3-({1-[3-(3-Benzyl-ureido)-phenyl]-5-oxo-pyrrolidine-3-carbonyl}-amino)-3-pyridin-3-yl-propionic acid ethyl ester | 723284-70-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 3-({1-[3-(3-Benzyl-ureido)-phenyl]-5-oxo-pyrrolidine-3-carbonyl}-amino)-3-pyridin-3-yl-propionic acid ethyl ester
• CAS: 723284-70-6
• 化学式: C₂₉H₃₁N₅O₅
• 分子量: 529.596
• InChiKey: XGSWRJCPWIWSAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.57
• 重原子数：
  39.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  129.73
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-({1-[3-(3-Benzyl-ureido)-phenyl]-5-oxo-pyrrolidine-3-carbonyl}-amino)-3-pyridin-3-yl-propionic acid ethyl ester 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以95%的产率得到3-{(5-oxo-1-(3-{(benzylamino)carbonyl amino}phenyl)pyrrolidin-3-yl)carbonylamino}-3-(pyridin-3-yl)propanoic acid
  参考文献：
  名称：

  N-Aryl-γ-lactams as integrin αvβ3 antagonists

  摘要：

  Novel alpha(v)beta(3) antagonists based on the N-aryl-gamma-lactam scaffold were prepared. SAR studies led to the identification of potent antagonists for alpha(v)beta(3) receptor with excellent selectivity against the structurally related alpha(IIb)beta(3) receptor. Additional interactions of N-aryl-gamma-lactam derivatives with alpha(v)beta(3) were found when compared to c(-RGDf[NMe]V-) peptide antagonist. The effects of the conformation and configuration of the gamma-lactam core on the binding were also assessed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.033
• 作为产物：
  描述：

  衣康酸 在 1-羟基苯并三唑 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 锌 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 3-({1-[3-(3-Benzyl-ureido)-phenyl]-5-oxo-pyrrolidine-3-carbonyl}-amino)-3-pyridin-3-yl-propionic acid ethyl ester
  参考文献：
  名称：

  N-Aryl-γ-lactams as integrin αvβ3 antagonists

  摘要：

  Novel alpha(v)beta(3) antagonists based on the N-aryl-gamma-lactam scaffold were prepared. SAR studies led to the identification of potent antagonists for alpha(v)beta(3) receptor with excellent selectivity against the structurally related alpha(IIb)beta(3) receptor. Additional interactions of N-aryl-gamma-lactam derivatives with alpha(v)beta(3) were found when compared to c(-RGDf[NMe]V-) peptide antagonist. The effects of the conformation and configuration of the gamma-lactam core on the binding were also assessed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.033