Flurbiprofen chalcone compound as well as preparation method and application thereof

A ketone compound and compound technology are applied to a class of flurbiprofen chalcone compounds, their preparation and application fields, and can solve the problems of single action target, many toxic and side effects, and poor long-term efficacy in AD patients.

Active Publication Date: 2018-06-01
SICHUAN UNIV
View PDF4 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these drugs have problems such as a single target, more toxic and si

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Flurbiprofen chalcone compound as well as preparation method and application thereof
  • Flurbiprofen chalcone compound as well as preparation method and application thereof
  • Flurbiprofen chalcone compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Embodiment 1 General method for the preparation of flurbiprofen chalcones (I)

[0036] Add 2.0 mmol of the corresponding 3′-acetyl-4′-hydroxyflurbiprofen compound (2), 3.0 mmol of the corresponding aromatic formaldehyde compound (1), 8.0 mmol of anhydrous potassium carbonate and 50 ml Acetonitrile, after stirring evenly, heat up and reflux and stir for 2.0 to 72.0 hours (the reaction process is tracked by TLC); after the reaction, cool to room temperature, adjust the pH of the reaction solution to strong acidity with 10% hydrochloric acid aqueous solution, and then use saturated aqueous sodium bicarbonate solution Adjust the pH of the reaction solution to weak alkalinity, distill off acetonitrile under reduced pressure, add 50 mL of deionized water to the residual liquid, and extract it three times with 150 mL of dichloromethane. After drying with sodium sulfate and filtering, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel ...

Embodiment 2

[0086] Example 2 General method for preparation of flurbiprofen chalcone compound (I) and acid salt formation

[0087] Add the flurbiprofen-chalcone compound (I) (that is: R 1 and R 2 Each independently represents NR 4 R 5 1.0 mmol of acetone) and 20 ml of acetone, stirred evenly, added 3.0 mmol of the corresponding acid, heated and refluxed and stirred for 20 minutes, cooled to room temperature after the reaction, evaporated the solvent under reduced pressure, recrystallized the residue by conventional methods, filtered The solid that separates out promptly obtains the salt of corresponding flurbiprofen-chalcone compound (I), and its chemical structure 1 Confirmed by H NMR and ESI-MS.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention discloses a novel flurbiprofen chalcone compound (I), pharmaceutically acceptable salt thereof, a preparation method thereof, a pharmaceutical composition and application to preparationof drugs for treating and/or preventing diseases related to neurodegeneration, including but not limited to neurodegeneration diseases of vascular dementia, an Alzheimer's disease, a Parkinson's disease, a Huntington's disease, HIV-related dementia, MS (multiple sclerosis), progressive lateral sclerosis spinal cord, neuropathic pain, glaucoma and the like.

Description

technical field [0001] The invention belongs to the field of medicinal chemistry, and relates to a new type of flurbiprofen chalcone compound (I) and its pharmaceutically acceptable salt, its preparation method, pharmaceutical composition and preparation 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 (Alzheimer's disease, AD, senile dementia) is a degenerative disease of the central nervous system mainly characterized by progressive cognitive impairment and memory impairment. Vascular diseases and cancers are high-incidence diseases, which have risen to the fourth cause of death in developed countries such as Europe and the United States. According to th...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C07C59/90C07C229/42C07D295/155C07D211/14C07D333/24C07D307/56C07D307/54C07D333/28C07D333/32C07D213/64C07D213/50C07C235/78C07C69/738A61K31/216A61K31/402A61K31/4453A61K31/451A61K31/496A61K31/5375A61P25/00A61P25/28A61P25/16A61P31/18A61P25/14A61P25/04A61P27/06C07C51/353C07C227/26
CPCC07C59/90C07C69/738C07C229/42C07C235/78C07D211/14C07D213/50C07D213/64C07D295/155C07D307/54C07D307/56C07D333/24C07D333/28C07D333/32
Inventor 邓勇谭正怀杨杰宋青田超全杨子仪李维
Owner SICHUAN UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap