O-Ethyl-N-ethylsulfonylcarbamat | 51003-65-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: O-Ethyl-N-ethylsulfonylcarbamat
• 英文别名: ethyl N-ethylsulfonylcarbamate
• CAS: 51003-65-7
• 化学式: C₅H₁₁NO₄S
• 分子量: 181.213
• InChiKey: GAOCRSXPWMRRGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  80.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  O-Ethyl-N-ethylsulfonylcarbamat 生成 ethanesulphonyl isocyanate
  参考文献：
  名称：

  Synthesis of alkanesulfonyl isocyanates by thermolysis of trimethylsilyated sulfonyl carbamates

  摘要：

  DOI：

  10.1021/jo00924a039
• 作为产物：
  描述：

  乙基磺酰胺 、 氯甲酸乙酯 在 potassium carbonate 作用下， 生成 O-Ethyl-N-ethylsulfonylcarbamat
  参考文献：
  名称：

  Synthesis of alkanesulfonyl isocyanates by thermolysis of trimethylsilyated sulfonyl carbamates

  摘要：

  DOI：

  10.1021/jo00924a039

文献信息

• Design, synthesis and cytotoxic activity of novel sulfonylurea derivatives of podophyllotoxin
  作者：Zhi-Jun Zhang、Jing Tian、Li-Ting Wang、Mei-Juan Wang、Xiang Nan、Liu Yang、Ying-Qian Liu、Susan L. Morris-Natschke、Kuo-Hsiung Lee

  DOI：10.1016/j.bmc.2013.11.035

  日期：2014.1

  Three series of novel sulfonylurea podophyllotoxin derivatives were designed, synthesized, and evaluated for in vitro cytotoxicity against four tumor cell lines (A-549, DU-145, KB and KBvin). Compounds 14c (IC50: 1.41-1.76 mu M) and 14e (IC50: 1.72-2.01 mu M) showed superior cytotoxic activity compared with etoposide (IC50: 2.03 to >20 mu M), a clinically available anticancer drug. Significantly, most of the compounds exhibited comparable cytotoxicity against the drug-resistant tumor cell line KBvin, while etoposide lost activity completely. Preliminary structure-activity relationship (SAR) correlations indicated that the 4'-O-methyl functionality in podophyllotoxin analogues may be essential to maintain cytotoxic activity, while an arylsulfonylurea side chain at podophyllotoxin's 4 beta position can significantly improve cytotoxic activity. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis of alkanesulfonyl isocyanates by thermolysis of trimethylsilyated sulfonyl carbamates
  作者：W. H. Daly、H. J. Holle

  DOI：10.1021/jo00924a039

  日期：1974.5