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Radiopaque efficient drug-loading embolic microsphere as well as preparation method and application thereof

A technology of microspheres and embolization, which is applied in the field of medical materials, can solve the problems of high rebound force and high hardness after compression deformation, affecting the conductivity and embolization effect of embolization materials, etc.

Active Publication Date: 2020-10-27
SUZHOU HENGRUI HONGYUAN MEDICAL TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, most of the existing radiopaque drug-loaded embolic microspheres have the disadvantages of high hardness and high rebound force after compression deformation, which will seriously affect the conductivity and embolic effect of the embolic material during use.

Method used

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  • Radiopaque efficient drug-loading embolic microsphere as well as preparation method and application thereof
  • Radiopaque efficient drug-loading embolic microsphere as well as preparation method and application thereof
  • Radiopaque efficient drug-loading embolic microsphere as well as preparation method and application thereof

Examples

Experimental program
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Effect test

preparation example Construction

[0118] Typically, the preparation method comprises the following steps:

[0119] Synthesis of (Acetal) Derivatives of Alkenoic Acids

[0120] Add 0.5-1.5 parts of sodium hydroxide and 3-15 parts of purified water into a four-necked flask and stir to form a solution, then slowly add 1 part of aminoalkyl (acetal) at 5-20 ° C, stir evenly Slowly add 0.2-5 parts of alkyl alkenoyl chloride dropwise at -5-15°C, and continue stirring for 1-5 hours after the dropwise addition. Add saturated sodium chloride solution to the reacted solution to wash, extract with methyl tert-butyl ether, extract the extract after dehydration, filter, concentrate, and then purify by column chromatography to obtain the (acetal) aldehyde derivative of alkyl alkenoic acid .

[0121] The (acetal) derivatives of alkylenoic acid have 3-20 carbon atoms.

[0122] Synthesis of Functionalized Polyol Intermediates

[0123] Add 1 part of polyhydroxy polymer with a molecular weight of 5kDa-80kDa into a flask conta...

Embodiment 1

[0171] The synthesis of embodiment 1 N-acrylamido diethyl acetal

[0172]

[0173]Add 60g of sodium hydroxide and 600mL of purified water into a four-neck flask, stir to dissolve the sodium hydroxide completely, add 100g of aminoacetaldehyde diethyl acetal to it at 10°C, stir evenly, and cool down to -10°C in an ice-salt bath , slowly add 75g of acryloyl chloride dropwise and keep it warm for 2 hours; add 300mL of saturated sodium chloride solution to the reacted solution, stir and wash, then extract with 200mL of methyl tert-butyl ether for 3 times, and use 200g of anhydrous sodium sulfate for the extract After drying and dehydrating for 3 hours, it was filtered, and the filtrate was concentrated by rotary evaporation with a rotary evaporator until no liquid dripped out from the condenser tube of the evaporator. The obtained crude product was purified by column chromatography to obtain N-acrylamidodiethyl acetal.

Embodiment 2

[0174] Example 2 Synthesis of 4-acrylamide butyraldehyde dimethyl acetal

[0175]

[0176] Add 80g of sodium hydroxide and 800mL of purified water into a four-neck flask, stir to dissolve the sodium hydroxide completely, add 134.5g of 4-aminobutyraldehyde dimethyl acetal to it at 15°C, stir evenly, and cool down in an ice-salt bath to 5°C, slowly add 100.5g of acryloyl chloride dropwise and keep it warm for 2 hours; add 400mL of saturated sodium chloride solution to the reacted solution, stir and wash, then extract with 300mL of methyl tert-butyl ether for 3 times, and extract the solution with 250g of After drying and dehydrating with sodium sulfate for 3 hours, filter the filtrate and concentrate it with a rotary evaporator until no liquid drips out from the condenser tube of the evaporator. The obtained crude product is purified by column chromatography to obtain 4-acrylamidobutyraldehyde dimethyl aldehyde.

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Abstract

The invention relates to a radiopaque efficient drug-loading embolic microsphere as well as a preparation method and application thereof. Specifically, the invention discloses a radiopaque embolic microsphere. The microsphere is obtained by cross-linking polymerization of a polyhydroxy polymer, an (acetal) derivative of alkyl olefine acid, an alkyl olefine (sulfonic) acid derivative and a halogen-substituted alkyl (sulfonyl) chloride derivative. The microsphere disclosed by the invention has an excellent developing effect and an excellent embolization effect, and the microsphere is excellent in drug loading effect.

Description

technical field [0001] The invention relates to the field of medical materials, in particular to a radiopaque high-efficiency drug-loaded embolic microsphere and its preparation and application. Background technique [0002] Interventional therapy is a tumor treatment method that combines imaging diagnosis and clinical treatment. Compared with traditional surgical resection and radiotherapy and chemotherapy, it can significantly reduce trauma and side effects to patients and achieve precise targeted therapy. In interventional therapy, embolic material is an important factor to determine the therapeutic effect. During the clinical operation, the doctor first needs to mix the embolic agent and contrast agent, and then inject the embolic material into the lesion site through a microcatheter. The most difficult point in the whole process is the judgment of the end point of embolization. Since the exact position of the embolic agent cannot be confirmed, doctors can only judge th...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61L24/08A61L24/06A61L24/00
CPCA61L24/06A61L24/08A61L24/0015A61L24/001A61L2300/416A61L2300/622
Inventor 张宁
Owner SUZHOU HENGRUI HONGYUAN MEDICAL TECH CO LTD
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