2,3,5,6-Tetrachlorobenzene mercapturate | 105940-78-1

• 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: 2,3,5,6-Tetrachlorobenzene mercapturate
• 英文别名: N-acetyl-S-(2,3,5,6-tetrachloro-phenyl)-L-cysteine；N-Acetyl-S-(2,3,5,6-tetrachlor-phenyl)-L-cystein；N-Acetyl-S-(2,3,5,6-tetrachlorphenyl)cystein；(2R)-2-acetamido-3-(2,3,5,6-tetrachlorophenyl)sulfanylpropanoic acid
• CAS: 105940-78-1
• 化学式: C₁₁H₉Cl₄NO₃S
• 分子量: 377.075
• InChiKey: IHMPHNNJNNVWRA-ZETCQYMHSA-N

物化性质

• 沸点：
  551.6±50.0 °C(Predicted)
• 密度：
  1.63±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3,5,6-Tetrachlorobenzene mercapturate 在 重氮甲烷 作用下， 生成 2,3,5,6-Tetrachlorobenzene mercapturate methyl ester
  参考文献：
  名称：

  Bray et al., Biochemical Journal, 1953, vol. 53, p. 266,268

  摘要：

  DOI：
• 作为产物：
  描述：

  N-乙酰-L-半胱氨酸 、 四氯硝基苯 在 碳酸氢钠 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 16.0h， 生成 2,3,5,6-Tetrachlorobenzene mercapturate
  参考文献：
  名称：

  Metabolism of 2,3,5,6-tetrachloronitrobenzene (tecnazene) in rat

  摘要：

  1. The metabolic fate of [U-C-14]-2,3,5,6-tetrachloronitrobenzene (tenazene) has been determined in the male and female rat following a single dose of 1 mg/kg and in surgically prepared, bile-duct-cannulated rats following a single oral dose of 135 mg/kg.2. Radioactivity in the female rat n as excreted mainly in urine (82%). The male rat, however, excreted approximately equal amounts of radioactivity in urine and faeces (the latter via bile).3. The principal metabolic pathway was conjugation with glutathione (GSH) and concomitant nitro-displacement. The GSH-conjugate and related metabolites were excreted in the bile and ultimately in the urine as the mercapturic acid conjugate. The cysteine conjugate underwent beta-lyase-mediated metabolism to yield a thiol that underwent subsequent methylation to the thioanisole foilowed by S-oxidation.4. A novel tetrachloromethyldisulphide metabolite was also formed.

  DOI：

  10.3109/00498259609046689