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An acid-sensitive fully degradable amphiphilic compound and its preparation method and use

A technology for total degradation of amphiphilic compounds, applied in the field of acid-sensitive fully degradable amphiphilic compounds and their preparation, can solve problems such as inability to achieve full degradation, limited practical application, and difficulty in discharge

Active Publication Date: 2021-12-24
THE EYE HOSPITAL OF WENZHOU MEDICAL UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, nanomaterials can cross many biological barriers to reach the lesion area, such as delivering drugs to the brain through the blood-brain barrier. Therefore, research on nano-drug carriers has attracted more and more attention from the industry; It is relatively low and cannot be fully degraded; at the same time, it is difficult to be excreted by the human body, and it is easy to cause certain damage to the human body, which greatly limits its practical application in drug carriers

Method used

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  • An acid-sensitive fully degradable amphiphilic compound and its preparation method and use
  • An acid-sensitive fully degradable amphiphilic compound and its preparation method and use
  • An acid-sensitive fully degradable amphiphilic compound and its preparation method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] A method for preparing an acid-sensitive fully degradable amphiphilic compound, comprising the following steps:

[0052]Step 1: Put 1.64g (10mmol) triethylene glycol monomethyl ether and 0.095g (0.5mmol) p-toluenesulfonic acid into a reaction vessel filled with 20ml of dichloromethane, at a temperature of 5°C and a rotation speed of 400r / Stir and mix under the condition of min to form the first mixed solution;

[0053] Step 2: Put 52.9g (0.4mol) parts of vinyl diethylene glycol ether into a reaction vessel filled with 20ml of dichloromethane and stir to form a second mixed solution;

[0054] Step 3: Pour the second mixed solution into the first mixed solution, stir and mix, and then react at a temperature of 3°C and a rotational speed of 1800r / min for a reaction time of 1h; after the reaction, wash with dichloromethane Three times, the organic phase was collected and dried at 35°C and 0.09Mpa for 5-10min to obtain the crude product; the crude product was separated by ...

Embodiment 2

[0059] The addition amount of vinyl diethylene glycol ether in step 2 of Example 1 is set to 47.6g (0.36mol), the addition amount of vinyl hydroxybutyl ether in step five is set to 9.92g (80mmol), and other conditions remain unchanged , Compound B was finally obtained, and the molecular weight of the compound B measured by GPC was 3028.

Embodiment 3

[0061] The addition amount of vinyl diethylene glycol ether in step 2 of Example 1 is set to 42.3g (0.32mol), the addition amount of vinyl hydroxybutyl ether in step five is set to 6.39g (55mmol), other conditions remain unchanged , Compound B is finally obtained, and the molecular weight of the compound B measured by GPC is 1472.

[0062] The reaction equation of embodiment 1 to 3 is:

[0063]

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Abstract

The invention discloses an acid-sensitive fully degradable amphiphilic compound and its preparation method and use. Triethylene glycol monomethyl ether, vinyl diethylene glycol ether and vinyl hydroxybutyl ether are used as reactants, and two Chloromethane is used as a solvent, and the catalyst p-toluenesulfonic acid is added at the same time; the reaction is carried out in two steps. If during the reaction, first add triethylene glycol monomethyl ether and vinyl diethylene glycol ether, and then add vinyl hydroxybutyl Ether is reacted, and the final product is compound B, and its structural formula is and if during the reaction, first add triethylene glycol monomethyl ether and vinyl hydroxybutyl ether and then add vinyl diethylene glycol ether to react, then the product It is compound D, the structural formula of compound D is compound B and compound D are amphiphilic compounds, which self-assemble into nano micelles in water, have good biocompatibility, and can be used as drug carriers; at the same time, they can also undergo acid degradation, degradation Small molecules are formed, and eventually become water and carbon dioxide, realizing full degradation.

Description

technical field [0001] The invention relates to the field of organic synthesis, and more specifically relates to an acid-sensitive fully degradable amphiphilic compound and its preparation method and application. Background technique [0002] Cancer has become the most important disease that endangers human health. One of the important methods to treat cancer is drug therapy. However, many anticancer drugs have defects such as insoluble in water and poor stability. For example, camptothecin, paclitaxel, doxorubicin, 5-fluorouracil, etc. are difficult to be well utilized by organisms due to poor solubility; at present, the most feasible way is to encapsulate anticancer drugs in drug carriers. The anti-cancer drugs are delivered to the lesion area, so that the concentration of the drug in the lesion area is relatively increased, thereby reducing the toxicity of the drug and improving its curative effect. [0003] There are many types of drug carriers, and the more mature ones...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G65/00A61K47/32
CPCC08G65/002A61K47/32
Inventor 李智慧李钟玉卢成洁
Owner THE EYE HOSPITAL OF WENZHOU MEDICAL UNIV