N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-alanine | 807627-85-6

• 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: N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-alanine
• CAS: 807627-85-6
• 化学式: C₂₀H₂₇N₃O₆
• 分子量: 405.451
• InChiKey: KLIGDEIKPFCZSW-UHFFFAOYSA-N

物化性质

• 熔点：
  142-148 °C
• 沸点：
  703.4±60.0 °C(Predicted)
• 密度：
  1.295±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.25
• 重原子数：
  29.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  125.04
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-alanine 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以98%的产率得到N-[4-(isoindolin-5-yl)amino-4-oxobutyryl]-β-alanine hydrochloride
  参考文献：
  名称：

  4-(Isoindolin-5-yl)amino-4-oxobutyryl-β-alkoxyphenyl-β-alanines, new RGDF mimetics. Synthesis, affinity to fibrinogen receptors, antiaggregatory properties, and their correlation with the hydrophobicity

  摘要：

  A new series of RGDF mimetics, derivatives of 4-(isoindolin-5-yl)amino-4-oxobutanoic acid, was synthesized. The compounds obtained inhibit efficiently the thrombocytes aggregation in experiments in vitro; their biological targets are fibrinogen receptors. The antiaggregatory activity and the affinity correlate with the hydrophobicity of the compounds.

  DOI：

  10.1134/s1070428006080124
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 palladium on activated charcoal sodium carbonate 、 一水合肼 、 三乙胺 、 氯甲酸异丁酯 作用下， 以 1,4-二氧六环 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.5h， 生成 N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-alanine
  参考文献：
  名称：

  4-(Isoindolin-5-yl)amino-4-oxobutyryl-β-alkoxyphenyl-β-alanines, new RGDF mimetics. Synthesis, affinity to fibrinogen receptors, antiaggregatory properties, and their correlation with the hydrophobicity

  摘要：

  A new series of RGDF mimetics, derivatives of 4-(isoindolin-5-yl)amino-4-oxobutanoic acid, was synthesized. The compounds obtained inhibit efficiently the thrombocytes aggregation in experiments in vitro; their biological targets are fibrinogen receptors. The antiaggregatory activity and the affinity correlate with the hydrophobicity of the compounds.

  DOI：

  10.1134/s1070428006080124

文献信息

• Novel fibrinogen receptor antagonists. RGDF mimetics, derivatives of 4-(isoindoline-5-yl)amino-4-oxobutyric acid
  作者：Andrei A. Krysko、Boris M. Chugunov、Olga L. Malovichko、Sergei A. Andronati、Tatyana A. Kabanova、Tamara L. Karaseva、Anna V. Kiriyak

  DOI：10.1016/j.bmcl.2004.09.002

  日期：2004.11

  The novel RGDF mimetics 9a and 9b were synthesized with the use of 4-(isoindoline-5-yl)amino-4-oxo butyric acid as a surrogate of Arg-Gly motif. The synthesized compounds have demonstrated a high potency to inhibit platelet aggregation in vitro and to block FITC-Fg binding to alpha(IIb)beta(3) on washed human platelets. (C) 2004 Elsevier Ltd. All rights reserved.