(S)-5-[4-(3-Amino-phenyl)-piperazin-1-yl]-2-(3-benzyl-ureido)-5-oxo-pentanoic acid tert-butyl ester | 716377-57-0

• 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: (S)-5-[4-(3-Amino-phenyl)-piperazin-1-yl]-2-(3-benzyl-ureido)-5-oxo-pentanoic acid tert-butyl ester
• CAS: 716377-57-0
• 化学式: C₂₇H₃₇N₅O₄
• 分子量: 495.622
• InChiKey: QXNZPUWYTOWVJS-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.91
• 重原子数：
  36.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  117.0
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-5-[4-(3-Amino-phenyl)-piperazin-1-yl]-2-(3-benzyl-ureido)-5-oxo-pentanoic acid tert-butyl ester 在 三乙胺 、 三氟乙酸 、 mercury dichloride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-2-(3-Benzyl-ureido)-5-oxo-5-{4-[3-(1,4,5,6-tetrahydro-pyrimidin-2-ylamino)-phenyl]-piperazin-1-yl}-pentanoic acid
  参考文献：
  名称：

  Discovery of a potent and selective αvβ3 integrin antagonist with strong inhibitory activity against neointima formation in rat balloon injury model

  摘要：

  A new series of phenylpiperazine-based derivatives with strong antagonistic activity for alpha(v)beta(3) integrin was synthesized. Of these derivatives, the fluorine-substituted compound 8 showed strong inhibitory activity and high selectivity for alpha(v)beta(3) integrin receptor (IC50 = 0.055 nM). In vivo evaluation of the antistenotic effects of 8 indicated that this compound significantly inhibits neointima formation in rat balloon injury model. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.075
• 作为产物：
  描述：

  在 铁粉 、 氯化铵 作用下， 以 乙醇 为溶剂， 生成 (S)-5-[4-(3-Amino-phenyl)-piperazin-1-yl]-2-(3-benzyl-ureido)-5-oxo-pentanoic acid tert-butyl ester
  参考文献：
  名称：

  Discovery of a potent and selective αvβ3 integrin antagonist with strong inhibitory activity against neointima formation in rat balloon injury model

  摘要：

  A new series of phenylpiperazine-based derivatives with strong antagonistic activity for alpha(v)beta(3) integrin was synthesized. Of these derivatives, the fluorine-substituted compound 8 showed strong inhibitory activity and high selectivity for alpha(v)beta(3) integrin receptor (IC50 = 0.055 nM). In vivo evaluation of the antistenotic effects of 8 indicated that this compound significantly inhibits neointima formation in rat balloon injury model. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.075