Se-methyl N-phenylselenocarbamate

• 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: Se-methyl N-phenylselenocarbamate
• 英文别名: Se-methyl-N-phenylselenocarbamate；Se-methyl N-phenylcarbamoselenoate
• 化学式: C₈H₉NOSe
• 分子量: 214.126
• InChiKey: WHQKDOCRUXVOHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.97
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  异氰酸苯酯 、 碘甲烷 在 LiAlHSeH 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以70%的产率得到Se-methyl N-phenylselenocarbamate
  参考文献：
  名称：

  Selenocarbamates are effective superoxide anion scavengers in vitro

  摘要：

  We investigated the superoxide anion- scavenging effects of six selenocarbamates and four thiocarbamates, using a highly sensitive quantitative chemiluminescence method. At 333 nM, six selenocarbamates and four thiocarbamates scavenged in the range of 2.9-68.7% Of O-2 center dot-. Se-methyl N-phenylselenocarbamate and Se-methyl N-(4-methylphenyl)selenocarbamate exhibited the strongest superoxide anion-scavenging activity among the Se-selenocarbamates. In contrast, the corresponding S-thiocarbamates had moderate inhibitory effect. The 50% inhibitory concentrations (IC50) of Se-methyl-N-phenylselenocarbamate and Se-methyl-N-(4-methylphenyi)selenocarbamate were determined to be 140 nM and 162 nM, respectively. Thus, these compounds acted in vitro as effective and potentially useful O-2 center dot- scavengers. (c) 2004 Published by Elsevier B.V.

  DOI：

  10.1016/j.ejps.2004.11.004

文献信息

• 一种氨基硒酸酯类化合物的合成方法
  申请人：南通大学

  公开号：CN115385836A

  公开（公告）日：2022-11-25

  本发明涉及有机合成化学技术领域，具体为一种氨基硒酸酯类化合物的合成方法，反应步骤如下：在敞口条件下，在光催化剂和碱存在下，异氰酸酯和二硒醚化合物，在一定温度条件下和光源照射下进行搅拌反应，得到氨基硒酸酯化合物。本发明的方法与传统的合成方法相比，具有反应条件温和，在室温下可顺利进行；操作简单，所有操作均可在敞开体系中进行；使用廉价易得的起始原料，底物适用范围广、收率高和官能团兼容性好；同时，本发明的方法使用可见光作为能量来源，具有价廉可持续和绿色环保的特点。
• Preparation and Characterization of <i>N</i>-Alkyl-<i>Se</i>-alkylselenocarbamates
  作者：Mamoru Koketsu、Masaru Ishida、Naotaka Takakura、Hideharu Ishihara

  DOI：10.1021/jo010763k

  日期：2002.1.1

  Several N-alkyl-Se-alkylselenocarbamates were prepared. The structure was confirmed by X-ray diffraction. N-Alkyl-Se-alkylselenocarbamates showed interesting NMR spectral features in C-13 and Se-77 NMR. They could be explained by the equilibrium between the major s-trans and the minor s-cis forms. This assumption was confirmed by the theoretical calculations.
• Reaction of Lithium Aluminum Hydride with Elemental Selenium:  Its Application as a Selenating Reagent into Organic Molecules
  作者：Hideharu Ishihara、Mamoru Koketsu、Yoshihisa Fukuta、Futoshi Nada

  DOI：10.1021/ja005800o

  日期：2001.8.1
• Selenocarbamates are effective superoxide anion scavengers in vitro
  作者：Hitoe Takahashi、Atsuyoshi Nishina、Ryo-hei Fukumoto、Hirokazu Kimura、Mamoru Koketsu、Hideharu Ishihara

  DOI：10.1016/j.ejps.2004.11.004

  日期：2005.3

  We investigated the superoxide anion- scavenging effects of six selenocarbamates and four thiocarbamates, using a highly sensitive quantitative chemiluminescence method. At 333 nM, six selenocarbamates and four thiocarbamates scavenged in the range of 2.9-68.7% Of O-2 center dot-. Se-methyl N-phenylselenocarbamate and Se-methyl N-(4-methylphenyl)selenocarbamate exhibited the strongest superoxide anion-scavenging activity among the Se-selenocarbamates. In contrast, the corresponding S-thiocarbamates had moderate inhibitory effect. The 50% inhibitory concentrations (IC50) of Se-methyl-N-phenylselenocarbamate and Se-methyl-N-(4-methylphenyi)selenocarbamate were determined to be 140 nM and 162 nM, respectively. Thus, these compounds acted in vitro as effective and potentially useful O-2 center dot- scavengers. (c) 2004 Published by Elsevier B.V.