3-Methoxy-10-methyl-9,10-dihydro-acridine-9-carboxylic acid 2,3,6-trifluoro-phenyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-Methoxy-10-methyl-9,10-dihydro-acridine-9-carboxylic acid 2,3,6-trifluoro-phenyl ester
• 英文别名: (2,3,6-trifluorophenyl) 3-methoxy-10-methyl-9H-acridine-9-carboxylate
• 化学式: C₂₂H₁₆F₃NO₃
• 分子量: 399.369
• InChiKey: SCGLUPXNSNGTQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-Methoxy-10-methyl-9,10-dihydro-acridine-9-carboxylic acid 2,3,6-trifluoro-phenyl ester 在 horseradish peroxidase (EC 1.11.1.7) 作用下， 反应 0.17h， 生成 3-methoxy-10-methylacridin-9(10H)-one
  参考文献：
  名称：

  Characterization of Acridancarboxylic Acid Derivatives as Chemiluminescent Peroxidase Substrates

  摘要：

  A new class of peroxidase substrates has been developed which produces chemiluminescence upon enzymatic oxidation. A wide variety of N-alkylacridancarboxylic acid derivatives including esters, thioesters, and sulfonamides are efficiently oxidized by a peroxidase and a peroxide to enzymatically produce the corresponding chemiluminescent acridinium compound, In conjunction with a peroxidase enhancer, continuous light emission with high light intensities and an extended duration are produced, Alternately, an appropriately designed acridan substrate produces a stable acridinium ester intermediate which can be accumulated and the chemiluminescence elicited as a burst of light by raising the pH. The effects of leaving groups and substitution on the acridan ring on the mechanism of light production are discussed, Peroxidase-catalyzed oxidation in the presence of a peroxide permits the detection of enzyme with subattomolar sensitivity and a broad linear dynamic range.

  DOI：

  10.1021/jo970202m
• 作为产物：
  描述：

  Trifluoromethanesulfonate;(2,3,6-trifluorophenyl) 3-methoxy-10-methylacridin-10-ium-9-carboxylate 在 氯化铵 、 锌 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 3-Methoxy-10-methyl-9,10-dihydro-acridine-9-carboxylic acid 2,3,6-trifluoro-phenyl ester
  参考文献：
  名称：

  Characterization of Acridancarboxylic Acid Derivatives as Chemiluminescent Peroxidase Substrates

  摘要：

  A new class of peroxidase substrates has been developed which produces chemiluminescence upon enzymatic oxidation. A wide variety of N-alkylacridancarboxylic acid derivatives including esters, thioesters, and sulfonamides are efficiently oxidized by a peroxidase and a peroxide to enzymatically produce the corresponding chemiluminescent acridinium compound, In conjunction with a peroxidase enhancer, continuous light emission with high light intensities and an extended duration are produced, Alternately, an appropriately designed acridan substrate produces a stable acridinium ester intermediate which can be accumulated and the chemiluminescence elicited as a burst of light by raising the pH. The effects of leaving groups and substitution on the acridan ring on the mechanism of light production are discussed, Peroxidase-catalyzed oxidation in the presence of a peroxide permits the detection of enzyme with subattomolar sensitivity and a broad linear dynamic range.

  DOI：

  10.1021/jo970202m

文献信息

• Uncoupled collagen synthesis and degradation assays
  申请人：Barnes-Jewish Hospital

  公开号：US20040203072A1

  公开（公告）日：2004-10-14

  The invention relates to methods for determining the progression of cartilage degeneration diseases, such as osteoarthrits and rheumatoid arthritis, by quantitating collagen synthesis and degradation markers in patient samples. One can determine whether a cartilage degeneration condition is progressing, regressing, or remaining stable by quantitating collagen synthesis and degradation markers in patient samples and comparing the value obtained to a reference value. When a joint affected by cartilage degeneration in question expresses collagen synthesis and degradation markers, a change in this value is indicative of a change in the progression of the cartilage degeneration condition. The methods and apparatus of the invention allow accurate determination of the therapeutic effects certain cartilage degeneration drug treatments, including osteoarthritis and rheumatoid arthritis drug treatments, so are also useful for pharmaceutical efficacy studies in mammals.

  本发明涉及通过量化患者样本中的胶原合成和降解标记物来确定软骨退化疾病（如骨关节炎和类风湿性关节炎）进展情况的方法。通过量化患者样本中的胶原合成和降解标记物，并将所得值与参考值进行比较，可以确定软骨退行性疾病是在发展、退步还是保持稳定。当受软骨退化影响的关节表达胶原合成和降解标记物时，该值的变化表明软骨退化状况的进展发生了变化。本发明的方法和装置可以准确测定某些软骨退化药物治疗的疗效，包括骨关节炎和类风湿性关节炎药物治疗的疗效，因此也适用于哺乳动物的药效研究。
• NOVEL ARYL N-ALKYLACRIDANCARBOXYLATE DERIVATIVES USEFUL FOR CHEMILUMINESCENT DETECTION
  申请人：LUMIGEN, INC.

  公开号：EP0750748B1

  公开（公告）日：2001-12-05
• NOVEL METHOD AND KITS FOR PRODUCING LIGHT FROM AN ACRIDAN COMPOUND
  申请人：LUMIGEN, INC.

  公开号：EP0778946B1

  公开（公告）日：2002-10-23
• CHEMILUMINESCENT DETECTION OF HYDROLYTIC ENZYMES USING AN ACRIDAN
  申请人：LUMIGEN, INC.

  公开号：EP0778947B1

  公开（公告）日：2004-05-12
• IMMUNOASSAYS TO DETECT DISEASES OR DISEASE SUSCEPTIBILITY TRAITS
  申请人：CA*TX, Inc.

  公开号：EP1141726A1

  公开（公告）日：2001-10-10