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A kind of apigenin-o-alkylamine compound, preparation method and application

A technology of apigenin and compounds, applied in the field of medicinal chemistry, can solve the problems of single target, poor long-term curative effect of AD patients, and many side effects, and achieve significant inhibitory activity, significant inhibitory activity, and strong antioxidant activity.

Active Publication Date: 2020-06-26
EFFEPHARM (SHANGHAI) CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Such as: cholinesterase inhibitors and N-methyl-D-aspartate receptor antagonists, etc., but these drugs have a single target
There are many toxic and side effects in clinical use, and the long-term curative effect on AD patients is not good.

Method used

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  • A kind of apigenin-o-alkylamine compound, preparation method and application
  • A kind of apigenin-o-alkylamine compound, preparation method and application
  • A kind of apigenin-o-alkylamine compound, preparation method and application

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Embodiment 1

[0060] The preparation method of the apigenin-O-alkylamine compound described in embodiment 1 may further comprise the steps:

[0061] (1) add the apigenin of 5.0mmol in reaction flask, the corresponding dibromoalkane Br(CH of 15mmol 2 ) n Br, 10mmol potassium carbonate and 50mL acetonitrile, stirred evenly, and reacted at 65°C for 24h; after the reaction, evaporated the solvent under reduced pressure, added 100mL deionized water to the residue, extracted three times with 300mL dichloromethane, and combined the organic layers After washing with saturated aqueous sodium chloride solution, the solvent was evaporated to dryness under reduced pressure, and the residue was purified by column chromatography (eluent: petroleum ether: acetone = 100:1v / v) to obtain the corresponding 2,7-dibromoalkoxy base apigenin;

[0062] (2) Add 3.0mmol of 2,7-dibromoalkoxy apigenin, 4.0mmol of the corresponding secondary amine NR in the reaction flask 1 R 2 , 4.5mmol potassium carbonate and 30m...

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Abstract

The invention discloses an apigenin-O-alkylamine compound and a preparation method and application thereof. Apigenin and dibromo alkane Br (CH2) nBr are taken as starting raw materials and react in afirst solvent and under a first alkaline condition to obtain 2,7-dibromoalkoxy apigenin; the 2,7-dibromoalkoxy apigenin reacts with different secondary amines NR1R2 in a second solvent and under a second alkaline condition to obtain a target compound, namely the apigenin-O-alkylamine compound. The apigenin-O-alkylamine compound has a multi-target effect, and can be widely used for preventing and treating neurodegenerative diseases.

Description

technical field [0001] The invention belongs to the technical field of medicinal chemistry, and specifically relates to an apigenin-O-alkylamine compound, a preparation method and an application. Background technique [0002] Alzheimer's disease (Alzheimer's disease, AD, senile dementia) is a central nervous system degenerative disease mainly characterized by progressive cognitive impairment and memory impairment. With the rapid aging of the global population, the elderly population Health problems have become a major social problem that needs to be solved urgently. Alzheimer's disease (AD) is one of the diseases with the highest morbidity and mortality among the elderly. According to the "2015 Global Alzheimer's Report" released by Alzheimer's Disease International (ADI), more than 46 million people worldwide suffered from dementia in 2015, and it is predicted that by 2050, the global There will be 131.5 million people suffering from dementia, and the incidence rate of de...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/30C07D405/12C07D491/107A61P25/28A61P25/16A61P31/18A61P25/00A61P29/00A61P25/04A61P27/06A61P25/14A61K31/352A61K31/4725A61K31/453A61K31/496A61K31/55A61K31/473A61K31/5377
CPCA61P25/00A61P25/04A61P25/14A61P25/16A61P25/28A61P27/06A61P29/00A61P31/18C07D311/30C07D405/12C07D491/107
Inventor 桑志培王柯人柳文敏程新峰时健于林涛冉亚文
Owner EFFEPHARM (SHANGHAI) CO LTD
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