N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-alanine methyl ester | 807627-83-4

• 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 methyl ester
• 英文别名: 5-[3-(2-Methoxycarbonyl-ethylcarbamoyl)-propionylamino]-1,3-dihydro-isoindole-2-carboxylic acid, tert-butyl ester；tert-butyl 5-[[4-[(3-methoxy-3-oxopropyl)amino]-4-oxobutanoyl]amino]-1,3-dihydroisoindole-2-carboxylate
• CAS: 807627-83-4
• 化学式: C₂₁H₂₉N₃O₆
• 分子量: 419.478
• InChiKey: FSQZCHKAWBXPBI-UHFFFAOYSA-N

物化性质

• 熔点：
  145-148 °C
• 沸点：
  661.0±55.0 °C(Predicted)
• 密度：
  1.239±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-alanine methyl ester 在 盐酸 、 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 生成 N-[4-(isoindolin-5-yl)amino-4-oxobutyryl]-β-alanine hydrochloride
  参考文献：
  名称：

  Novel fibrinogen receptor antagonists. RGDF mimetics, derivatives of 4-(isoindoline-5-yl)amino-4-oxobutyric acid

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2004.09.002
• 作为产物：
  描述：

  5-氨基异吲哚-2-甲酸叔丁酯 在 三乙胺 、 氯甲酸异丁酯 作用下， 以 氯仿 为溶剂， 反应 2.25h， 生成 N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-alanine methyl ester
  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