2-hydroxychalcone amine compounds, and preparation method and uses thereof
A technology of hydroxychalcone amines and compounds, which is applied in the field of 2-hydroxychalcone amines, their preparation and application, and can solve the problems of poor curative effect and unsatisfactory depolymerization activity, etc.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Publication Date
- 2016-03-30
- Estimated Expiration
- Not applicable · inactive patent
Smart Images
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Abstract
Description
technical field
[0001] The invention belongs to the field of medicinal chemistry and relates to a novel 2-hydroxychalcone amine compound (I) and a pharmaceutically acceptable salt thereof, a preparation method, a pharmaceutical composition and a preparation method for treating and / or preventing neurodegeneration Sex-related diseases, including but not limited to vascular dementia, Alzheimer's disease, Parkinson's disease, Huntington's disease, HIV-related dementia, multiple sclerosis, progressive lateral sclerosis, neurological Pain, glaucoma and other neurodegenerative diseases. Background technique
[0002] Alzheimer's disease (AD, senile dementia) is a degenerative disease of the central nervous system mainly characterized by progressive cognitive impairment and memory impairment. The high incidence of cardiovascular disease and cancer has risen to the fourth cause of death in developed countries such as Europe and the United States. According to the report of the World...
Examples
Embodiment 12
[0035] General method for the preparation of embodiment 12-hydroxychalcone amine compound (I)
[0036] Add 2.0mmol corresponding 2-hydroxyacetophenone compound ( 2 ), 3.0mmol corresponding benzaldehyde compounds ( 1 ) and 30ml ethanol, after stirring evenly, add 12.0mmol of 30% KOH aqueous solution dropwise, and stir at 40-50°C for 2.0-72.0 hours (reaction progress is tracked by TLC); after the reaction, cool to room temperature and adjust with 10% hydrochloric acid aqueous solution The pH of the reaction solution was strongly acidic, and the pH of the reaction solution was adjusted to weak alkalinity with saturated aqueous sodium bicarbonate solution, and the ethanol was evaporated under reduced pressure, and 100 mL of deionized water was added to the residual liquid, extracted three times with 300 mL of dichloromethane, and the organic layers were combined Afterwards, it was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and f...
Embodiment 22
[0060] Example 22- General method for preparation of hydroxychalcone amine compound (I) and acid salt formation
[0061] In the reaction flask, add the 2-hydroxychalcone amine compound ( I ) 2.0mmol and 50ml of acetone, after stirring evenly, add 8.0mmol of the corresponding acid, heat up and reflux and stir for 20 minutes, cool to room temperature after the reaction, evaporate the solvent under reduced pressure, recrystallize the residue with acetone, filter the precipitated solid, that is Obtain 2-hydroxychalcone amine compound ( I ) of the salt, its chemical structure by 1 Confirmed by HNMR and ESI-MS.
Embodiment 3
[0062] Example 3 Part 2-Hydroxychalcone amine compound (I) biological activity screening results
[0063] .