Degradable quaternary ammonium salt compound and preparation method and application thereof

A technology of quaternary ammonium salt compounds and ammonium-like salts, which is applied in the field of degradable quaternary ammonium salt compounds and its preparation, can solve the problems that benzalkonium chloride is difficult to degrade, achieve good stability, avoid physiological adaptation, and reduce drug resistance sexual effect

Active Publication Date: 2020-11-10
ANHUI KIWI BIOTECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Taking benzalkonium chloride as an example, due to its large-scale use and continuous discharge into natural water bodies, and benzalkonium chloride is difficult to degrade, the concentration of benzalkonium chloride in natural water bodies continues to increase, which has a continuous bactericidal effect, leading to induced drug resistance of bacteria

Method used

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  • Degradable quaternary ammonium salt compound and preparation method and application thereof
  • Degradable quaternary ammonium salt compound and preparation method and application thereof
  • Degradable quaternary ammonium salt compound and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0021] Dissolve methacryloyloxyethyltrimethylammonium chloride (1mol) in acetonitrile (1L), add 1-decanethiol (1mol) and triethylamine (0.05mol) in sequence, and heat at 60°C for 12h. After the reaction was completed, the quaternary ammonium salt compound 1 was obtained after rotary evaporation to remove acetonitrile and freeze-drying.

Embodiment 2

[0023] Dissolve methacryloyloxyethyltrimethylammonium chloride (1mol) in acetonitrile (1L), add n-dodecanethiol (1.1mol) and triethylamine (0.05mol) in sequence, and heat at 60°C for 12h , after the reaction was completed, placed at -4°C until the product precipitated, filtered the precipitate, washed twice with acetonitrile, and freeze-dried to obtain the quaternary ammonium salt compound 2.

Embodiment 3

[0025] Dissolve methacryloyloxyethyltrimethylammonium chloride (1mol) in acetonitrile (1L), add n-tetradecylmercaptan (1.1mol) and triethylamine (0.05mol) in sequence, and heat at 60°C React for 12 hours. After the reaction is completed, place at -4°C until the product precipitates, filter the precipitate, wash twice with acetonitrile, and freeze-dry to obtain the quaternary ammonium compound 3.

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Abstract

The invention belongs to the technical field of quaternary ammonium salt compounds, and particularly relates to a degradable quaternary ammonium salt compound and a preparation method and applicationthereof, a structural general formula of the quaternary ammonium salt compound is shown as a formula I, in the formula I, R1 is H or CH3, R2 is any one of n-decane, n-dodecyl and n-tetradecyl, R3 is Oor NH, and R4 is CH3 or CH2CH3. The invention has the beneficial effects that the quaternary ammonium salt compound simulates a phospholipid structure on the surface of bacteria, presents local amphipathy, and can replace and insert phospholipid on the surface of a cell membrane of the bacteria to change the original cell membrane structure, so that the cell membrane of the bacteria is broken, bacterial cell contents flow out and cells die.

Description

technical field [0001] The invention belongs to the technical field of quaternary ammonium salt compounds, in particular to a degradable quaternary ammonium salt compound and its preparation method and application. Background technique [0002] Pathogens in nature, such as a certain strain of bacteria, may also have natural drug resistance. When a certain fungicide is used for a long time, the majority of sensitive strains will be killed continuously, and the drug-resistant strains will multiply in large numbers, replacing the sensitive strains, so that the rate of bacterial resistance to the drug will continue to increase. Taking benzalkonium chloride as an example, due to its large-scale use and continuous discharge into natural water bodies, and benzalkonium chloride is difficult to degrade, the concentration of benzalkonium chloride in natural water bodies continues to increase, which has a continuous bactericidal effect, leading to induced drug resistance of bacteria. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C323/52C07C319/18A61K31/221A01N41/12A01P3/00A01P1/00A61P31/04A61P31/10
CPCC07C323/52A61K31/221A01N41/12A61P31/04A61P31/10
Inventor 孔洪涛张国庆缪慧马秀侠张小龙
Owner ANHUI KIWI BIOTECH CO LTD
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