ethyl 2-acetamido-4-ethoxycarbonyl-4-thiocarbamoylbutanoate | 108877-03-8

• 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: ethyl 2-acetamido-4-ethoxycarbonyl-4-thiocarbamoylbutanoate
• 英文别名: acetylamino-(2-thiocarbamoyl-ethyl)-malonic acid diethyl ester；Acetylamino-(2-thiocarbamoyl-aethyl)-malonsaeure-diaethylester；Diethyl 2-acetamido-2-(3-amino-3-sulfanylidenepropyl)propanedioate
• CAS: 108877-03-8
• 化学式: C₁₂H₂₀N₂O₅S
• 分子量: 304.367
• InChiKey: UYXNFRRVHSVBOK-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：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  140
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 2-acetamido-4-ethoxycarbonyl-4-thiocarbamoylbutanoate 在 盐酸 、 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 2-Amino-4-(4-carboxymethyl-thiazol-2-yl)-butyric acid
  参考文献：
  名称：

  Synthesis and antitrypanosomal evaluation of some thiazole-containing amino acids and peptides

  摘要：

  Several amino acids and peptides containing thiazole and thiazolidine residues were prepared. They were tested in vivo and in vitro as possible antitrypanosomal compounds. Some derivatives showed a slight activity. As they are structurally related to glutathione, their inhibitory properties towards glutathionylspermidine synthetase, trypanothione synthetase and trypanothione reductase were determined. No inhibitory activity was found.

  DOI：

  10.1016/0223-5234(93)90125-x
• 作为产物：
  描述：

  ethyl-2-carbethoxy-2-acetylamino-2-cyanobutanoate 在 吡啶 、 硫化氢 、 三乙胺 作用下， 反应 1.5h， 以50%的产率得到ethyl 2-acetamido-4-ethoxycarbonyl-4-thiocarbamoylbutanoate
  参考文献：
  名称：

  Synthesis and antitrypanosomal evaluation of some thiazole-containing amino acids and peptides

  摘要：

  Several amino acids and peptides containing thiazole and thiazolidine residues were prepared. They were tested in vivo and in vitro as possible antitrypanosomal compounds. Some derivatives showed a slight activity. As they are structurally related to glutathione, their inhibitory properties towards glutathionylspermidine synthetase, trypanothione synthetase and trypanothione reductase were determined. No inhibitory activity was found.

  DOI：

  10.1016/0223-5234(93)90125-x

文献信息

• Behringer et al., Chemische Berichte, 1959, vol. 92, p. 910,913
  作者：Behringer et al.

  DOI：——

  日期：——
• Synthesis and antitrypanosomal evaluation of some thiazole-containing amino acids and peptides
  作者：I Van Bogaert、A Haemers、W Bollaert、N Van Meirvenne、R Brun、K Smith、AH Fairlamb

  DOI：10.1016/0223-5234(93)90125-x

  日期：1993.1

  Several amino acids and peptides containing thiazole and thiazolidine residues were prepared. They were tested in vivo and in vitro as possible antitrypanosomal compounds. Some derivatives showed a slight activity. As they are structurally related to glutathione, their inhibitory properties towards glutathionylspermidine synthetase, trypanothione synthetase and trypanothione reductase were determined. No inhibitory activity was found.