S-[(2-acetylethyl)sulfidyl]-2-thioethyl-p-toluene sulfonate | 899435-61-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: S-[(2-acetylethyl)sulfidyl]-2-thioethyl-p-toluene sulfonate
• CAS: 899435-61-1
• 化学式: C₁₃H₁₈O₅S₃
• 分子量: 350.481
• InChiKey: YRZBODALPPXQLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  21.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  S-[(2-acetylethyl)sulfidyl]-2-thioethyl-p-toluene sulfonate 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 12.0h， 生成 2-[(2-iodoethyl)disulfanyl]ethyl acetate
  参考文献：
  名称：

  Cell permeation of a Trypanosoma brucei aldolase inhibitor: Evaluation of different enzyme-labile phosphate protecting groups

  摘要：

  A series of four prodrugs directed against Trypanosoma brucei aldolase bearing various transient enzyme-labile phosphate protecting groups was developed. Herein, we describe the synthesis and evaluation of cell permeation of these prodrugs. The oxymethyl derivative was the most efficient prodrug with a good recovering of the free drug (IC50 = 20 mu M) and without any measurable cytotoxicity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.010
• 作为产物：
  描述：

  2-((2-hydroxyethyl)disulfanyl)ethyl acetate 、 对甲苯磺酰氯 在 吡啶 作用下， 反应 48.0h， 以75%的产率得到S-[(2-acetylethyl)sulfidyl]-2-thioethyl-p-toluene sulfonate
  参考文献：
  名称：

  Cell permeation of a Trypanosoma brucei aldolase inhibitor: Evaluation of different enzyme-labile phosphate protecting groups

  摘要：

  A series of four prodrugs directed against Trypanosoma brucei aldolase bearing various transient enzyme-labile phosphate protecting groups was developed. Herein, we describe the synthesis and evaluation of cell permeation of these prodrugs. The oxymethyl derivative was the most efficient prodrug with a good recovering of the free drug (IC50 = 20 mu M) and without any measurable cytotoxicity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.010