N-heterocycl-1, 5-disubstituted-4-pyrazolecarboxamide compound and application thereof

A pyrazole carboxamide and disubstituted technology, applied in the field of medicinal chemistry, can solve the problems of yield reduction and human health threat, and achieve the effects of good bacteriostatic activity, excellent bacteriostatic activity, excellent protection and therapeutic activity

Pending Publication Date: 2022-07-15
GUIZHOU UNIV
View PDF8 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Plant fungal diseases have led to a 20% annual reduction in the production of major food and economic crops around the world; in addition, some fungi can also produce mycotoxins, which pose a major threat to human health

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
  • N-heterocycl-1, 5-disubstituted-4-pyrazolecarboxamide compound and application thereof
  • N-heterocycl-1, 5-disubstituted-4-pyrazolecarboxamide compound and application thereof
  • N-heterocycl-1, 5-disubstituted-4-pyrazolecarboxamide compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0014] Synthesis of a class of N-heterocycle-1,5-disubstituted-4-pyrazole carboxamides:

[0015]

[0016] Using substituted ethyl acetoacetate (A) as the starting material, the target compound E is synthesized through ring closure, hydrolysis, acyl chloride and substitution reaction.

[0017] Preparation of Intermediate B: Taking 1-(2-Fluoro-phenyl)-5-monochloromethyl-1H-4-pyrazolecarboxylic acid ethyl ester as an example

[0018]

[0019] In a round bottom flask, ethyl monochloroacetoacetate (0.1 mol), triethyl orthoformate (0.2 mol) and acetic anhydride (0.3 mol) were mixed, stirred at 130°C for 4 hours, and then distilled under reduced pressure to obtain an intermediate body. o-Fluorophenylhydrazine (7.9 g, 49.5 mmol) was dissolved in ethanol (100 mL), the intermediate was added, and the reaction was carried out at 100° C. for 2 hours. The solvent was removed by distillation under reduced pressure, the mixture was extracted with ethyl acetate, washed with brine, dri...

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

PropertyMeasurementUnit
diameteraaaaaaaaaa
Login to view more

Abstract

The invention discloses an N-heterocycl-1, 5-disubstituted-4-pyrazolecarboxamide compound, which is characterized in that the structural formula of the N-heterocycl-1, 5-disubstituted-4-pyrazolecarboxamide compound is shown in the specification, wherein R1 is methyl, monochloromethyl, difluoromethyl, trifluoromethyl or trichloromethyl; r2 is isopropyl, tertiary butyl, cyclohexyl, phenyl or o-substituted phenyl; r < 3 > is 4-pyridyl, 2-substituted-4-pyridyl, 3-thienyl or 2-substituted-3-thienyl. The formula (I) is shown in the description. The compounds not only have excellent activity on fusarium graminearum and rice black fungus which cause fungal diseases of rice, but also have good bacteriostatic activity on various plant pathogens by part of the compounds, and have obvious broad-spectrum activity. In addition, part of the compounds show excellent protection and treatment activity on corn plants infected by fusarium graminearum pathogenic bacteria and rice plants infected by rice black fungus pathogenic bacteria.

Description

technical field [0001] The invention relates to the field of medicinal chemistry, in particular to a class of N-heterocycle-1,5-disubstituted-4-pyrazolecarboxamide compounds and their application in anti-phytopathogenic fungi. Background technique [0002] Plant fungal diseases reduce the production of major food and cash crops worldwide by up to 20% annually; in addition, some fungi can also produce mycotoxins, posing a major threat to human health. However, chemical means is still the main method to prevent and control fungal diseases. Among them, fungicides play an important role in protecting agricultural production and promoting stable grain income. In recent years, major pesticide companies have made rapid progress in the research and development of fungicides with new structures, and obtained a variety of fungicides with new mechanisms of action, such as fungicides that interfere with the synthesis of metabolites, affect cell structure, and hinder respiration, etc. ...

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): C07D401/12C07D409/12A01N43/56A01P3/00
CPCC07D401/12C07D409/12A01N43/56
Inventor 吴志兵杨晶欣张承志谢德文杨松薛伟
Owner GUIZHOU 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