3-({5-Oxo-1-[3-(1,4,5,6-tetrahydro-pyrimidin-2-ylamino)-phenyl]-pyrrolidine-3-carbonyl}-amino)-3-pyridin-3-yl-propionic acid ethyl ester | 723284-69-3

• 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-({5-Oxo-1-[3-(1,4,5,6-tetrahydro-pyrimidin-2-ylamino)-phenyl]-pyrrolidine-3-carbonyl}-amino)-3-pyridin-3-yl-propionic acid ethyl ester
• CAS: 723284-69-3
• 化学式: C₂₅H₃₀N₆O₄
• 分子量: 478.551
• InChiKey: RPRDBSMQWLTOQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.01
• 重原子数：
  35.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  125.02
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  3-({5-Oxo-1-[3-(1,4,5,6-tetrahydro-pyrimidin-2-ylamino)-phenyl]-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-(3,4,5,6-tetrahydropyrimidin-2-ylamino)phenyl)pyrrolidin-3-yl}carbonylamino)-3-(3-pyridyl)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：

  1-(3-nitro-phenyl)-5-oxo-pyrrolidine-3-carboxylic acid 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 、 三氟乙酸 、 mercury dichloride 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.5h， 生成 3-({5-Oxo-1-[3-(1,4,5,6-tetrahydro-pyrimidin-2-ylamino)-phenyl]-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