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Refining method of indocyanine green

A technology of indocyanine green and refining method, which is applied in the field of medicine and can solve the problems that indocyanine green cannot reach the medicinal grade and the yield is low.

Active Publication Date: 2021-04-09
ZHUHAI DI PU MEDICAL TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Aiming at the technical problems that the indocyanine green existing in the above-mentioned prior art cannot reach the pharmaceutical grade and the yield is low in the purification process, the purpose of the present invention is to provide a method that can efficiently remove inorganic salt impurities while obtaining Refining method of indocyanine green

Method used

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  • Refining method of indocyanine green
  • Refining method of indocyanine green
  • Refining method of indocyanine green

Examples

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Effect test

preparation example

[0054] Preparation Example: Preparation of Crude Indocyanine Green

[0055] The present invention prepares the crude indocyanine green product according to the method disclosed in the patent document CN104130178A (namely the method in Example 1), and the entirety of the document is incorporated into this application by reference.

[0056] Specifically, first synthesize 2,3,3-trimethyl-1-(4-sulfobutyl)-4,5-benzindole betaine: 2,3,3-trimethyl-4 , 5-benzindole benzene and 1,4-butyl sulfonate sodium lactone were mixed according to the weight ratio of 1:1.6, refluxed at 140°C for 3 hours in the presence of xylene, cooled to 50°C and then added di Acetone with 6 times the volume of toluene, reflux at 55°C for half an hour, cool to 20°C, filter and dry. The light blue solid obtained is 2,3,3-trimethyl-1-(4-sulfobutyl)-4,5-benzindole betaine, wherein according to 2,3,3-trimethyl The weight ratio of -4,5-benzindolebenzene to xylene is 1:0.8 by adding xylene.

[0057] Then synthesize...

Embodiment 1

[0078] Add 2.02 g of crude indocyanine green into 14 ml of methanol, stir and dissolve at room temperature, then add 40 ml of ethyl acetate, after the addition is complete, stir for 2 hours, filter, rinse the filter cake with 2 ml of ethyl acetate, and dry to obtain 1.76 g of indocyanine green Dolocyanine green products4.

Embodiment 2

[0080] Add 2.02 g of crude indocyanine green into 17 ml of ethanol, stir and dissolve at room temperature, add 20 ml of n-heptane, after the addition is complete, stir for 2 hours, filter, rinse the filter cake with 2 ml of n-heptane, and dry to obtain 1.68 g of indocyanine green Dolocyanine green products5.

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Abstract

The invention provides a refining method of indocyanine green. The method comprises the following steps: dissolving an indocyanine green crude product in a good solvent at the temperature of 0-80 DEG C, slowly dropwise adding a poor solvent into the good solvent, and stirring, fully crystallizing and filtering the mixture. According to the method disclosed by the invention, the medicinal indocyanine green product capable of effectively removing inorganic and organic impurities can be obtained at high yield.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a method for refining medicinal indocyanine green. Background technique [0002] Fluorescence imaging is an imaging technique based on injecting fluorescently labeled drugs or other substances into animals or humans and detecting the localization of fluorescent labels. Complementary imaging techniques such as SPECT, ultrasound echocardiography, radiography or X-tomography) have important research value and application value in life science and biomedical research. In fluorescence imaging, indocyanine green (chemical name: 2-[7-[1,3-dihydro-1,1-dimethyl-3-(4-sulfonic acid butyl)-2H-benzo[ e] indol-2-ylidene]-1,3,5-heptatrien-1-yl]-1,1-dimethyl-3-(4-sulfonic acid butyl)-1H-benzo[ e] Indole salt, sodium salt (1:1)), as a kind of near-infrared dye, is widely used clinically because of its excellent fluorescence penetration, good visualization and better stability. [0003] As the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/60C09B23/08C09B67/54
CPCC07D209/60C09B67/0096C09B23/086
Inventor 田捷迟崇巍何坤山
Owner ZHUHAI DI PU MEDICAL TECH CO LTD