N-(2-aminoethyl)-3-trans-propenamide dihydrochloride | 140686-31-3

• 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 dihydrochloride
• CAS: 140686-31-3
• 化学式: C₈H₁₆N₄O₂*2ClH
• 分子量: 273.163
• InChiKey: VXUMTWLBHMSDLT-TYYBGVCCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.89
• 重原子数：
  15.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  110.24
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  N-{2[N-(tert-butoxycarbonyl)aminoethyl]}-3-{N'-[N-2-(tert-butoxycarbonyl)aminoethyl]carbamoyl}-trans-propenamide 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以88%的产率得到N-(2-aminoethyl)-3-trans-propenamide dihydrochloride
  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