4-{[4-(Diethylamino)phenyl](2,5-disulfophenyl)methylidene}-N,N-diethylcyclohexa-2,5-dien-1-iminium

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-{[4-(Diethylamino)phenyl](2,5-disulfophenyl)methylidene}-N,N-diethylcyclohexa-2,5-dien-1-iminium
• 英文别名: [4-[[4-(diethylamino)phenyl]-(2,5-disulfophenyl)methylidene]cyclohexa-2,5-dien-1-ylidene]-diethylazanium
• 化学式: C27H33N2O6S2+
• 分子量: 545.7
• InChiKey: YFKDCGWIINMRQY-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  7

ADMET

毒理性

• 蛋白质结合

1% 绑定到血清蛋白

1% binds to serum proteins

来源:DrugBank

吸收、分配和排泄

• 吸收

皮内和实质内注射活力蓝染料，如isosulfan蓝，可能导致通过淋巴通道和肿瘤附近的血管床发生系统性吸收。

Intradermal and parenchymal injections of vital blue dyes, such as isosulfan blue, can lead to systemic absorption through lymphatic channels and vascular beds near tumor sites.

来源:DrugBank

吸收、分配和排泄

• 消除途径

以原形从尿液中排出

Excreted unchanged in the urine

来源:DrugBank

吸收、分配和排泄

• 分布容积

没有可用的信息。

Not available

来源:DrugBank

吸收、分配和排泄

• 清除

皮下给药的1%异硫蓝剂量中，多达10%在24小时内被人体排泄。

Up to 10% of the subcutaneously administered dose of isosulfan blue 1% is excreted in 24 hours in human.

来源:DrugBank

文献信息

• PROCESS FOR PREPARATION OF ISOSULFAN BLUE
  申请人：Kovi Ravishanker

  公开号：US20080281127A1

  公开（公告）日：2008-11-13

  A process for the preparation of isosulfan blue (Active Pharmaceutical Ingredient) is provided. A process is also provided for preparation of the intermediate, 2-chlorobenzaldehyde-5-sulfonic acid, sodium salt of formula (2), used in the preparation thereof and a procedure for the isolation of benzaldehyde-2,5-disulfonic acid, di-sodium salt of the formula (3). Also provided is a process for the preparation of an isoleuco acid of formula (4), which upon mild oxidation gives rise to isosulfan blue of pharmaceutical grade which can be used for preparation of pharmaceutical formulations. The isolation and purification procedures provided in the process provide substantially pure isosulfan blue with HPLC purity 99.5% or greater.

  提供了一种制备异磺蓝（活性药用成分）的方法。还提供了一种制备中间体2-氯苯甲醛-5-磺酸钠盐（式（2））的方法，该中间体用于制备，并提供了一种分离苯甲醛-2,5-二磺酸二钠盐（式（3））的程序。还提供了一种制备异亮氨酸的方法（式（4）），经轻度氧化后可得到药用级别的异磺蓝，可用于制备药物配方。在该过程中提供的分离和纯化程序可提供具有HPLC纯度为99.5%或更高的几乎纯净的异磺蓝。
• [EN] ISOSULFAN BLUE, ITS CRYSTALLINE FORM AND PROCESS FOR PREPARATION THEREOF<br/>[FR] BLEU D'ISOSULFANE, SA FORME CRISTALLINE ET SON PROCÉDÉ DE PRÉPARATION
  申请人：BIOPHORE INDIA PHARMACEUTICALS PVT LTD

  公开号：WO2018008040A1

  公开（公告）日：2018-01-11

  The invention relates to an improved process for the preparation N-[4-[[4-(diethyl amino) phenyl] (2,5-disulfophenyl)methylene]-2,5-cyclohexadien-1-ylidene]-N- ethylethanaminium inner salt sodium salt (Isosulfan blue) of formula I. The invention also relates to highly pure novel crystalline form of Isosulfan blue (I) hydrate and its process for the preparation thereof. The invention also relates to an improved process for the preparation of Isosulfan blue sodium hydrate having not more than 0.2% of desethyl impurity of formula A.

  该发明涉及一种改进的制备N-[4-[[4-(二乙基氨基)苯基](2,5-二磺苯基)亚甲基]-2,5-环己二烯-1-基]-N-乙基乙酰胺内盐钠盐（异磺青）的方法，其化学式为I。该发明还涉及异磺青（I）水合物的高纯度新结晶形式及其制备方法。该发明还涉及一种改进的制备异磺青钠水合物的方法，其不含超过0.2%的A式脱乙基杂质。
• [EN] AN IMPROVED PROCESS FOR THE PREPARATION OF ISOSULFAN BLUE<br/>[FR] PROCÉDÉ AMÉLIORE DE PRÉPARATION DE BLEU ISOSULFANE
  申请人：DISHMAN PHARMACEUTICALS AND CHEMICALS LTD

  公开号：WO2017118882A1

  公开（公告）日：2017-07-13

  The present invention relates to process for preparation of Isosulfan blue (Formula I) substantially free from desethyl impurity. (I)

  本发明涉及一种制备基本不含去乙基杂质的异硫氰蓝（化学式I）的方法。
• [EN] METHOD FOR PREPARATION OF ISOSULFAN BLUE<br/>[FR] PROCÉDÉ DE PRÉPARATION D'D'ISOSULFANE BLEU
  申请人：BELOTECA INC

  公开号：WO2017218764A1

  公开（公告）日：2017-12-21

  Provided is a method of preparing isosulfan blue.

  提供一种制备异磺酸蓝的方法。
• Process for the preparation of isosulfan blue
  申请人：Apicore US LLC

  公开号：US10464888B2

  公开（公告）日：2019-11-05

  Isosulfan blue and processes for the preparation thereof are provided. A process is also provided for preparation of the intermediate, 2-chlorobenzaldehyde-5-sulfonic acid, sodium salt of formula (2), used in the preparation thereof and a procedure for the isolation of benzaldehyde-2,5-disulfonic acid, di-sodium salt of the formula (3). Also provided is a process for the preparation of an isoleuco acid of formula (4), which upon oxidation gives rise to isosulfan blue of pharmaceutical grade which can be used for preparation of pharmaceutical formulations. The isolation and purification procedures provided in the process provide substantially pure isosulfan blue with HPLC purity 99.5% or greater.

  提供了异硫蓝及其制备工艺。本发明还提供了用于制备异硫蓝的中间体--式（2）的 2-氯苯甲醛-5-磺酸钠盐的制备方法，以及式（3）的苯甲醛-2,5-二磺酸二钠盐的分离方法。此外，还提供了一种制备式（4）异亮氨酸的方法，该异亮氨酸经氧化后生成药用级异磺蓝，可用于制备药物制剂。该工艺中提供的分离和纯化程序可提供纯度为 99.5% 或更高的异硫蓝。