1,3-Bis-(4-carboxy phenyl)-1H-indazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3-Bis-(4-carboxy phenyl)-1H-indazole
• 英文别名: 4-[1-(4-carboxyphenyl)indazol-3-yl]benzoic acid
• 化学式: C₂₁H₁₄N₂O₄
• 分子量: 358.3
• InChiKey: BMQWKEGKRGSRMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  92.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  硝酸 、 硫酸 、 1,3-Bis-(4-carboxy phenyl)-1H-indazole 、 sodium hydroxide 在 ice 、 Brine 、 N,N-dimethylformamide methanol 作用下， 以 ice water 为溶剂， 反应 2.17h， 以yielding 153 mg (45 %) of 4k的产率得到4-[3-(4-carboxy-phenyl)-5-nitro-1H-indazol-1-yl]-benzoic Acid
  参考文献：
  名称：

  Fluorescent dyes (AIDA) for solid phase and solution phase screening

  摘要：

  该发明涉及公式(I)的新荧光染料，可用于高通量筛选，包括在固相和均相溶液中。

  公开号：

  US20050227299A1

文献信息

• FLUORESCENT DYES FOR SOLID PHASE AND SOLUTION PHASE SCREENING
  申请人：Novartis AG

  公开号：EP1140856A1

  公开（公告）日：2001-10-10
• US6207831B1
  申请人：——

  公开号：US6207831B1

  公开（公告）日：2001-03-27
• [EN] FLUORESCENT DYES FOR SOLID PHASE AND SOLUTION PHASE SCREENING<br/>[FR] COLORANTS FLUORESCENTS DESTINES AU CRIBLAGE DE PHASE SOLIDE ET DE PHASE SOLUTION
  申请人：NOVARTIS AG

  公开号：WO2000037448A1

  公开（公告）日：2000-06-29

  The invention relates to new fluorescent dyes of formula (I) which can be used in high throughput screening both, on the solid phase as well as in homogeneous solution. The new fluorescent dyes generically referred to as AIDA chemistry are suitable for various methods of solid phase and solution phase organic chemistry for synthesis of molecules to be investigated for therapeutic use in disease states. The molecules of therapeutic interest can be synthesized as fluorescent conjugates by two methods: (a) a solid support is loaded with a cleavable linker (acid-, base-, redox- or light sensitive) to which consecutively the fluorescent dye is attached. The dyes possess a second functionality, which serves as attachment point for spacer elements. The spacer bears a further functional group which us used as starting point of the synthesis of the molecules to be investigated; (b) the fluorescent dye can also be introduced as end-cap in the last synthesis step of a reaction sequence. The dyes described in the invention are chemically stable under a broad range of reaction conditions usually applied in solid phase and solution phase organic chemistry. The conjugates emit fluorescence in the visible and UV-spectral range on excitation at wavelengths of their absorption. These fluorescence properties allow for multiple applications in fluorescence based processes for the identification of inhibitors of molecular interactions and for the identification of molecules which bind to target macromolecules like peptides proteins, nucleic acids, carbohydrates etc. The fluorescence detection technologies used for monitoring binding of AIDA-conjugated compounds to macromolecules include conventional macroscopic techniques (ensemble averaging) which detect changes in fluorescence intensity, anisotropy(polarization), fluorescence resonance energy transfer, fluorescence lifetime, rotational correlation time as well as one- and two-dimensional single molecule spectroscopic techniques (SMS). Uses of the dye include solid phase and solution phase organic chemistry, low molecular weight compound labelling, peptide labelling, protein labelling, optical spectroscopy and fluorescence. Synthesis of functionalized dyes and of dye conjugates (on solid support and in solution) are disclosed.