Hydrazinecarboxylic acid, 1-methyl-,2-ethoxy-2-oxo-1-(phenylmethyl)ethyl ester | 64231-49-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Hydrazinecarboxylic acid, 1-methyl-,2-ethoxy-2-oxo-1-(phenylmethyl)ethyl ester
• CAS: 64231-49-8
• 化学式: C₁₃H₁₈N₂O₄
• 分子量: 266.297
• InChiKey: NHYTVQYSTRXSIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  81.86
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  光气 、 2-羟基-3-苯基丙酸乙酯 、 甲基肼 生成 Hydrazinecarboxylic acid, 1-methyl-,2-ethoxy-2-oxo-1-(phenylmethyl)ethyl ester
  参考文献：
  名称：

  Proteinase inhibitors. 1. Inhibitors of elastase

  摘要：

  A series of peptides and depsipeptides containing 2-methylcarbazic acid (H-Mec-OH), the 2-aza analogue of alanine, was prepared and tested as inhibitors of pancreatic and human granulocyte elastases. A requirement for a minimum chain length as well as specific amino acid sequence was observed which correlates well with both substrate and inhibitor studies by others in this field. The most active inhibitors have the structure Ac-Ala-Ala-Pro-Mec-Lac-R. When Lac-R is an ester, only the pancreatic enzyme is inhibited. When Lac-R is an amide or hydrazide, then both enzymes are inhibited. The inhibitory activity is reversible; the inhibitors are not hydrolyzed by the enzyme and the inhibition is noncompetitive with synthetic substrates of similar structure, suggesting that binding at the sites adjacent to the carboyl group of the amino acid analogue, 2-methylcarbazic acid, is important for this inhibition. The data further demonstrate the differences between pancreatic and granulocyte elastases.

  DOI：

  10.1021/jm00221a020