4-(5-chlorobenzothiazol-2-yl)-2,6-difluorophenyl dibenzyl phosphate | 1564102-71-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 4-(5-chlorobenzothiazol-2-yl)-2,6-difluorophenyl dibenzyl phosphate
• CAS: 1564102-71-1
• 化学式: C₂₇H₁₉ClF₂NO₄PS
• 分子量: 557.942
• InChiKey: HPPXYYHUVMTFPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.82
• 重原子数：
  37.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  57.65
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-(5-chlorobenzothiazol-2-yl)-2,6-difluorophenyl dibenzyl phosphate 在 三氟乙酸 作用下， 反应 24.0h， 以85%的产率得到4-(5-chlorobenzothiazol-2-yl)-2,6-difluorophenyl dihydrogen phosphate
  参考文献：
  名称：

  Synthesis of 2-arylbenzothiazole derivatives and their application in bacterial detection

  摘要：

  A series of 2-arylbenzothiazole derivatives have been prepared as fluorogenic enzyme substrates in order to detect aminopeptidase, esterase, phosphatase and beta-galactosidase activity in clinically important Gram-negative and Gram-positive bacteria. Substrates were incorporated into an agar-based culture medium and this allowed growth of intensely fluorescent bacterial colonies based on hydrolysis by specific enzymes. Substrate 20 targeted L-alanine aminopeptidase activity and was hydrolysed exclusively by a range of Gram-negative bacteria and inhibited the growth of a range of Gram-positive bacteria. Substrate 19a targeted beta-alanyl aminopeptidase activity and generated fluorescent colonies of selected Gram-negative species including Pseudomonas aeruginosa. Substrate 21b targeted C8-esterase activity and resulted in strongly fluorescent colonies of selected species known to harbour such enzyme activity (e. g., Salmonella and Pseudomonas). Most Gram-negative species produced colonies with an intense blue fluorescence due to hydrolysis of phosphatase substrates 24a-c and substrate 24c was also hydrolysed by strains of Staphylococcus aureus. Compounds 26b and 26c targeted beta-galactosidase activity and generated strongly fluorescent colonies with coliform bacteria that produced this enzyme (e. g., Escherichia coli). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.01.013
• 作为产物：
  描述：

  3,5-二氟-4-甲氧基苯甲醛 在 四氯化碳 、 4-二甲氨基吡啶 、 吡啶溴化氢盐 、 四氯苯醌 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 41.02h， 生成 4-(5-chlorobenzothiazol-2-yl)-2,6-difluorophenyl dibenzyl phosphate
  参考文献：
  名称：

  Synthesis of 2-arylbenzothiazole derivatives and their application in bacterial detection

  摘要：

  A series of 2-arylbenzothiazole derivatives have been prepared as fluorogenic enzyme substrates in order to detect aminopeptidase, esterase, phosphatase and beta-galactosidase activity in clinically important Gram-negative and Gram-positive bacteria. Substrates were incorporated into an agar-based culture medium and this allowed growth of intensely fluorescent bacterial colonies based on hydrolysis by specific enzymes. Substrate 20 targeted L-alanine aminopeptidase activity and was hydrolysed exclusively by a range of Gram-negative bacteria and inhibited the growth of a range of Gram-positive bacteria. Substrate 19a targeted beta-alanyl aminopeptidase activity and generated fluorescent colonies of selected Gram-negative species including Pseudomonas aeruginosa. Substrate 21b targeted C8-esterase activity and resulted in strongly fluorescent colonies of selected species known to harbour such enzyme activity (e. g., Salmonella and Pseudomonas). Most Gram-negative species produced colonies with an intense blue fluorescence due to hydrolysis of phosphatase substrates 24a-c and substrate 24c was also hydrolysed by strains of Staphylococcus aureus. Compounds 26b and 26c targeted beta-galactosidase activity and generated strongly fluorescent colonies with coliform bacteria that produced this enzyme (e. g., Escherichia coli). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.01.013