(S)-2-(3-Ethyl-ureido)-5-[4-(3-nitro-phenyl)-piperazin-1-yl]-5-oxo-pentanoic acid tert-butyl ester | 716377-48-9

• 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)-2-(3-Ethyl-ureido)-5-[4-(3-nitro-phenyl)-piperazin-1-yl]-5-oxo-pentanoic acid tert-butyl ester
• CAS: 716377-48-9
• 化学式: C₂₂H₃₃N₅O₆
• 分子量: 463.534
• InChiKey: ZSEYEYHIPFHOOR-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.05
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  134.12
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (S)-2-(3-Ethyl-ureido)-5-[4-(3-nitro-phenyl)-piperazin-1-yl]-5-oxo-pentanoic acid tert-butyl ester 在 铁粉 、 氯化铵 、 三乙胺 、 三氟乙酸 、 mercury dichloride 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-2-(3-Ethyl-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：

  间氟硝基苯 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-2-(3-Ethyl-ureido)-5-[4-(3-nitro-phenyl)-piperazin-1-yl]-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