N-(2-aminoethyl)-3-trans-propenamide | 109231-22-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-(2-aminoethyl)-3-trans-propenamide
• 英文别名: N-(2-aminoethyl)-3[N'-(2-aminoethyl)carbamoyl]-trans-propenamide；(E)-N,N'-bis(2-aminoethyl)but-2-enediamide
• CAS: 109231-22-3
• 化学式: C₈H₁₆N₄O₂
• 分子量: 200.241
• InChiKey: YMDLYODQLMSZCA-OWOJBTEDSA-N

物化性质

• 沸点：
  526.4±50.0 °C(Predicted)
• 密度：
  1.154±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.8
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  110
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5-二甲基吡唑-1-硝酸咪 、 N-(2-aminoethyl)-3-trans-propenamide 以 水 为溶剂， 反应 8.0h， 生成 N-(2-guanidinoethyl)-3-trans-propenamide dinitrate
  参考文献：
  名称：

  Search for the pharmacophore of the K+ channel blocker, apamin

  摘要：

  The suggestion that the arginine residues, 13Arg and 14Arg, in the octadecapeptide apamin 1 are critically important to its action in blocking Ca2+-dependent K+ channels (and hence part of the 'pharmacophore') has been investigated by examining small peptides containing Arg-Arg or Lys-Arg. Bisguanidine derivatives modelled on the Arg-Arg partial pharmacophore have also been synthesised and tested; in particular, N-(2-guanidinoethyl)-3[N1-(2-guanidinoethyl)carbamoyl]-trans-propenamide 11 and its higher homologue 12. None of the compounds showed more than weak activity (K(i) > 10(-5) M) indicating that although the Arg-Arg fragment may be necessary, it is not a sufficient atom grouping for the pharmacophore.

  DOI：

  10.1016/0223-5234(91)90133-8

文献信息

• Search for the pharmacophore of the K+ channel blocker, apamin
  作者：P Demonchaux、CR Ganellin、PM Dunn、DG Haylett、DH Jenkinson

  DOI：10.1016/0223-5234(91)90133-8

  日期：1991.12

  The suggestion that the arginine residues, 13Arg and 14Arg, in the octadecapeptide apamin 1 are critically important to its action in blocking Ca2+-dependent K+ channels (and hence part of the 'pharmacophore') has been investigated by examining small peptides containing Arg-Arg or Lys-Arg. Bisguanidine derivatives modelled on the Arg-Arg partial pharmacophore have also been synthesised and tested; in particular, N-(2-guanidinoethyl)-3[N1-(2-guanidinoethyl)carbamoyl]-trans-propenamide 11 and its higher homologue 12. None of the compounds showed more than weak activity (K(i) > 10(-5) M) indicating that although the Arg-Arg fragment may be necessary, it is not a sufficient atom grouping for the pharmacophore.