(2-ureido)ethylamine trifluoroacetate | 1443148-67-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: (2-ureido)ethylamine trifluoroacetate
• CAS: 1443148-67-1
• 化学式: C₂HF₃O₂*C₃H₉N₃O
• 分子量: 217.148
• InChiKey: QKTCICODLLEHDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.75
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  118.44
• 氢给体数：
  4.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (2-ureido)ethylamine trifluoroacetate 、 Boc-Tyr(OBu^t)-D-Lys(Boc)-Phe-Dab(Boc)-OH 在 1-羟基苯并三唑一水物 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 、 二氯甲烷 为溶剂， 生成 Boc-Tyr(OBu^t)-D-Lys(Boc)-Phe-Dab(Boc)-NH-CH₂-CH₂-NH-CO-NH₂
  参考文献：
  名称：

  Synthesis, biological activity and resistance to proteolytic digestion of new cyclic dermorphin/deltorphin analogues

  摘要：

  A series of novel cyclic ureidopeptides, analogues of dermorphine/deltorphine tetrapeptide, were synthesized by solid phase peptide synthesis and/or in solution. The antinociceptive activity of N-substituted amides 1-10 was evaluated using hot-plate and tail-flick tests. Analogue 1 showed significant, stronger than morphine, antinociceptive effect after systemic applications. All analogues were also tested for their in vitro resistance to proteolysis by means of mass spectroscopy and it was found that all substituted amides 1-10 showed full stability during incubation with large excess of chymotrypsin and pepsin. Compound 1 is a lead molecule for further evaluation. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.02.019
• 作为产物：
  描述：

  Boc-(2-ureido)ethylamine 、 三氟乙酸 反应 0.92h， 以100%的产率得到(2-ureido)ethylamine trifluoroacetate
  参考文献：
  名称：

  Synthesis, biological activity and resistance to proteolytic digestion of new cyclic dermorphin/deltorphin analogues

  摘要：

  A series of novel cyclic ureidopeptides, analogues of dermorphine/deltorphine tetrapeptide, were synthesized by solid phase peptide synthesis and/or in solution. The antinociceptive activity of N-substituted amides 1-10 was evaluated using hot-plate and tail-flick tests. Analogue 1 showed significant, stronger than morphine, antinociceptive effect after systemic applications. All analogues were also tested for their in vitro resistance to proteolysis by means of mass spectroscopy and it was found that all substituted amides 1-10 showed full stability during incubation with large excess of chymotrypsin and pepsin. Compound 1 is a lead molecule for further evaluation. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.02.019