4-bromo-2,7-dibutyl-9-(4-methylpiperazin-1-yl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone | 1313182-97-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-bromo-2,7-dibutyl-9-(4-methylpiperazin-1-yl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone
• CAS: 1313182-97-6
• 化学式: C₂₇H₃₁BrN₄O₄
• 分子量: 555.472
• InChiKey: IDPLXMNIZXPLHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  36.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  81.24
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-bromo-2,7-dibutyl-9-(4-methylpiperazin-1-yl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone 在 三乙胺 作用下， 以 N-甲基吡咯烷酮 、 二氯甲烷 为溶剂， 反应 72.0h， 生成 6,13-Dibutyl-2-(4-methylpiperazin-1-yl)-9-[4-(2-methylprop-2-enoyl)piperazin-1-yl]-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1,3,8,10,15-pentaene-5,7,12,14-tetrone
  参考文献：
  名称：

  A Long Wavelength Fluorescent Hydrophilic Copolymer Based on Naphthalenediimide as pH Sensor with Broad Linear Response Range

  摘要：

  Successful operation of a microbioreactor is dependent upon the monitoring and control of pH in culture fluids. Introducing chemosensors into polymeric backbones via covalent link can be easily employed to fabricate devices and chips fixed onto microbioreactors, capable of avoiding the phase separation and concentration quenching of chromophores. With hydrophilic poly(2-hydroxyethyl methacrylate) (PHEMA, the main matrix of contact lens), a novel hydrophilic fluorescent copolymer P(NDI-HEMA) containing the pendant group of naphthalenediirnide moiety (NDI) as low-cost pH chemosensor film for high. throughput microbioreactor was designed. Its film exhibits great sensitivity and stability when measured in aqueous solution, possessing an obvious fluorescent response with an excellent linearity in the pH range of 4.6-8.0 with an apparent pK(a) of 6.0 corresponding to the methyl substituted piperidine nitrogen (N1) in NDI. The pH range is especially desirable to the fermentation monitoring of most industrially important microorganisms, such as various prokaryotes and eukaryotes. Furthermore, the long excitation wavelength at the isosbestic point of 572 nm and the emission band at about 630 nm of chromophore NDI brings several advantages such as low scattering, deep penetration, and minimal interfering absorption and fluorescence from biological system, showing a high promising application in bioprocess monitoring with a broad linear response range.

  DOI：

  10.1021/ma200736t
• 作为产物：
  描述：

  N-甲基哌嗪 、 N,N'-di-n-butyl-2,6-dibromonaphthalene-1,4,5,8-tetracarboxylic acid bisimide 在 三乙胺 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 72.0h， 以98%的产率得到4-bromo-2,7-dibutyl-9-(4-methylpiperazin-1-yl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone
  参考文献：
  名称：

  A Long Wavelength Fluorescent Hydrophilic Copolymer Based on Naphthalenediimide as pH Sensor with Broad Linear Response Range

  摘要：

  Successful operation of a microbioreactor is dependent upon the monitoring and control of pH in culture fluids. Introducing chemosensors into polymeric backbones via covalent link can be easily employed to fabricate devices and chips fixed onto microbioreactors, capable of avoiding the phase separation and concentration quenching of chromophores. With hydrophilic poly(2-hydroxyethyl methacrylate) (PHEMA, the main matrix of contact lens), a novel hydrophilic fluorescent copolymer P(NDI-HEMA) containing the pendant group of naphthalenediirnide moiety (NDI) as low-cost pH chemosensor film for high. throughput microbioreactor was designed. Its film exhibits great sensitivity and stability when measured in aqueous solution, possessing an obvious fluorescent response with an excellent linearity in the pH range of 4.6-8.0 with an apparent pK(a) of 6.0 corresponding to the methyl substituted piperidine nitrogen (N1) in NDI. The pH range is especially desirable to the fermentation monitoring of most industrially important microorganisms, such as various prokaryotes and eukaryotes. Furthermore, the long excitation wavelength at the isosbestic point of 572 nm and the emission band at about 630 nm of chromophore NDI brings several advantages such as low scattering, deep penetration, and minimal interfering absorption and fluorescence from biological system, showing a high promising application in bioprocess monitoring with a broad linear response range.

  DOI：

  10.1021/ma200736t