ethyl N-hydroxybenzimidothioate | 704-63-2

• 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: ethyl N-hydroxybenzimidothioate
• 英文别名: S-ethylbenzothiohydroximate；S-Ethyl-benzothiohydroximat
• CAS: 704-63-2
• 化学式: C₉H₁₁NOS
• 分子量: 181.258
• InChiKey: UGSBXCUPLXDDDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  32.59
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ethyl N-hydroxybenzimidothioate 在 三氧化硫吡啶 、 potassium hydrogencarbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 以87%的产率得到potassium;[[ethylsulfanyl(phenyl)methylidene]amino] sulfate
  参考文献：
  名称：

  A simple O-sulfated thiohydroximate molecule to be the first micromolar range myrosinase inhibitor

  摘要：

  New non-hydrolyzable analogues of glucosinolates have been prepared. Myrosinase inhibition was observed with modified aglycon moieties, even bulky phenothiazine analogue 6 gave reasonable inhibition. The simplest structure 8 derived from dimethylaminoethanethiol has shown to be the most potent inhibitor with an IC50 of 3.32 mu M. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.072
• 作为产物：
  描述：

  苯甲醛肟 在 N-氯代丁二酰亚胺 、 三乙胺 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.75h， 生成 ethyl N-hydroxybenzimidothioate
  参考文献：
  名称：

  Synthesis of 1,4,2-Oxathiazoles via Oxidative Cyclization of Thiohydroximic Acids

  摘要：

  An oxidative formation of 1,4,2-oxathiazoles from readily available thiohydroximic acids is reported. A variety of alkyl, aryl, and heteroaryl substituents are well tolerated for both the thiohydroximic acid and activating fragments, and the reaction has been demonstrated on gram-scale. This reaction represents the only method currently available to prepare a diverse set of oxathiazoles and expands the chemistry of C-H oxidation via appended N-OH functional groups. Finally, we also demonstrate the rapid preparation of a 1,4,2-oxathiazole analog of an anticancer lead molecule.

  DOI：

  10.1021/acs.orglett.5b02256

文献信息

• SYNTHESIS OF THIOHYDROXIMATES THE ADDITION OF THIOLS TO NITRILE OXIDES
  作者：M. H. Benn

  DOI：10.1139/v64-352

  日期：1964.11.1

  The addition of thiols to nitrile oxides is shown to constitute a general synthesis of thiohydroximates.

  向腈氧化物添加硫醇被证明构成了硫代羟基肟酸盐的一般合成。