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

A compound containing cyclic hydroxamic acid and its preparation method and application

A technology containing cyclic hydroxamic acid and cyclic hydroxamic acid is applied in the field of biomedicine to achieve the effects of reducing infection, accelerating the rate of reaction and reducing the probability of occurrence

Active Publication Date: 2021-01-05
GUIZHOU MEDICAL UNIV
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In foreign countries, Helen E. Blackwell and Christian Melander found that marine natural products and their derivatives have a certain inhibitory effect on A. baumannii biofilms, with a better half-inhibitory concentration (IC50) of 26.8 μM, but overall there is still a lot. Large room for improvement, so further research on A. baumannii biofilm inhibitors is warranted

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 compound containing cyclic hydroxamic acid and its preparation method and application
  • A compound containing cyclic hydroxamic acid and its preparation method and application
  • A compound containing cyclic hydroxamic acid and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] Example 1 Preparation of compound a1.

[0070] A preparation method of compound a1 containing cyclic hydroxamic acid, the reaction equation is as follows:

[0071]

[0072] The concrete reaction steps of above-mentioned reaction equation are as follows:

[0073] A. Add 1.63g of 10mmol isatoic anhydride to 15ml of solvent DMF in a 100ml round-bottomed flask under a nitrogen atmosphere. After dissolving, a mixed solution is obtained. Then put the mixed solution in an ice bath and add 200mg of isatoic anhydride to the round-bottomed flask. 5mmolNaH, then placed at room temperature and stirred for 1h, then added 2ml of 15mmol bromooctane to the mixed solution, stirred at room temperature for 20h, added the ice-water mixture to precipitate a solid, and obtained a filter cake by suction filtration with a Buchner funnel, and then The filter cake is washed with water and petroleum ether, the filtrate is discarded, and the white solid compound c of 2g is obtained after dryin...

Embodiment 2

[0079] Embodiment 2 prepares compound b1,

[0080] A preparation method of compound b1 containing cyclic hydroxamic acid, the reaction equation is as follows:

[0081]

[0082]The concrete reaction steps of above-mentioned reaction equation are as follows:

[0083] A. Add 10mmol of isatoic anhydride to 15ml of solvent DMF in a round-bottomed flask under nitrogen atmosphere, and dissolve to obtain a mixed solution, then add 5mmolNaH to the mixed solution in an ice bath, and then stir at room temperature for 1h , then add 15 mol of brominated raw materials to the mixed solution, stir at room temperature for 10 h, add ice-water mixture to precipitate a solid, filter with a Buchner funnel to obtain a filter cake, then wash the filter cake with water and petroleum ether, discard Filtrate, after drying, obtains the compound e of white solid; In equation (1), DMF is dimethylformamide;

[0084] B, the 2mmol compound e in step A (R2 is-(CH 2 ) 13 CH 3 ), 6mmol hydroxylamine hyd...

Embodiment 3

[0089] Embodiment 3 prepares compound a2,

[0090] The difference from Example 1 is that when R 1 Take-(CH 2 ) 2 CH 3 , Compound a2 is obtained as the final product compound a. The properties and mass spectrum of the product of the structural formula of compound a2 are all tested as follows:

[0091] 3-Hydroxy-2-isopropyl-1-octyl-2,3-dihydroquinazolin-4(1H)-one (compound a2): white solid; yield 88%; m.p.: 75-76℃ ;

[0092] HRMS (ESI-TOF) m / z: Molecular formula is C 19 h 30 N 2 o 2 , detection value [M+Na] + =319.2390, the calculated value is 319.2386;

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 belongs to the field of biomedicine, and particularly relates to a compound containing cyclohydroxamic acid as well as a preparation method and an application of same. The structural general formula of the compound containing cyclohydroxamic acid is shown as the specification, wherein R is one of F, Cl, Br, I,-CH3, -OCH3, -SCH3, acetyl group and cyanate radical; R1 is H, -CH3, -(CH2)nCH3, a benzene ring and an aromatic ring that has any one of F, Cl, Br, I, O, OH, -CH3, -OCH3, and cyano group; wherein the n is an integer from 1 to 8; and R2 is one of a C1-C14 chain substituent group, hydrogen, allyl, alkenebutyl, benzyl, aromatic ring, and one of benzyl group and sulphonyl group having a substituent group. According to the compound, acinetobacter baumannii infection can be reduced by inhibiting a biological membrane, the occurrence probability of infectious diseases is reduced from the source, and side effects are few. The compound also has good exopolysaccharide inhibition capability and is non-toxic.

Description

technical field [0001] The invention belongs to the field of biomedicine, and in particular relates to a compound containing cyclic hydroxamic acid and its preparation method and application. Background technique [0002] Biofilm, also known as biofilm, refers to an organized group of bacteria attached to the surface of living or inanimate objects and wrapped by bacterial extracellular macromolecules. Biofilm bacteria are highly resistant to antibiotics and host immune defense mechanisms. There are various major biological macromolecules such as protein, polysaccharide, DNA, RNA, peptidoglycan, lipid and phospholipid in the biofilm. The formation of biofilm multicellular structures is a dynamic process, including stages of bacterial initial adhesion, biofilm development, and mature diffusion. [0003] Acinetobacter baumannii (A. baumannii) is a major cause of hospital-acquired infections and is widespread worldwide, especially in critically ill patients in the intensive ca...

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): C07D239/92A61P31/04
CPCA61P31/04C07D239/92
Inventor 杨元勇汤磊程铖杨果李应贤
Owner GUIZHOU MEDICAL UNIV
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