A kind of acrylate monomer with anti-inflammatory effect and preparation method thereof

An acrylate and anti-inflammatory technology, which is applied in anti-inflammatory agents, anti-toxic agents, organic chemistry, etc., can solve the problems of single macromolecular drug structure, unfavorable cell uptake, and lack of functionality, so as to promote the recovery of nerve function and reduce Oxygen free radical generation, effects of inhibiting lipid peroxidation

Active Publication Date: 2017-10-20
山东德瑞高分子材料股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the macromolecular drug prepared by this method has a single structure and lacks functionality, which is not conducive to the uptake of cells.

Method used

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  • A kind of acrylate monomer with anti-inflammatory effect and preparation method thereof
  • A kind of acrylate monomer with anti-inflammatory effect and preparation method thereof
  • A kind of acrylate monomer with anti-inflammatory effect and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Dissolve 3mmol methylprednisolone in 10mL N,N-dimethylformamide, then add 5mmol triethylamine, cool down to 0-10°C and keep it at 0-10°C, add 5mL dropwise A solution of acryloyl chloride with a concentration of 0.8 mol / L was reacted in an ice-water bath for 30 minutes after dripping, and then continued to react at room temperature for 2 hours before filtering, adding 20 mL of deionized water to the filtered filtrate, and a solid precipitate was precipitated. After filtering, the filter cake is washed with deionized water until the pH value of the filtrate of the washed filter cake reaches neutral, and the filter cake is vacuum-dried to a constant weight and pulverized to obtain an acrylate functional monomer with a methylprednisolone structure. Wherein, the solution of acryloyl chloride is prepared by dissolving acryloyl chloride in N,N-dimethylformamide.

Embodiment 2

[0040] Dissolve 3mmol of methylprednisolone in 10mL of dimethyl sulfoxide, then add 6mmol of triethylamine, cool down to 0-10°C and keep it at 0-10°C, add 5mL dropwise at a concentration of 1mol / L of methacryloyl chloride solution, after dripping, react in an ice-water bath for 30 minutes, then continue to react at room temperature for 2 hours and then filter, add 20 mL of deionized water to the filtered filtrate, precipitate a solid precipitate, filter, filter The cake is washed with deionized water until the pH value of the filtrate of the washed filter cake reaches neutrality, and the filter cake is vacuum-dried to constant weight and pulverized to obtain an acrylate functional monomer with a methylprednisolone structure. Wherein, the solution of methacryloyl chloride is prepared by dissolving methacryloyl chloride in dimethyl sulfoxide.

Embodiment 3

[0042] Dissolve 3mmol of methylprednisolone in 10mL of dimethyl sulfoxide, then add 6mmol of anhydrous sodium carbonate, cool down to 0-10°C and keep it at 0-10°C, add 5mL dropwise to a concentration of 1mol / L of acryloyl chloride solution, reacted in an ice-water bath for 30 minutes after dropping, then continued to react at room temperature for 2 hours and filtered, added 20 mL of deionized water to the filtered filtrate, precipitated solid precipitates, filtered, and used the filter cake Washing with ionized water until the pH value of the filtrate of the washed filter cake reaches neutral, vacuum-drying the filter cake to a constant weight, and pulverizing to obtain the acrylate functional monomer with a methylprednisolone structure. Wherein, the solution of acryloyl chloride is prepared by dissolving acryloyl chloride in dimethyl sulfoxide.

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Abstract

An acrylate functional monomer with anti-inflammatory effect and a preparation method thereof, comprising dissolving methylprednisolone in an organic solvent, adding an acid-binding agent, adding dropwise a dilute solution replacing acryloyl chloride, cooling the mixture in an ice-water bath and at room temperature. Continue the reaction, after the reaction is over, filter the reaction solution, add deionized water to the filtrate, precipitate solid precipitation, filter, wash the filter cake with deionized water, and dry to obtain the acrylate functional monomer, the prepared acrylate functional monomer Free radical copolymerization with other olefinic monomers can prepare polymers with anti-inflammatory functions, and construct polymer nanomicelles with a cell membrane-like structure. The polymer micelles are not suitable for diffusion of the anti-inflammatory drug methylprednisolone in practical applications. At the same time, its imitation cell membrane structure is conducive to the uptake of cells, and it can evenly release methylprednisolone through the hydrolysis of ester bonds, so that it can be used efficiently to reduce the dosage and avoid complications in long-term use. occurrence of the disease.

Description

technical field [0001] The invention relates to the technical field of acrylate monomers, in particular to an acrylate functional monomer with anti-inflammatory effect and a preparation method thereof. Background technique [0002] Methylprednisolone is a class of glucocorticoids. This drug has strong anti-inflammatory and anti-allergic effects. It is generally used to treat inflammation such as rheumatoid arthritis and rheumatic fever. It is also the drug of choice in the treatment of spinal cord injuries. It can inhibit lipid It can reduce the generation of oxygen free radicals and promote the recovery of nerve function. However, the half-life of the drug is relatively short, and it needs to be administered repeatedly or in large doses, the operation is cumbersome, and long-term use is likely to cause serious complications, such as pneumonia, wound infection and other complications. [0003] In order to solve the above problems, Kannan et al. (Bioconjugate Chem 2009,20(5)...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07J5/00A61P29/00A61P37/08A61P39/06A61P25/00
Inventor 杨建海杨帆马金荣
Owner 山东德瑞高分子材料股份有限公司
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