4,5-dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid disodium salt

• 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: 4,5-dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid disodium salt
• 英文别名: 4,5-dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid disodium；pyrroloquinoline quinone disodium salt；BioPQQ；PQQ；pyrroloquinoline quinone disodium
• 化学式: C14H4N2NaO8-
• 分子量: 351.18
• InChiKey: YDCUYGGEISJNEP-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -6.34
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  180
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4,5-dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid disodium salt 在 维生素 C 、 盐酸 作用下， 以 水 为溶剂， 反应 74.0h， 以3.6 g的产率得到9-(二羟基甲亚基)-4,5-二氧代-1,6-二氢吡啶并[6,5-g]吲哚-2,7-二甲酸
  参考文献：
  名称：

  LIFE-EXTENDING AGENT, LIFE EXTENSION METHOD USING THE LIFE-EXTENDING AGENT, NOVEL DUAL OXIDASE ACTIVATOR, METHOD FOR ACTIVATING DUAL OXIDASE, PRODUCTION OF LIFE-EXTENDING AGENT, AND PRODUCTION OF DUAL OXIDASE ACTIVATOR

  摘要：

  本发明提供了一种延长生命的药剂，包括吡咯喹啉醌和/或吡咯喹啉醌的衍生物。

  公开号：

  US20170291898A1
• 作为产物：
  描述：

  4,5-二氧代-4,5-二氢-1H-吡咯[2,3-f]喹啉-2,7,9-三羧酸三甲酯 在 sodium carbonate 作用下， 反应 16.0h， 以90%的产率得到4,5-dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid disodium salt
  参考文献：
  名称：

  [EN] POLYMORPHIC FORMS OF 4,5-DIHYDRO-1H-PYRROLO[2,3-F]QUINOLINE-2,7,9-TRICARBOXYLIC ACID AND ITS DISODIUM SALT, PROCESS FOR THEIR PREPARATION AND THEIR USE
  [FR] FORMES POLYMORPHES DE L'ACIDE 4,5-DIHYDRO-1H-PYRROLO[2,3-F]QUINOLINE-2,7,9-TRICARBOXYLIQUE ET DE SON SEL DE DISODIUM, PROCÉDÉ DE PRÉPARATION DESDITES FORMES POLYMORPHES ET LEUR UTILISATION

  摘要：

  本公开涉及由式(I)表示的PQQ的多形式和/或其盐，其中“n”和“m”从以下组成的一组中选择：(a)“n”=3，“m”=0和(b)“n”=1，“m”=2；以及；R3为Na +。本公开还涉及制备式(I)化合物的多形式和/或其盐的过程，包括多形式和/或其盐的组合物和其使用。

  公开号：

  WO2015159236A1

文献信息

• [EN] COMPOUNDS OF '3-(5-SUSTITUTED OXY-2,4-DINITRO-PHENYL)-2-OXO-PROPIONIC ACID ESTER', PROCESS AND APPLICATIONS THEREOF<br/>[FR] COMPOSÉS DE L'"ESTER DE L'ACIDE 3-(OXY-2,4-DINITRO-PHÉNYLE 5-SUBSTITUÉ)-2-OXO-PROPIONIQUE", PROCÉDÉ POUR LEUR PRÉPARATION ET LEURS APPLICATIONS
  申请人：ANTHEM BIOSCIENCES PVT LTD

  公开号：WO2014195896A1

  公开（公告）日：2014-12-11

  The present disclosure relates to compounds of Formula (I) and process of obtaining the same. Said compounds of Formula (I) is employed in the syntheses of pyrroloquinoline quinone (PQQ), 4,5-dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid 2-allyl ester, 5-ethoxy-5-hydroxy-4-oxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid, 5- hydroxy-6-(1,1,4-trioxo-1 lambda* 6*-1,2, 5 -thiadiazolidin-2-yl)-1H-indole-2-carboxylic acid and its pharmaceutically acceptable salts. Said syntheses of compounds via. compounds of Formula (I) as intermediates employ minimum number of steps resulting in a shorter process and has improved efficiency along with many other advantages.

  本公开涉及式（I）的化合物及其制备方法。所述的式（I）化合物用于合成吡咯喹醌（PQQ）、4,5-二氧-4,5-二氢-1H-吡咯[2,3-f]喹啉-2,7,9-三羧酸-2-丙烯酯、5-乙氧基-5-羟基-4-氧代-4,5-二氢-1H-吡咯[2,3-f]喹啉-2,7,9-三羧酸、5-羟基-6-(1,1,4-三氧代-1λ6*-1,2,5-噻二唑啉-2-基)-1H-吲哚-2-羧酸及其药用盐。通过式（I）化合物为中间体的化合物的合成使用最少的步骤，从而缩短了过程并提高了效率，同时具有许多其他优点。
• COMPOUNDS OF 3-(5-SUSTITUTED OXY-2, 4-DINITROPHENYL)-2-OXO-PROPIONIC ACID ESTER, SYNTHESIS AND APPLICATIONS THEREOF
  申请人：ANTHEM BIOSCIENCES PVT.LTD

  公开号：US20140364613A1

  公开（公告）日：2014-12-11

  Synthesis of the novel compound 3 (3-(5-substituted Oxy-2,4-dinitro-phenyl)-2-oxo-propionic acid ester) to make Pyrroloquinoline quinone (PQQ) and using it for pharmaceutical purposes is described. More specifically, this disclosure relates to synthesizing the PQQ in an efficient method by using a novel intermediate Formula 1 resulting in a shorter process and higher yield of PQQ. A unique process to make sodium compound of PQQ using either sodium hydroxide and/or sodium carbonate is also shown.

  描述了合成新化合物3（3-(5-取代氧基-2,4-二硝基苯基)-2-氧代丙酸酯）以制备吡咯喹啉喹醌（PQQ），并将其用于药用目的。更具体地，本公开涉及通过使用一种新型中间体Formula 1以高效方法合成PQQ，从而实现更短的过程和更高的PQQ产量。还展示了一种使用氢氧化钠和/或碳酸钠制备PQQ的独特过程。
• HIGHLY SOLUBLE SALT OF PYRROLOQUINOLINE QUINONE AND METHOD FOR PRODUCING THE SAME
  申请人：Ikemoto Kazuto

  公开号：US20130253001A1

  公开（公告）日：2013-09-26

  An object of the present invention is to provide a salt of pyrroloquinoline quinone having a high solubility in water and in an organic solvent and a method for producing the same. According to the present invention, there are provided an ammonium salt of pyrroloquinoline quinone having a high solubility in water and in an organic solvent, consisting of a pyrroloquinoline quinone ion and an ammonium salt having a hydroxyl group.

  本发明的目的是提供一种吡咯喹啉喹醌盐，其在水和有机溶剂中具有高溶解度，并提供其制备方法。根据本发明，提供了一种吡咯喹啉喹醌铵盐，其在水和有机溶剂中具有高溶解度，由吡咯喹啉喹醌离子和具有羟基的铵盐组成。
• PRODUCTION METHOD OF REDUCED PYRROLOQUINOLINE QUINONE
  申请人：Ikemoto Kazuto

  公开号：US20120323009A1

  公开（公告）日：2012-12-20

  An object of the present invention is to provide a method for conveniently producing reduced pyrroloquinoline quinone from oxidized pyrroloquinoline quinone without needing expensive equipment, and a method for stabilizing reduced pyrroloquinoline quinone. According to the present invention, high-quality reduced pyrroloquinoline quinone can be obtained conveniently and efficiently in a manner suitable for industrial-scale production by mixing pyrroloquinoline quinone and ascorbic acid in a solvent.

  本发明的目的是提供一种方便地从氧化吡咯喹啉醌中制备还原吡咯喹啉醌的方法，无需昂贵设备，并提供一种稳定还原吡咯喹啉醌的方法。根据本发明，可以通过将吡咯喹啉醌和抗坏血酸在溶剂中混合，方便高效地获得高质量的还原吡咯喹啉醌，适用于工业规模生产。
• [EN] POLYMORPHIC FORMS OF 4,5-DIHYDRO-1H-PYRROLO[2,3-F]QUINOLINE-2,7,9-TRICARBOXYLIC ACID AND ITS DISODIUM SALT, PROCESS FOR THEIR PREPARATION AND THEIR USE<br/>[FR] FORMES POLYMORPHES DE L'ACIDE 4,5-DIHYDRO-1H-PYRROLO[2,3-F]QUINOLINE-2,7,9-TRICARBOXYLIQUE ET DE SON SEL DE DISODIUM, PROCÉDÉ DE PRÉPARATION DESDITES FORMES POLYMORPHES ET LEUR UTILISATION
  申请人：ANTHEM BIOSCIENCES PRIVATE LTD

  公开号：WO2015159236A1

  公开（公告）日：2015-10-22

  The present disclosure relates to polymorphic form of PQQ and/or its salts represented by formula (I), wherein "n" and "m" are selected from a group consisting of: (a) "n" = 3, "m" = 0 and (b) "n" = 1, "m" = 2; and; R3 is Na+. The present disclosure also relates to a process for preparing the polymorphic form of compound of formula (I) and/or its salts, a composition comprising the polymorphic form of compound of formula (I) and/or its salts and use thereof.

  本公开涉及由式(I)表示的PQQ的多形式和/或其盐，其中“n”和“m”从以下组成的一组中选择：(a)“n”=3，“m”=0和(b)“n”=1，“m”=2；以及；R3为Na +。本公开还涉及制备式(I)化合物的多形式和/或其盐的过程，包括多形式和/或其盐的组合物和其使用。