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

A kind of biphenyl type furanocoumarin compound and its preparation method and application

A technology of furanocoumarins and compounds, which is applied in the field of biphenyl type furanocoumarins and their preparation, can solve the problems of toxic and side effects of chemical medicines, and that the treatment of chemical medicines cannot meet expectations, and achieve cheap and easy-to-obtain reagents, The effect of mild reaction conditions and easy source of raw materials

Active Publication Date: 2017-06-06
豆黄金食品有限公司
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the different degrees of toxic and side effects of chemical drugs themselves, hypertension drugs with different mechanisms of action have different shortcomings, which often make the chemical drug treatment of hypertension fail to achieve the desired effect; and enhance the long-term effect of antihypertensive drugs Sex and stationarity are effective ways to improve the effect of antihypertensive drugs

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
  • A kind of biphenyl type furanocoumarin compound and its preparation method and application
  • A kind of biphenyl type furanocoumarin compound and its preparation method and application
  • A kind of biphenyl type furanocoumarin compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] R in the structural formula of embodiment 1 1 is a fluorine atom, n is 2, R 2 Be the compound of dimethylamino, prepare by the following steps:

[0047] 1) Xanthotoxin (1) is demethylated by boron tribromide to obtain the compound Xanthoxylin (2)

[0048] Take 4.32g (20.00mmol) prickly ash toxin in a 250ml eggplant-shaped bottle, add 73ml of anhydrous dichloromethane, stir to dissolve, put it in an ice bath under nitrogen protection, and stir for 10-15min; at the same time, add 6.88ml of three Boron bromide was dissolved in 73ml of anhydrous dichloromethane to prepare a 1mol / L boron tribromide-dichloromethane solution for use.

[0049] When the temperature in the eggplant-shaped bottle is constant, put the prepared boron tribromide-dichloromethane solution in a constant pressure dropping funnel, slowly drop it into the eggplant-shaped bottle stirred in an ice bath, and finish the dripping in 30 minutes. After the drop, the ice bath was removed, and the reaction was c...

Embodiment 2

[0062] R in the structural formula of embodiment 2 1 is trifluoromethyl, n is 2, R 2 Be the compound of dimethylamino, prepare by the following steps:

[0063] Steps 1), 2), and 3) are the same preparation steps as in Example 1; Step 4) 5-bromo-9-(2-(dimethylamino)ethoxy)-7H-furan[3,2-g ] Chromene-7-one reacts with 2-trifluoromethylphenylboronic acid in a suzuki reaction, specifically:

[0064] 0.5g of 5-bromo-9-(2-(dimethylamino)ethoxy)-7H-furo[3,2-g]chromene-7-one was placed in a 50ml round bottom flask, and 20ml of 1,4-di Oxyhexane and 5ml of water were dissolved, and 0.6g of sodium carbonate, 0.25g of 2-trifluoromethylphenylboronic acid, and 0.33g of tetrakistriphenylphosphine palladium were added thereto, and the mixture was refluxed for 2.5 hours under nitrogen protection. After the reaction was completed, it was poured into water, extracted several times with a small amount of chloroform, the organic phase was dried over anhydrous sodium sulfate, the solvent was evap...

Embodiment 3

[0068] R in the structural formula of embodiment 3 1 is a fluorine atom, n is 2, R 2 Be the compound of pyrrole, prepare by the following steps:

[0069] Step 1) is the same as in Example 1, that is, the preparation steps from the compound xanthotoxin (1) to the compound xanthoxylin (2) are the same; after that, the phenolic hydroxyl group and N-(2-chloroethyl)pyrrole hydrochloride generate ether reaction, specifically:

[0070] Dissolve 0.40g (2.00mmol) of compound (2) in 10ml of treated anhydrous N,N-dimethylformamide (DMF), add 1.10g (8.00mmol) of anhydrous potassium carbonate, stir at room temperature for 30min, and then Add 0.55g (3.00mmol) of N-(2-chloroethyl)pyrrole hydrochloride, and react in an oil bath at 80°C under temperature control for 30h under nitrogen protection. After the reaction was cooled to room temperature, the system was poured into ice water and allowed to stand until the ice melted. After a small amount of extraction with chloroform several times, ...

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 biphenyl furocoumarin compound and a preparation method and an application thereof; the provided biphenyl furocoumarin compound is a new compound with vasodilating activity, which is obtained by modifying and optimizing the structure based on a natural product imperatorin, reserving the pharmacological activity, improving the physicochemical property and enhancing the druggability. The preparation method of the biphenyl furocoumarin compound provided by the invention has the advantages of easily-obtained material source, mild reaction conditions, simple operation in reaction process, and cheap and easily-obtained reagents. The prepared biphenyl furocoumarin compound is a ramification of the imperatorin and has the effect similar to the imperatorin; an in vitro vascular ring tension research shows that the biphenyl furocoumarin compound has a relaxant effect on the mesenteric microvessels of rats, so that the biphenyl furocoumarin compound can be applied to preparing antihypertensive drugs.

Description

technical field [0001] The invention belongs to the technical field of biomedicine, and relates to a biphenyl type furanocoumarin compound and a preparation method and application thereof. Background technique [0002] Hypertension is currently one of the major diseases that seriously affect human health and threaten human life. It is the most common cardiovascular disease and is closely related to myocardial infarction, stroke, coronary heart disease, heart failure, and renal failure. At present, the incidence of hypertension in the global population has exceeded 10%, and the number of hypertensive patients in my country has exceeded 100 million. [0003] According to reports, the incidence of hypertension is increasing with age, but with the social pressure, environmental factors, improvement of living conditions and changes in dietary structure in recent years, the age of onset of hypertension is becoming more and more biased. Low, over the age of 30 has become a key gro...

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 Patents(China)
IPC IPC(8): C07D493/04A61K31/37A61K31/4025A61K31/453A61P9/08A61P9/12
CPCC07D493/04
Inventor 贺浪冲贺怀贞王涛王程张杰周楠
Owner 豆黄金食品有限公司
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