[(S)-1-(2-Mercapto-ethylcarbamoyl)-ethyl]-carbamic acid benzyl ester | 97313-97-8

• 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: [(S)-1-(2-Mercapto-ethylcarbamoyl)-ethyl]-carbamic acid benzyl ester
• CAS: 97313-97-8
• 化学式: C₁₃H₁₈N₂O₃S
• 分子量: 282.364
• InChiKey: ZHQLALVMUCCGIH-JTQLQIEISA-N

物化性质

• 沸点：
  518.2±45.0 °C(Predicted)
• 密度：
  1.189±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.35
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  67.43
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  [(S)-1-(2-Mercapto-ethylcarbamoyl)-ethyl]-carbamic acid benzyl ester 在 碘 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 0.25h， 以65%的产率得到((S)-1-{2-[2-((S)-2-Benzyloxycarbonylamino-propionylamino)-ethyldisulfanyl]-ethylcarbamoyl}-ethyl)-carbamic acid benzyl ester
  参考文献：
  名称：

  Synthesis and radioprotective activity of new cysteamine and cystamine derivatives

  摘要：

  A variety of N-(aminoalkanoyl)-S-acylcysteamine and N,N'-bis(aminoalkanoyl)cystamine salt derivatives were synthesized. Toxicity and radioprotective activity (as the dose reduction factor DRF) were determined in vivo on mice and compared to WR 2721 and S-acetylcysteamine hydrochloride. One of the most interesting compounds of this series was N-glycyl-S-acetylcysteamine trifluoroacetate (16, I 102). Structure-activity relationships are discussed.

  DOI：

  10.1021/jm00161a015
• 作为产物：
  描述：

  苄氧羰基-L-丙氨酸 在 甲醇 、 六氯环三磷腈 、 sodium methylate 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 [(S)-1-(2-Mercapto-ethylcarbamoyl)-ethyl]-carbamic acid benzyl ester
  参考文献：
  名称：

  Synthesis and radioprotective activity of new cysteamine and cystamine derivatives

  摘要：

  A variety of N-(aminoalkanoyl)-S-acylcysteamine and N,N'-bis(aminoalkanoyl)cystamine salt derivatives were synthesized. Toxicity and radioprotective activity (as the dose reduction factor DRF) were determined in vivo on mice and compared to WR 2721 and S-acetylcysteamine hydrochloride. One of the most interesting compounds of this series was N-glycyl-S-acetylcysteamine trifluoroacetate (16, I 102). Structure-activity relationships are discussed.

  DOI：

  10.1021/jm00161a015