(Z)-2-((4-bromo-3-methylphenyl)(3,5-dimethyl-2H-pyrrol-2-ylidene)methyl)-3,5-dimethyl-1H-pyrrole | 1426090-18-7

• 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: (Z)-2-((4-bromo-3-methylphenyl)(3,5-dimethyl-2H-pyrrol-2-ylidene)methyl)-3,5-dimethyl-1H-pyrrole
• CAS: 1426090-18-7
• 化学式: C₂₀H₂₁BrN₂
• 分子量: 369.304
• InChiKey: KHHKSEJKGDRZGI-ZZEZOPTASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.88
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  28.15
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (Z)-2-((4-bromo-3-methylphenyl)(3,5-dimethyl-2H-pyrrol-2-ylidene)methyl)-3,5-dimethyl-1H-pyrrole 在 三氟化硼乙醚 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以52%的产率得到10-(4-bromo-3-methylphenyl)-5,5-difluoro-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide
  参考文献：
  名称：

  ortho-Substituted fluorescent aryl monoboronic acid displays physiological binding of d-glucose

  摘要：

  An ortho-fluorinated phenylboronic acid incorporated into the BODIPY-fluorophore, sensor 1, exhibits a significant response in emission intensity upon binding of D-glucose and D-fructose. This sensor displays a desired binding strength toward D-glucose at the physiological level, that is K-d values between 10 and 20 mM. This binding strength of sensor 1 has been shown to be independent of the employed buffer, that is, saline buffer, 50 mM phosphate buffer, and 50 mM phosphate buffer in 52.3 w/w% MeOH. The D-glucose binding strength and the fluorescence response of a BODIPY-based ortho-methylated phenylboronic acid, sensor 2, show a significantly decreased D-fructose binding affinity. This sensor also exhibits buffer-dependent binding strength and fluorescence response upon binding of a-glucose and D-fructose. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.101
• 作为产物：
  描述：

  2,4-二甲基吡咯 、 3-甲基-4-溴苯甲酸 在 三氯氧磷 作用下， 反应 2.0h， 以31%的产率得到(Z)-2-((4-bromo-3-methylphenyl)(3,5-dimethyl-2H-pyrrol-2-ylidene)methyl)-3,5-dimethyl-1H-pyrrole
  参考文献：
  名称：

  ortho-Substituted fluorescent aryl monoboronic acid displays physiological binding of d-glucose

  摘要：

  An ortho-fluorinated phenylboronic acid incorporated into the BODIPY-fluorophore, sensor 1, exhibits a significant response in emission intensity upon binding of D-glucose and D-fructose. This sensor displays a desired binding strength toward D-glucose at the physiological level, that is K-d values between 10 and 20 mM. This binding strength of sensor 1 has been shown to be independent of the employed buffer, that is, saline buffer, 50 mM phosphate buffer, and 50 mM phosphate buffer in 52.3 w/w% MeOH. The D-glucose binding strength and the fluorescence response of a BODIPY-based ortho-methylated phenylboronic acid, sensor 2, show a significantly decreased D-fructose binding affinity. This sensor also exhibits buffer-dependent binding strength and fluorescence response upon binding of a-glucose and D-fructose. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.101