6-phthalimido-4-oxo-hexanoic acid ethyl ester | 216568-84-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 6-phthalimido-4-oxo-hexanoic acid ethyl ester
• CAS: 216568-84-2
• 化学式: C₁₆H₁₇NO₅
• 分子量: 303.315
• InChiKey: YATSQLJMQJXOEH-UHFFFAOYSA-N

物化性质

• 熔点：
  67-68 °C
• 沸点：
  460.7±25.0 °C(Predicted)
• 密度：
  1.264±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.59
• 重原子数：
  22.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  80.75
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  6-phthalimido-4-oxo-hexanoic acid ethyl ester 在 盐酸 、 甲酸 、 potassium carbonate 作用下， 以 乙醚 为溶剂， 生成 4-Oxo-6-(phenylmethoxycarbonylamino)hexanoic acid
  参考文献：
  名称：

  Structure-based de novo design of ligands using a three-dimensional model of the insulin receptor

  摘要：

  For the first time, a three-dimensional model of the insulin receptor is used in the de novo design of novel ligands that potentially mimic interactions of insulin at its receptor. Compound 4 competed with insulin as seen in autophosphorylation assays and inhibited up to 68% of IR autophosphorylation at 300 muM of 4 in 3T3IR cells induced by 1 nM insulin. This model provides a basis for the design of potent insulin receptor ligands. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.064
• 作为产物：
  描述：

  3-(N-苯二甲酰亚氨基)丙酸 在 bis-triphenylphosphine-palladium(II) chloride 、 氯化亚砜 作用下， 以 乙醚 、 苯 为溶剂， 生成 6-phthalimido-4-oxo-hexanoic acid ethyl ester
  参考文献：
  名称：

  Structure-based de novo design of ligands using a three-dimensional model of the insulin receptor

  摘要：

  For the first time, a three-dimensional model of the insulin receptor is used in the de novo design of novel ligands that potentially mimic interactions of insulin at its receptor. Compound 4 competed with insulin as seen in autophosphorylation assays and inhibited up to 68% of IR autophosphorylation at 300 muM of 4 in 3T3IR cells induced by 1 nM insulin. This model provides a basis for the design of potent insulin receptor ligands. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.064

文献信息

• 6-N-(N-Methylanthranylamido)-4-Oxo-Hexanoic Acid: A New Fluorescent Protecting Group Applicable To A New Dna Sequencing Method
  作者：Isabelle Rasolonjatovo、Simon R. Sarfati

  DOI：10.1080/07328319808004742

  日期：1998.9

  6-Amino-4-oxo-hexanoic acid with a fluorescent probe attached to the amino function, derivative of the levulinic acid has been developed for protection of hydroxyl groups. It is introduced by reaction of its symetrical anhydride and rapidly removed under mild conditions using a hydrazine-pyridinium acetate buffer at. near neutral pH and room temperature. It can be used within the scope of a new DNA sequencing method and as a sensitive detectable protecting group.