5-amino-2,3-dihydro-1,4-phthalazinedione sodium salt

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 5-amino-2,3-dihydro-1,4-phthalazinedione sodium salt
• 英文别名: luminol sodium salt；monosodium luminol；5-amino-2,3-dihydrophthalazine-1,4-dione, sodium salt；xSodium 8-amino-1,4-dioxo-3,4-dihydro-1H-phthalazin-2-ide；sodium;5-amino-2H-phthalazin-3-ide-1,4-dione
• 化学式: C₈H₆N₃O₂*Na
• 分子量: 199.144
• InChiKey: RVJVDCVIJCBUTH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.57
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-amino-2,3-dihydro-1,4-phthalazinedione sodium salt 在 sodium hydroxide 作用下， 生成 鲁米诺
  参考文献：
  名称：

  鲁米诺异构体在水溶液中的物理化学性质

  摘要：

  摘要 获得并描述了两种鲁米诺异构体，2,4-二氨基异吲哚啉-1,3-二酮和8-氨基-4-羟基酞嗪-1(2H)-one，并研究了它们的理化性质。紫外光谱和荧光数据表明，在水溶液中，2,4-diaminoisoindoline-1,3-dione 异构化为 8-amino-4-hydroxyphthalazin-1(2H)-one，速度为转变取决于 pH 值。已确定 2,4-diaminoisoindoline-1,3-dione 和 8-amino-4-hydroxyphthalazin-1(2H)-one luminol 异构体的热力学解离常数。

  DOI：

  10.1016/j.molstruc.2017.10.004
• 作为产物：
  描述：

  鲁米诺 在 sodium hydroxide 作用下， 以 丙酮 为溶剂， 生成 5-amino-2,3-dihydro-1,4-phthalazinedione sodium salt
  参考文献：
  名称：

  超声波介导的由化学反应产生的气泡引起的药物输送。

  摘要：

  具有高回声和超声响应性的微气泡（例如氮气和全氟化碳）已被用作超声介导的药物载体。在这里，我们提出了一种使用化学反应产生的微气泡进行药物输送的创新方法。在新型的药物递送系统中，叶酸与牛血清白蛋白纳米颗粒（Fol-BSAN）封装的鲁米诺与过氧化氢（H 2 O 2）（一种活性氧）反应时，可以通过化学反应产生氮气（N 2）。种（ROS）。ROS在癌症的发生和发展中起着重要作用，并且在体内和体外癌细胞中都观察到ROS升高。高强度聚焦超声（HIFU）用于使N 2微气泡破裂，从而引起抗癌药物（例如甲氨蝶呤）的定点递送。在这项研究中，通过使用水溶性鲁米诺和介孔材料Matter-41（MCM-41）来优化药物传递系统，从而使传递系统对H 2 O 2的微摩尔浓度敏感。HIFU在10分钟内使Fol-BSAN的药物释放增加52.9±2.9％。使用Fol-BSAN和HIFU将甲氨蝶呤递送至转移性人类乳腺癌细胞系MD

  DOI：

  10.1080/1061186x.2017.1354001

文献信息

• [EN] CRYSTALLINE FORM OF 5-AMINO-2,3-DIHYDROPHTHALAZINE-1,4-DIONE<br/>[FR] FORME CRISTALLINE DE 5-AMINO -2,3-DIHYDROPHTALAZINE-1,4-DIONE
  申请人：METRIOPHARM AG

  公开号：WO2017140430A1

  公开（公告）日：2017-08-24

  A new crystalline form of 5-amino-2,3-dihydro-1,4-phthalazinedione (luminol) is provided. Advantageous uses for this crystalline form as a detecting agent or as an agent for forensic purposes are disclosed, as well a pharmaceutical composition containing said crystalline form.

  提供了一种5-氨基-2,3-二氢-1,4-萘酮二酮（发光素）的新晶体形式。公开了该晶体形式作为检测试剂或法医目的试剂的优点用途，以及含有该晶体形式的药物组合物。
• NEW METHOD FOR OBTAINING 5-AMINO 2,3-DIHYDROPHTHALAZINE-1,4-DIONE ALKALI METAL SALTS AND THEIR USE IN MEDICINE
  申请人：Abidov Admir Musaevich

  公开号：US20110275642A1

  公开（公告）日：2011-11-10

  The invention is related to a method for preparing 5-amino-2,3-dihydrophthalazine-1,4-dione salt with alkali metals of the formula II wherein 5-nitro-2,3-dihydrophthalazine-1,4-dione is solved in water solution of MOH1 where M has the below mentioned meaning, with formation of solution of 5-nitro-2,3-dihydrophthalazine-1,4-dione alkali metal salt, which is catalytically transformed into 5-amino-2,3-dihydrophthalazine-1,4-dione salt at the temperature 40-900C by means of hydrogen under the pressure 1-4 MPa in at the presence of a transition metal catalyst (Pt, Pd) on activated carbon, and separation of crystalline 5-amino-2,3-dihydrophthalazine-1,4-dione salt is performed by water solution diluting with lower alcohol or cyclic lower ether with cooling to the temperature −5° C. to −15° C., providing that there is used 5-nitro-2,3-dihydrophthalazine-1,4-dione formed in the reaction of anhydride of 3-nitrophthalic acid with hydrazine hydrate in anhydrous acetic acid at the temperature 100-110° C. with distilling the mixture of acetic acid and water off. There was also presented a pharmaceutical composition containing such obtained 5-amino-2,3-dihydrophthalazine-1,4-dione salt with alkali metals and its application in medicine. There was also presented new use of 5-amino-2,3-dihydrophthalazine-1,4-dione sodium salt for production of a drug for treatment of heart diseases, pancreas diseases and diabetes as well as application of sodium salt optionally in combination with lithium salt for treatment of the nervous system diseases. Besides, the methods of treatment of these diseases were also presented. Formula II where M represents Li, Na, K

  该发明涉及一种制备式II的碱金属5-氨基-2,3-二氢酞嗪-1,4-二酮盐的方法，其中5-硝基-2,3-二氢酞嗪-1,4-二酮溶于MOH1的水溶液中，其中M具有下面所述的含义，形成5-硝基-2,3-二氢酞嗪-1,4-二酮碱金属盐的溶液，该溶液在存在过渡金属催化剂（Pt，Pd）和活性炭的条件下，在温度40-900C下通过氢气催化转化为5-氨基-2,3-二氢酞嗪-1,4-二酮盐，在冷却至温度-5°C至-15°C的情况下，通过将水溶液稀释至低级醇或环状低级醚中，分离出结晶的5-氨基-2,3-二氢酞嗪-1,4-二酮盐，前提是在无水乙酸中，通过3-硝基苯甲酸酐与肼水合物的反应，在温度100-110°C下蒸馏掉乙酸和水的混合物中形成5-硝基-2,3-二氢酞嗪-1,4-二酮。还提供了含有所获得的碱金属5-氨基-2,3-二氢酞嗪-1,4-二酮盐的制药组合物及其在医学上的应用。还提供了5-氨基-2,3-二氢酞嗪-1,4-二酮钠盐用于治疗心脏疾病、胰腺疾病和糖尿病的药物的新用途，以及钠盐与锂盐的组合治疗神经系统疾病的应用。此外，还提供了治疗这些疾病的方法。其中M代表Li，Na，K。
• PHARMACEUTICAL GRADE PHTHALAZINEDIONES, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
  申请人：BACH PHARMA, INC

  公开号：US20160237039A1

  公开（公告）日：2016-08-18

  The present invention comprises methods of manufacturing a highly purified, pharmaceutical grade phthalazinedione for administration to a human or animal. The manufacturing methods identify and isolate starting materials, and prepare intermediate products, which are suitable for the commercial batch process production of highly purified and high-yielding intermediate products and final phthalazinedione products.

  本发明涉及制造高纯度、制药级邻苯二酮衍生物的方法，以供人类或动物使用。制造方法通过识别和分离起始材料，并制备中间产物，适用于商业批量生产高纯度和高产率的中间产物和最终邻苯二酮衍生物产品。
• [EN] NEW METHOD FOR OBTAINING 5-AMINO-2,3-DIHYDROPHTHALAZINE-1,4-DIONE ALKALI METAL SALTS AND THEIR USE IN MEDICINE<br/>[FR] NOUVEAU PROCÉDÉ PERMETTANT D'OBTENIR DES SELS DE MÉTAUX ALCALINS 5-AMINO-2,3-DIHYDROPHTHALAZINE-1,4-DIONE ET LEUR UTILISATION À DES FINS MÉDICALES
  申请人：ABIDOPHARMA PL SP Z O O

  公开号：WO2010082858A3

  公开（公告）日：2010-11-04
• Physico-chemical properties of isomeric forms of luminol in aqueous solutions
  作者：Tatiana A. Skripnikova、Svetlana S. Lysova、Yuriy E. Zevatskii、Leonid V. Myznikov、Svetlana V. Vorona、Tatiana V. Artamonova

  DOI：10.1016/j.molstruc.2017.10.004

  日期：2018.2

  2,4-diaminoisoindoline-1,3-dione and 8-amino-4-hydroxyphthalazin-1(2H)-one, have been obtained and described, their physical and chemical properties studied. Using UV-spectroscopy and fluorescence data, it has been shown that, in aqueous solutions, 2,4-diaminoisoindoline-1,3-dione isomerize into 8-amino-4-hydroxyphthalazin-1(2H)-one, with the speed of transition depending on the pH values. Thermodynamic

  摘要 获得并描述了两种鲁米诺异构体，2,4-二氨基异吲哚啉-1,3-二酮和8-氨基-4-羟基酞嗪-1(2H)-one，并研究了它们的理化性质。紫外光谱和荧光数据表明，在水溶液中，2,4-diaminoisoindoline-1,3-dione 异构化为 8-amino-4-hydroxyphthalazin-1(2H)-one，速度为转变取决于 pH 值。已确定 2,4-diaminoisoindoline-1,3-dione 和 8-amino-4-hydroxyphthalazin-1(2H)-one luminol 异构体的热力学解离常数。