Ph(CH2)4C(O)-Gly-L-Trp-NH2 | 678996-62-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Ph(CH2)4C(O)-Gly-L-Trp-NH2
• 英文别名: L-Tryptophanamide, N-(1-oxo-5-phenylpentyl)glycyl-；N-[2-[[(2S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-2-oxoethyl]-5-phenylpentanamide
• CAS: 678996-62-8
• 化学式: C₂₄H₂₈N₄O₃
• 分子量: 420.511
• InChiKey: YZJOLQIKZATMTQ-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  117
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Ph(CH2)4C(O)-Gly-L-Trp-OEt 在 氨 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以79%的产率得到Ph(CH2)4C(O)-Gly-L-Trp-NH2
  参考文献：
  名称：

  Design and synthesis of cholecystokinin-4 dipeptide analogues with anxiolytic and anxiogenic activities

  摘要：

  A new series of dipeptide analogues of the general formula Ph(CH2) (n) CO-NH(CH2) (m) CO-Trp-NH2 (n = 1, 3-5; m = 1-3) was designed based on the structure of the endogenous tetrapeptide cholescystokinin-4 (CCK-4) and the topochemical Shemyakin-Ovchinnikov-Ivanov principle. The L-tryptophan derivatives exhibited anxiolytic properties and the D-tryptophan derivatives, anxiogenic properties. The dipeptide Ph(CH2)(5)CO-Gly-L-Trp-NH2 (GB-115) with the activity in rats of 0.05-0.2 mg/kg after oral and intraperitoneal administration was chosen for further studies as a promising anxiolytic agent.

  DOI：

  10.1134/s1068162007040036

文献信息

• Design and synthesis of cholecystokinin-4 dipeptide analogues with anxiolytic and anxiogenic activities
  作者：T. A. Gudasheva、E. P. Kir’yanova、L. G. Kolik、M. A. Konstantinopol’skii、S. B. Seredenin

  DOI：10.1134/s1068162007040036

  日期：2007.7

  A new series of dipeptide analogues of the general formula Ph(CH2) (n) CO-NH(CH2) (m) CO-Trp-NH2 (n = 1, 3-5; m = 1-3) was designed based on the structure of the endogenous tetrapeptide cholescystokinin-4 (CCK-4) and the topochemical Shemyakin-Ovchinnikov-Ivanov principle. The L-tryptophan derivatives exhibited anxiolytic properties and the D-tryptophan derivatives, anxiogenic properties. The dipeptide Ph(CH2)(5)CO-Gly-L-Trp-NH2 (GB-115) with the activity in rats of 0.05-0.2 mg/kg after oral and intraperitoneal administration was chosen for further studies as a promising anxiolytic agent.