N-acetyl-S-(N-pentylthiocarbamoyl)-L-cysteine

• 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: N-acetyl-S-(N-pentylthiocarbamoyl)-L-cysteine
• 英文别名: pentyl thiocarbamoylmercapturate；(2R)-2-acetamido-3-(pentylcarbamothioylsulfanyl)propanoic acid
• 化学式: C₁₁H₂₀N₂O₃S₂
• 分子量: 292.423
• InChiKey: SGLJUXLEWLBQFD-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  136
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-氨基戊烷 在 碳酸氢钠 、 三乙胺 作用下， 以 水 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 0.25h， 生成 N-acetyl-S-(N-pentylthiocarbamoyl)-L-cysteine
  参考文献：
  名称：

  Synthesis and biological activity of diisothiocyanate-derived mercapturic acids

  摘要：

  This Letter deals with new non-natural diisothiocyanates, their mercapturic acid derivatives-conjugated with N-acetylcysteine as well as their antiproliferative activity towards human colon cancer cell lines and their inhibitory potency towards histone deacetylase activity. The activity of analysed isothio-cyanates is not significantly different than their N-acetylcysteine conjugates. In comparison to simple mono-isothiocyanate analogues, aliphatic diisothiocyanates and their conjugates are much more active than the simple presence of two isothiocyanate functionalities could indicate. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.045

文献信息

• Synthesis and biological activity of diisothiocyanate-derived mercapturic acids
  作者：Renata Grzywa、Łukasz Winiarski、Mateusz Psurski、Agata Rudnicka、Joanna Wietrzyk、Tadeusz Gajda、Józef Oleksyszyn

  DOI：10.1016/j.bmcl.2015.11.045

  日期：2016.1

  This Letter deals with new non-natural diisothiocyanates, their mercapturic acid derivatives-conjugated with N-acetylcysteine as well as their antiproliferative activity towards human colon cancer cell lines and their inhibitory potency towards histone deacetylase activity. The activity of analysed isothio-cyanates is not significantly different than their N-acetylcysteine conjugates. In comparison to simple mono-isothiocyanate analogues, aliphatic diisothiocyanates and their conjugates are much more active than the simple presence of two isothiocyanate functionalities could indicate. (C) 2015 Elsevier Ltd. All rights reserved.