2,7-dimethoxy acridine-9-carboxylic acid | 172834-75-2

• 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: 2,7-dimethoxy acridine-9-carboxylic acid
• 英文别名: 2,7-Dimethoxyacridine-9-carboxylic Acid
• CAS: 172834-75-2
• 化学式: C₁₆H₁₃NO₄
• 分子量: 283.284
• InChiKey: IXDWWDRJPNNZIM-UHFFFAOYSA-N

物化性质

• 沸点：
  536.8±30.0 °C(Predicted)
• 密度：
  1.339±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  68.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,7-dimethoxy acridine-9-carboxylic acid 在 吡啶 、 氯化亚砜 作用下， 反应 38.0h， 生成 methyl 2,7-dimethoxyacridine-9-carboxylate
  参考文献：
  名称：

  STABLE ACRIDINIUM ESTERS WITH FAST LIGHT EMISSION

  摘要：

  公开号：

  EP2074101B1
• 作为产物：
  描述：

  4,4'-二甲氧基二苯胺 在 aluminum (III) chloride 、 potassium hydroxide 作用下， 以 二氯甲烷 为溶剂， 生成 2,7-dimethoxy acridine-9-carboxylic acid
  参考文献：
  名称：

  甲氧羰基苯基-10-甲基10λ的化学发光4 -2,7-二取代的吖啶-9-羧酸酯衍生物

  摘要：

  甲氧羰基苯基-10-甲基10λ 4 -2,7-二取代的吖啶-9-羧酸酯衍生物的合成，并在pH 7-10既其化学发光的强度和它们的化学稳定性得到了澄清。评价了化学发光反应的产物和产生效率。4-（甲氧羰基）苯基-10-甲基10λ 4 -2,7- dimethylacridine -9-羧酸酯在pH 7-10，得到比较强的化学发光的强度和施加到过氧化氢的测量。

  DOI：

  10.1016/j.jphotochem.2020.112851

文献信息

• CHEMILUMINESCENT PROBES FOR MULTIPLEX MOLECULAR QUANTIFICATION AND USES THEREOF
  申请人：BROWNE Kenneth A.

  公开号：US20120231459A1

  公开（公告）日：2012-09-13

  A novel method is disclosed for simultaneous detection and quantification of two or more nucleic acid targets, without need for amplification. The method depends on spectral-temporal resolution of chemiluminescence emitted from independent hybridization-induced chemiluminescent signal (HICS) probes. The utility of this method has been demonstrated by use of resolvable N-linked acridinium and 2,7-dimethoxyacridinium ester labeled probes in a homogeneous assay for sensitive and simultaneous independent quantification of several bacterial and fungal target sequences. Compositions and kits for practicing the method of the present invention are also disclosed.

  本文揭示了一种新的方法，用于同时检测和定量两个或更多核酸靶标，无需扩增。该方法依赖于独立杂交诱导化学发光信号（HICS）探针发出的化学发光的光谱-时间分辨率。通过在灵敏和同时独立定量多个细菌和真菌靶序列的均相分析中使用可分辨的N-连接丙二酰胺和2,7-二甲氧基丙二酰胺酯标记的探针，证明了该方法的实用性。还公开了用于实施本发明方法的组合物和试剂盒。
• Acridinium compounds as chemiluminogenic label
  申请人：Mochida Pharmaceutical Co., Ltd.

  公开号：US05521103A1

  公开（公告）日：1996-05-28

  New acridinium compounds are provided which comply with formula 1, wherein A is a divalent organic moiety, such as an alkylene chain, X is a group which can be transformed together with C-9 of the acridine into a dioxetane by reaction with hydrogen peroxide, such as an aryloxy group, Y is a counter ion, and Z is a functional group, such as a carboxyl derivative. These acridinium compounds are useful as chemiluminogenic labels for both heterogeneous and homogeneous immunoassays.

  提供符合公式1的新丙酸酯化合物，其中A是二价有机基团，如烷基链，X是一个可以与吖啶的C-9一起通过与过氧化氢反应转化为二氧杂环己烷的基团，如芳氧基团，Y是一个对离子，Z是一个功能基团，如羧基衍生物。这些丙酸酯化合物可用作异质和均质免疫分析中的化学发光标记物。
• High quantum yield acridinium compounds and their uses in improving assay sensitivity
  申请人：Natrajan Anand

  公开号：US20050221390A1

  公开（公告）日：2005-10-06

  The present invention relates to hydrophilic, high quantum yield acridinium compounds. It has been discovered that the placement of electron-donating groups in the acridinium ring system increases the amount of light that is emitted by the corresponding acridinium compound when its chemiluminescence is triggered by alkaline peroxide. More specifically, it has been found that the placement of one or two hydrophilic, alkoxy groups at the C-2 and/or C-7 position of the acridinium ring system of acridinium compounds increases their quantum yield and enhances the aqueous solubility of these compounds. The present hydrophilic, high quantum yield, acridinium compounds are useful chemiluminescent labels for improving the sensitivity of immunoassays.

  本发明涉及亲水性高、量子产率高的吖啶化合物。已经发现，在吖啶环系统中引入电子供体基团可以增加相应吖啶化合物在碱性过氧化物触发化学发光时发射的光量。更具体地说，已经发现，在吖啶化合物的吖啶环系统的C-2和/或C-7位置引入一个或两个亲水性的烷氧基团可以增加它们的量子产率并增强这些化合物的水溶性。本发明的亲水性高、量子产率高的吖啶化合物可用作化学发光标记物，以提高免疫测定的灵敏度。
• Novel Applications of Acridinium Compounds and Derivatives in Homogeneous Assays
  申请人：Natrajan Anand A.

  公开号：US20090029349A1

  公开（公告）日：2009-01-29

  Chemiluminescent acridinium compounds are used in homogeneous assays to determine the concentration of an analyte in a sample without strong acid or strong base treatment. The chemiluminescent acridinium compounds include acridinium esters with electron donating functional groups at the C2 and/or C7 position on the acridinium nucleus to inhibit pseudo-base formation, or acridinium sulfonamides with or without electron donating functional groups at the C2 and/or C7 position on the acridinium nucleus.

  化学发光的吖啶化合物被用于均相分析中，以测定样品中分析物的浓度，而无需使用强酸或强碱处理。这些化学发光的吖啶化合物包括在吖啶核上具有电子供体官能团的吖啶酯，以抑制伪碱的形成，或在吖啶核上具有或不具有电子供体官能团的吖啶磺酰胺。
• High Quantum Yield Acridinium Compounds and Their Uses in Improving Assay Sensitivity
  申请人：Natrajan Anand

  公开号：US20080014660A1

  公开（公告）日：2008-01-17

  The present invention relates to hydrophilic, high quantum yield acridinium compounds. It has been discovered that the placement of electron-donating groups in the acridinium ring system increases the amount of light that is emitted by the corresponding acridinium compound when its chemiluminescence is triggered by alkaline peroxide. More specifically, it has been found that the placement of one or two hydrophilic, alkoxy groups at the C-2 and/or C-7 position of the acridinium ring system of acridinium compounds increases their quantum yield and enhances the aqueous solubility of these compounds. The present hydrophilic, high quantum yield, acridinium compounds are useful chemiluminescent labels for improving the sensitivity of immunoassays.

  本发明涉及亲水性高量子产率的吖啶类化合物。已经发现，在吖啶环系中引入电子供体基团可以增加相应吖啶化合物在碱性过氧化物引发的化学发光时所发射的光量。更具体地，发现在吖啶环系的C-2和/或C-7位置引入一个或两个亲水性的烷氧基团可以增加吖啶类化合物的量子产率并提高这些化合物的水溶性。本发明的亲水性高量子产率的吖啶类化合物是用于提高免疫分析灵敏度的有用化学发光标记。