X-ray developing molecule, drug-loaded embolism microsphere and preparation method of drug-loaded embolism microsphere

An X-ray and molecular technology, which is applied in the field of X-ray imageable molecules, drug-loaded embolic microspheres and their preparation, can solve the problem of low molecular content of visualized embolic microspheres, low yield of cross-linking agent, cross-linking agent and polymerization The low degree of chain reaction and other problems can avoid the occurrence of various complications, the degree of easy embolism, and the effect of simple preparation method

Pending Publication Date: 2022-02-18
SHANGHAI HUIHE HEALTHCARE TECH CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the yield of the cross-linking agent prepared by this method is very low, and due to the steric hindrance effect of the benzene ring, the degree of react

Method used

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  • X-ray developing molecule, drug-loaded embolism microsphere and preparation method of drug-loaded embolism microsphere
  • X-ray developing molecule, drug-loaded embolism microsphere and preparation method of drug-loaded embolism microsphere
  • X-ray developing molecule, drug-loaded embolism microsphere and preparation method of drug-loaded embolism microsphere

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] (1) Synthesis of 5-acrylamido-2,4,6-triiodobenzene-1,3-dicarboxylic acid

[0061] Add 20g of 5-amino-2,4,6-triiodobenzene-1,3-dicarboxylic acid and 0.1mL of concentrated sulfuric acid into 40mL of acetonitrile, stir evenly, cool the system down to 0°C, and slowly add 24mL of acrylic anhydride . After the dropwise addition, react at 50°C for 24 hours. After the reaction, cool to room temperature, wash with acetonitrile, and dry to obtain 5-acrylamido-2,4,6-triiodobenzene-1,3-dicarboxylate acid. image 3 The H NMR spectrum of the prepared 5-acrylamido-2,4,6-triiodobenzene-1,3-dicarboxylic acid, where DMSO-d6, -NH-(δ10.19), -CH- (δ6.39-6.46)=CH 2 (δ6.24-6.28 and 5.59-5.82).

[0062] (2) Preparation of polyvinyl alcohol drug-loaded embolization microsphere intermediate

[0063] 100 g of purified water and 12 g of polyvinyl alcohol with a weight average molecular weight of 67,000 were added to the reaction flask, and heated to 95° C. to completely dissolve the polyvinyl...

Embodiment 2

[0068] (1) Synthesis of 3-acrylamido-2,4,6-triiodobenzoic acid

[0069] Add 10g of 3-amino-2,4,6-triiodobenzoic acid and 0.2mL of concentrated sulfuric acid into 100mL of methanol, stir well, control the system at 20°C, and slowly add 30mL of acrylic anhydride dropwise. After the dropwise addition, react at 100° C. for 4 hours. After the reaction, cool to room temperature, wash with acetonitrile, and dry to obtain 3-acrylamido-2,4,6-triiodobenzoic acid.

[0070] (2) Preparation of polyvinyl alcohol drug-loaded embolization microsphere intermediate

[0071] Add 1000 g of purified water and 300 g of polyvinyl alcohol with a weight average molecular weight of 35000 into the reaction flask, and heat to 85° C. to completely dissolve the polyvinyl alcohol. Add 100g N-(2,2-dimethoxyethyl)-2-acrylamide and 150mL concentrated hydrochloric acid, react at 20°C for 5 hours, after the reaction, adjust the pH of the reaction system to 7.5. Finally, the solution was concentrated to a visc...

Embodiment 3

[0075] (1) Synthesis of 3-acrylate-2,4,6-triiodobenzoic acid

[0076] Add 45g of 3-hydroxy-2,4,6-triiodobenzoic acid and 2mL of concentrated sulfuric acid into 500mL of chloroform, stir evenly, cool the system down to 10°C, and slowly add 150mL of acrylic anhydride dropwise. After the dropwise addition, react at 40° C. for 48 hours. After the reaction, cool to room temperature, wash with acetonitrile, and dry to obtain 3-acrylate-2,4,6-triiodobenzoic acid.

[0077] (2) Preparation of polyvinyl alcohol drug-loaded embolization microsphere intermediate

[0078]Add 50 g of purified water and 5 g of polyvinyl alcohol with a weight average molecular weight of 78,000 into the reaction flask, and heat to 99° C. to completely dissolve the polyvinyl alcohol. Add 0.1g N-(2,2-dimethoxyethyl)-2-acrylamide and 3mL concentrated hydrochloric acid, and react at 10°C for 8 hours. After the reaction, adjust the pH of the reaction system with 0.5M sodium hydroxide solution Adjust to 8. Finall...

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Abstract

The invention provides an X-ray developing molecule, a drug-loaded embolism microsphere and a preparation method of the drug-loaded embolism microsphere, and belongs to the technical field of medical materials. The preparation method comprises steps: firstly, preparing X-ray developing molecules with double bonds, wherein the molecules are obtained by reacting iodobenzene derivatives containing amino groups or hydroxyl groups with acrylic anhydride; further, preparing a polyvinyl alcohol drug-loaded embolism microsphere intermediate; and finally, preparing the drug-loaded embolism microspheres capable of realizing X-ray development. The drug-loaded embolism microsphere capable of being developed by the X-ray prepared by the invention has both X-ray developing property and drug loading property, the preparation method is simple, a doctor can directly observe the part where an embolism material reaches under X-ray fluoroscopy, the intraoperative operation is convenient, the embolism degree is easy to master, and various complications in the intravascular treatment process are effectively avoided.

Description

technical field [0001] The invention relates to the technical field of medical materials, in particular to an X-ray imaging molecule, a drug-loaded embolic microsphere and a preparation method thereof. Background technique [0002] Transcatheter embolization is a treatment method for blood-rich organ tumors. It uses a microcatheter to inject embolic materials into the blood supply vessels of the lesion in a controlled manner, causing them to occlude and interrupt the blood supply, so as to achieve bleeding control and treatment. Vascular lesions, the treatment of tumors and the purpose of eliminating diseased organs. In transcatheter embolization, doctors use digital subtraction angiography (DSA) to diagnose the lesion, and inject contrast agent and embolic material through the catheter for treatment. The polymer embolic materials that are currently on the market in China need to be mixed with a developer when used. A contrast agent, also known as a contrast agent or a con...

Claims

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Application Information

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IPC IPC(8): C07C233/55C07C231/02C07C69/54C07C67/08C08F285/00C08F220/58C08F220/28A61L24/00A61L24/06A61L24/08
CPCC07C233/55C07C231/02C07C69/54C07C67/08C08F285/00A61L24/001A61L24/06A61L24/08A61L2300/622C08F220/585C08F220/283
Inventor 张雪非王冰清雷宸一
Owner SHANGHAI HUIHE HEALTHCARE TECH CO LTD
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