N-<3>-3-carbamoyl>-trans-propenamide | 140686-32-4

• 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-<3>-3-carbamoyl>-trans-propenamide
• 英文别名: N-{3[N-(tert-butoxycarbonyl)aminopropyl]}-3-{N'-[N-3-(tert-butoxycarbonyl)aminopropyl]carbamoyl}-trans-propenamide；tert-butyl N-[3-[[(E)-4-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propylamino]-4-oxobut-2-enoyl]amino]propyl]carbamate
• CAS: 140686-32-4
• 化学式: C₂₀H₃₆N₄O₆
• 分子量: 428.529
• InChiKey: WTDJRLSYVSWCFA-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  30
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  135
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-<3>-3-carbamoyl>-trans-propenamide 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 4.0h， 以80%的产率得到N-(3-aminopropyl)-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
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 三乙胺 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.08h， 生成 N-<3>-3-carbamoyl>-trans-propenamide
  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