddle、Anthony P. Welbourn

  DOI：10.1021/jm00146a013

  日期：1985.8

  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.