4-马来酰亚胺基马尿酸 | 83560-87-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-马来酰亚胺基马尿酸
• 中文别名: 2(3H)-呋喃酮,3-氨基-5-丁基二氢-,(3S,5S)-
• 英文名称: 4-maleimidohippuric acid
• 英文别名: 2-[[4-(2,5-dioxopyrrol-1-yl)benzoyl]amino]acetic acid
• CAS: 83560-87-6
• 化学式: C₁₃H₁₀N₂O₅
• 分子量: 274.233
• InChiKey: VXSFQMUDGMDKNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2925190090

反应信息

• 作为产物：
  描述：

  对氨基马尿酸 在 sodium acetate 、 乙酸酐 作用下， 以 氯仿 为溶剂， 生成 4-马来酰亚胺基马尿酸
  参考文献：
  名称：

  Fles, Dragutin; Vukovic, Radivoje; Kuzmic, Ana Erceg, Croatica Chemica Acta, 2003, vol. 76, # 1, p. 69 - 74

  摘要：

  DOI：

文献信息

• Design and synthesis of a novel DNA-encoded chemical library using Diels-Alder cycloadditions
  作者：Fabian Buller、Luca Mannocci、Yixin Zhang、Christoph E. Dumelin、Jörg Scheuermann、Dario Neri

  DOI：10.1016/j.bmcl.2008.07.038

  日期：2008.11

  DNA-encoded chemical libraries are increasingly being employed for the identification of binding molecules to protein targets of pharmaceutical relevance. Here, we describe the synthesis and characterization of a DNA-encoded chemical library, consisting of 4000 compounds generated by Diels-Alder cycloaddition reactions. The compounds were encoded with unique DNA fragments which were generated through

  DNA编码的化学文库正越来越多地用于鉴定与药物相关的蛋白质靶标的结合分子。在这里，我们描述了由Diels-Alder环加成反应生成的4000种化合物组成的DNA编码化学文库的合成和表征。这些化合物编码有独特的DNA片段，这些片段是通过逐步组装过程生成的，并用作可扩增的条形码，用于鉴定和相对定量文库成员。
• Acute effects of alkylating agents on canine renal function: specifically designed synthetic maleimides
  作者：Daniel A. Koechel、Joan B. Tarloff、Gary O. Rankin

  DOI：10.1021/jm00355a017

  日期：1983.1

  Maleimidohippurates and maleimidobenzoates were synthesized that possess a carboxy group for active uptake into renal proximal tubular cells and a reactive maleimide moiety to covalently bond with proximal tubular components. The reactivity of the maleimide moiety in each series was progressively reduced by substitution of methyl groups in place of the vinyl hydrogens. In contrast to N-ethylmaleimide (NEM), the resulting maleimidohippurates and maleimidobenzoates did not possess significant diuretic activity in the dog following renal arterial administration. However, as predicted, the nephrotoxicity of the maleimidohippurates paralleled their in vitro alkylating ability and was quite specifically located in the proximal portion of the canine renal tubule.