2-mercapto-3-methylbenzonitrile | 939970-68-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚类
• 英文名称: 2-mercapto-3-methylbenzonitrile
• 英文别名: 3-methyl-2-sulfanylbenzonitrile
• CAS: 939970-68-0
• 化学式: C₈H₇NS
• 分子量: 149.216
• InChiKey: VMPHWIOWOVYWKZ-UHFFFAOYSA-N

物化性质

• 熔点：
  50-51 °C
• 沸点：
  286.6±28.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  24.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-mercapto-3-methylbenzonitrile 、 2-溴-1-(3,4,5-三甲氧基苯基)乙酮 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 18.0h， 以88%的产率得到(3-Amino-7-methyl-1-benzothiophen-2-yl)-(3,4,5-trimethoxyphenyl)methanone
  参考文献：
  名称：

  Synthesis and Biological Evaluation of 2- and 3-Aminobenzo[b]thiophene Derivatives as Antimitotic Agents and Inhibitors of Tubulin Polymerization

  摘要：

  Two new series of inhibitors of tubulin polymerization based on the 2-amino-3-(3,4,5-trimethoxybenzoyl)benzo[b]thiophene molecular skeleton and its 3-amino positional isomer were synthesized and evaluated for antiproliferative activity, inhibition of tubulin polymerization, and cell cycle effects. Although many more 3-amino derivatives have been synthesized so far, the most promising compound in this series was 2-amino-6-methyl-3-(3,4,5-trimethoxybenzoyl)benzo[b]thiophene, which inhibits cancer cell growth at subnanomolar concentrations and interacts strongly with tubulin by binding to the colchicine site.

  DOI：

  10.1021/jm070050f
• 作为产物：
  描述：

  3-甲基-2-硝基苯甲腈 在 氢氧化钾 、 三氯化铝 作用下， 以 水 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 50.0h， 生成 2-mercapto-3-methylbenzonitrile
  参考文献：
  名称：

  Synthesis and Biological Evaluation of 2- and 3-Aminobenzo[b]thiophene Derivatives as Antimitotic Agents and Inhibitors of Tubulin Polymerization

  摘要：

  Two new series of inhibitors of tubulin polymerization based on the 2-amino-3-(3,4,5-trimethoxybenzoyl)benzo[b]thiophene molecular skeleton and its 3-amino positional isomer were synthesized and evaluated for antiproliferative activity, inhibition of tubulin polymerization, and cell cycle effects. Although many more 3-amino derivatives have been synthesized so far, the most promising compound in this series was 2-amino-6-methyl-3-(3,4,5-trimethoxybenzoyl)benzo[b]thiophene, which inhibits cancer cell growth at subnanomolar concentrations and interacts strongly with tubulin by binding to the colchicine site.

  DOI：

  10.1021/jm070050f

文献信息

• [EN] PROCESS FOR PREPARING A KETOSULFONE DERIVATIVE<br/>[FR] PROCÉDÉ DE PRÉPARATION D'UN DÉRIVÉ DE CÉTOSULFONE
  申请人：ZACH SYSTEM SPA

  公开号：WO2013135587A1

  公开（公告）日：2013-09-19

  The present invention relates to a process for preparing a ketosulfone derivative and, more particularly, to an improved method for synthesising 1-(6-methylpyridin-3-yl)-2-[(4-methylsulfonyl)-phenyl]-ethanone by means of Pd-catalysed alpha arylation process of a heteroaromatic ketone derivative.

  本发明涉及一种制备酮磺酮衍生物的方法，更具体地说，涉及一种通过Pd催化的异芳香酮衍生物的α芳基化过程合成1-(6-甲基吡啶-3-基)-2-[(4-甲磺基)苯基]-乙酮的改进方法。
• The Process For Preparing a Ketosulfone Derivative
  申请人：ZACH SYSTEM S.P.A.

  公开号：US20150133671A1

  公开（公告）日：2015-05-14

  The present invention relates to a process for preparing a ketosulfone derivative and, more particularly, to an improved method for synthesising 1-(6-methylpyridin-3-yl)-2-[(4-methylsulfonyl)-phenyl]ethanone by means of Pd-catalysed alpha arylation process of a heteroaromatic ketone derivative.

  本发明涉及一种制备酮磺酸衍生物的方法，更具体地说，涉及一种改进的方法，通过Pd催化的杂环酮衍生物的α芳基化过程合成1-(6-甲基吡啶-3-基)-2-[(4-甲基磺酰基)苯基]乙酮。
• Process for preparing a ketosulfone derivative
  申请人：ZaCh System S.p.A.

  公开号：EP2639221B1

  公开（公告）日：2015-05-27
• US9085532B2
  申请人：——

  公开号：US9085532B2

  公开（公告）日：2015-07-21