(2,3,6-Trifluorophenyl) acridine-9-carboxylate | 172834-67-2

• 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: (2,3,6-Trifluorophenyl) acridine-9-carboxylate
• CAS: 172834-67-2
• 化学式: C₂₀H₁₀F₃NO₂
• 分子量: 353.3
• InChiKey: IPCSYQVVBIBDBD-UHFFFAOYSA-N

物化性质

• 沸点：
  558.5±50.0 °C(Predicted)
• 密度：
  1.430±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  三氟甲烷磺酸甲酯 、 (2,3,6-Trifluorophenyl) acridine-9-carboxylate 在 氯化铵 、 锌 作用下， 生成 2,3,6-trifluorophenyl 10-methylacridan-9-carboxylate
  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：

  9-吖啶羧酸 在 吡啶 、 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 (2,3,6-Trifluorophenyl) acridine-9-carboxylate
  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

• 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
• 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
• US5593845A
  申请人：——

  公开号：US5593845A

  公开（公告）日：1997-01-14
• US5686258A
  申请人：——

  公开号：US5686258A

  公开（公告）日：1997-11-11
• US5750698A
  申请人：——

  公开号：US5750698A

  公开（公告）日：1998-05-12