(3S)-1-(3-nitrophenyl)-5-oxopyrrolidine-3-carboxylic acid

• 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: (3S)-1-(3-nitrophenyl)-5-oxopyrrolidine-3-carboxylic acid
• 化学式: C₁₁H₁₀N₂O₅
• 分子量: 250.211
• InChiKey: HKWNCNVBEVINPC-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  衣康酸 在 lithium hydroxide 、 草酰氯 、 双氧水 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 生成 (3S)-1-(3-nitrophenyl)-5-oxopyrrolidine-3-carboxylic 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

文献信息

• N-Aryl-γ-lactams as integrin αvβ3 antagonists
  作者：Ning Xi、Stephen Arvedson、Shawn Eisenberg、Nianhe Han、Michael Handley、Liang Huang、Qi Huang、Alexander Kiselyov、Qingyian Liu、Yuelie Lu、Gladys Nunez、Timothy Osslund、David Powers、Andrew S. Tasker、Ling Wang、Tingjian Xiang、Shimin Xu、Jiandong Zhang、Jiawang Zhu、Richard Kendall、Celia Dominguez

  DOI：10.1016/j.bmcl.2004.03.033

  日期：2004.6

  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.