α-acetoxy-4-<<(dimethylamino)methylene>amino>-α,3,5-trimethylbenzeneacetic acid ethyl ester | 114886-18-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: α-acetoxy-4-<<(dimethylamino)methylene>amino>-α,3,5-trimethylbenzeneacetic acid ethyl ester
• CAS: 114886-18-9
• 化学式: C₁₈H₂₆N₂O₄
• 分子量: 334.415
• InChiKey: DIGKHTAHHXPAHY-YBFXNURJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.87
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  68.2
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  α-acetoxy-4-<<(dimethylamino)methylene>amino>-α,3,5-trimethylbenzeneacetic acid ethyl ester 在 氨 、 lithium 作用下， 以 乙醚 为溶剂， 以19.1%的产率得到4-<<(dimethylamino)methylene>amino>-α,3,5-trimethylbenzeneacetic acid ethyl ester
  参考文献：
  名称：

  Arylformamidines with antinociceptive properties

  摘要：

  A series of formamidines structurally related to clonidine were synthesized and investigated as potential nonopiate analgesics. Several of these compounds showed potent analgesic activity (ED50 on HCl writhing less than 1.0 mg/kg) with low potential for hypotensive effects. A qualitative description of the structure-activity relationship of this series reveals that the 2,4- and 2,6-dimethylphenyl compounds are more potent analgesics than are the corresponding dichlorophenyl compounds.

  DOI：

  10.1021/jm00117a023
• 作为产物：
  描述：

  4-溴-2,6-二甲基苯胺 在 4-二甲氨基吡啶 、 正丁基锂 、 三乙胺 、 lithium bromide 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 199.25h， 生成 α-acetoxy-4-<<(dimethylamino)methylene>amino>-α,3,5-trimethylbenzeneacetic acid ethyl ester
  参考文献：
  名称：

  Arylformamidines with antinociceptive properties

  摘要：

  A series of formamidines structurally related to clonidine were synthesized and investigated as potential nonopiate analgesics. Several of these compounds showed potent analgesic activity (ED50 on HCl writhing less than 1.0 mg/kg) with low potential for hypotensive effects. A qualitative description of the structure-activity relationship of this series reveals that the 2,4- and 2,6-dimethylphenyl compounds are more potent analgesics than are the corresponding dichlorophenyl compounds.

  DOI：

  10.1021/jm00117a023

文献信息

• GALL, M.;MCCALL, J. M.;TENBRINK, R. E.;VON, VOIGTLANDER P. F.;MOHRLAND, J+, J. MED. CHEM., 31,(1988) N 9, C. 1816-1820
  作者：GALL, M.、MCCALL, J. M.、TENBRINK, R. E.、VON, VOIGTLANDER P. F.、MOHRLAND, J+

  DOI：——

  日期：——
• Arylformamidines with antinociceptive properties
  作者：M. Gall、J. M. McCall、R. E. TenBrink、P. F. VonVoigtlander、J. S. Mohrland

  DOI：10.1021/jm00117a023

  日期：1988.9

  A series of formamidines structurally related to clonidine were synthesized and investigated as potential nonopiate analgesics. Several of these compounds showed potent analgesic activity (ED50 on HCl writhing less than 1.0 mg/kg) with low potential for hypotensive effects. A qualitative description of the structure-activity relationship of this series reveals that the 2,4- and 2,6-dimethylphenyl compounds are more potent analgesics than are the corresponding dichlorophenyl compounds.