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

Bisamide compound containing 1, 3, 4-oxiadiazolyl as well as preparation method and application of bisamide compound

An oxadiazole-based compound technology is applied in the field of bisamide compounds and their preparation, and can solve the problems of low control efficiency of antiviral agents, wide damage range, and difficulty in prevention and control.

Active Publication Date: 2017-08-29
GUIZHOU UNIV
View PDF4 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] In recent years, with the continuous change of ecological conditions, varieties and farming systems, plant bacterial diseases (such as rice bacterial blight and citrus canker, etc.) and viral diseases (such as tobacco mosaic disease, etc.) It is popular and has a tendency to further spread throughout the country. It has a wide range of damage and is difficult to control. Existing commercialized antibacterial agents (such as eclopyrazole, thibacterium copper, and ketone) and antiviral agents (Ningnanmycin, virus azoles, etc.) have low control effects, and it is urgent to find active compounds that are highly effective against plant disease bacteria or viruses. On this basis, new green pesticides with independent intellectual property rights are created to provide candidate drugs for the prevention and control of bacterial and viral diseases of crops

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
  • Bisamide compound containing 1, 3, 4-oxiadiazolyl as well as preparation method and application of bisamide compound
  • Bisamide compound containing 1, 3, 4-oxiadiazolyl as well as preparation method and application of bisamide compound
  • Bisamide compound containing 1, 3, 4-oxiadiazolyl as well as preparation method and application of bisamide compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Example 1 of the present invention: Preparation of the target compound 2-acetylamino-N-(2-methyl-5-(methylsulfide)-1,3,4-oxadiazole)benzamide

[0022]Acetyl chloride (0.09g, 1.14mmol) was added to a solution of 2-amino-N-(2-methyl-5-(methylsulfide)-1,3,4-oxadiazole)benzamide (0.20 g, 0.76mmol) and triethylamine (0.2mL) in 8mL dry tetrahydrofuran solution, react at room temperature for 12 hours, stop the reaction, remove the solvent, add 50mL ethyl acetate, wash 20mL×3 times with water, dry over anhydrous sodium sulfate, remove solution, column chromatography (eluent CH 2 Cl 2 :CH 3 OH=20:1) to obtain a white solid with a yield of 11.4% and a melting point of 143-144°C.

[0023] The synthesis of other target compounds refers to Example 1.

[0024] The structures, H-NMR and C-NMR data of the synthesized bisamide compounds containing 1,3,4-oxadiazolyl are shown in Table 1, and their physical and chemical properties are shown in Table 2.

[0025] H NMR spectrum and car...

Embodiment 2

[0039] Pharmacological Example 2: Antiviral activity test of some target compounds (anti-tobacco mosaic virus)

[0040] The anti-plant virus activity of the compounds was determined by half-leaf spot method. Accurately weigh 3 mg of the test compound in a weighing bottle, and add 60 μL of solvent DMSO to fully dissolve it. Use double distilled water containing 1% Tween 20 to prepare a 500 mg / L compound solution. Take another 250 μL of 2% Ningnanmycin aqueous solution, add 60 μL of solvent DMSO, and 10 mL of double distilled water containing 1% Tween 20 to prepare a 500 mg / L Ningnanmycin solution.

[0041] In vivo therapeutic activity of agents against TMV infection. Select tobacco heart leaves with the same growth, and first dip the virus liquid (concentration is 6×10 -3 mg / mL), artificially rubbed and inoculated on the leaf surface (full leaf) along the direction of its branch veins on the leaves sprinkled with emery. The inoculation intensity of the left and right leaves ...

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 bisamide compound containing 1, 3, 4-oxiadiazolyl as well as a preparation method and application of the bisamide compound. The compound has a structure as shown in a general formula (I). The compound takes an aryl bisamide compound as a base, introduces 1, 3, 4-oxiadiazolyl capable of improving the biological activity of a target compound into a system, so as to synthesize a series of bisamide compounds containing 1, 3, 4-oxiadiazolyl, the facts that the compound has a good inhibiting effect on infective pathogenic bacteria and viruses and has a good inhibiting effect on both pathogenic bacteria (such as bacteria of rice leaf blight and xanthomonas axonopodis) and plant viruses (such as tobacco mosaic virus) are found, and the compound provides an important scientific foundation for the research, development and creation of novel pesticides.

Description

technical field [0001] The invention relates to the technical field of medicinal chemistry, in particular to a 1,3,4-oxadiazolyl-containing bisamide compound and a preparation method and application thereof. Background technique [0002] In recent years, with the continuous change of ecological conditions, varieties and farming systems, plant bacterial diseases (such as rice bacterial blight and citrus canker, etc.) and viral diseases (such as tobacco mosaic disease, etc.) It is popular and has a tendency to further spread throughout the country. It has a wide range of damage and is difficult to control. Existing commercialized antibacterial agents (such as eclopyrazole, thibacterium copper, and ketone) and antiviral agents (Ningnanmycin, virus azoles, etc.) have low control effects, and it is urgent to discover active compounds that are highly effective against plant disease bacteria or viruses. On this basis, new green pesticides with independent intellectual property righ...

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): C07D271/113A01N43/824A01P1/00
CPCA01N43/82C07D271/113
Inventor 王培义杨松邵武斌周健薛海涛薛伟
Owner GUIZHOU 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