Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Substituted diaryl compound and preparation method and antiviral application thereof

A compound, aryl technology, applied in the field of preparation of said compound

Active Publication Date: 2011-10-05
MEDICINE & BIOENG INST OF CHINESE ACAD OF MEDICAL SCI
View PDF1 Cites 136 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The compounds of the present invention and their effects have not been reported so far in relevant literature both at home and abroad.

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
  • Substituted diaryl compound and preparation method and antiviral application thereof
  • Substituted diaryl compound and preparation method and antiviral application thereof
  • Substituted diaryl compound and preparation method and antiviral application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0109] Synthesis of (3-propionylamino-4-methoxyphenyl)formyl (3',4',5'-trimethoxyphenyl)amine (1)

[0110] In a 25ml flask, after dissolving 3-amino-4-methoxybenzoic acid (1.0g, 6mmol) in dry THF (tetrahydrofuran), triethylamine (1.2ml, 12mmol) was added to obtain a yellow transparent solution, nitrogen Protected, stirred, and propionyl chloride (0.78ml, 9mmol) was added dropwise thereto under ice-water bath conditions, and the reaction at room temperature was naturally restored after the dropwise addition was completed. The reaction solution was filtered, and the filtrate was evaporated to dryness and separated on a silica gel column to obtain 1.3 g of 3-propionylamino-4-methoxybenzoic acid (yield 67%).

[0111] Mix 100mg (0.45mmol) of the above product with 136mg (0.6mmol) of HOBT and 0.1ml (0.8mmol) of DIC in dry DMF under ice-water bath conditions, N 2 protection, after stirring for 30 min, 72 mg (mmol) of 3,4,5-trimethoxyaniline was added, and the mixture was naturally...

Embodiment 2

[0112] Synthesis of (3-propionylamino-4-methoxyphenyl)formyl (4'-chlorophenyl)amine (2)

[0113] Using 3-amino-4-methoxybenzoic acid, propionyl chloride and p-chloroaniline as starting materials, according to the method similar to Example 1, compound 2 was synthesized with a yield of 23%. 1 See Table 1 for H NMR data.

Embodiment 3

[0114] Synthesis of (3-trifluoroacetamido-4-methoxyphenyl)formyl (4'-chlorophenyl)amine (4)

[0115] Using 3-amino-4-methoxybenzoic acid, trifluoroacetic anhydride and p-chloroaniline as starting materials, according to the method similar to Example 1, compound 4 was synthesized with a yield of 26%. 1 See Table 1 for H NMR data.

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 provides substituted diaryl compounds as shown in general formula (I) or their pharmaceutically acceptable salts, and also provides a preparation method; a class of novel broad-spectrum antiviral compounds and pharmaceutical salts targeting cytokines are screened and obtained through studies on structure-activity relationship and action mechanism of active compounds; the compounds not only have significant broad-spectrum antiviral activity, but also have the advantages of low toxicity and good pharmaceutical properties.

Description

technical field [0001] The present invention relates to a group of substituted biaryl compounds, and also relates to the preparation method of the compounds and the application in broad-spectrum anti-virus, especially anti-hepatitis virus, anti-respiratory virus, enterovirus and anti-AIDS virus. Background technique [0002] At present, the antiviral drugs used clinically all target viral proteins, and the mechanism of action is to inhibit the replication of the virus or block the invasion of the virus. Viruses are "moving targets" that rely on continuous mutation to evade drug attacks. Drugs targeting viral proteins all cause virus mutation and drug resistance, which has become a worldwide problem. Similarly, except for interferon, the six drugs currently clinically used for the treatment of hepatitis B are all nucleoside analogues, and their targets are all viral protein DNA polymerases. After long-term use, severe drug resistance will occur. problems, leading to treatme...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07C237/42C07C237/40C07C235/56C07C233/54C07C233/33C07C231/02C07C311/44C07C311/21C07C311/16C07C303/38C07D213/76C07C309/73C07C309/76C07C303/28C07C271/22C07C269/06C07D239/69C07D239/52C07C229/64C07C227/18C07D213/85C07C323/36C07C319/20C07D319/18C07D239/42C07D249/14C07C205/45C07C205/37C07C201/12C07C225/22C07C221/00C07C217/84C07C213/08C07D295/26C07C323/62C07D401/12C07D213/80C07D333/60C07D333/44C07D409/12C07C313/06A61K31/167A61K31/18A61K31/44A61K31/255A61K31/27A61K31/505A61K31/245A61K31/357A61K31/4196A61K31/12A61K31/136A61K31/09A61K31/635A61K31/506A61K31/381A61K31/145A61P31/12A61P31/18A61P31/20A61P31/14A61P31/16
Inventor 蒋建东李卓荣李艳萍李玉环彭宗根郝兰虎仲兆金
Owner MEDICINE & BIOENG INST OF CHINESE ACAD OF MEDICAL SCI
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com