Next Article in Journal
Effects of Two Different Rhodiola rosea Extracts on Primary Human Visceral Adipocytes
Previous Article in Journal
A Survey of Recent Synthetic Applications of 2,3-Dideoxy-Hex-2-enopyranosides
Article Menu

Export Article

Open AccessArticle
Molecules 2015, 20(5), 8395-8408; doi:10.3390/molecules20058395

Synthesis, Antifungal Activity and Structure-Activity Relationships of Novel 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic Acid Amides

Department of Applied Chemistry, College of Science, China Agricultural University, Beijing 100193, China
College of Agricultural and Forestry Science and Technology, Hebei North University, Zhangjiakou 075131, Hebei, China
Author to whom correspondence should be addressed.
Academic Editor: Jean Jacques Vanden Eynde
Received: 7 April 2015 / Revised: 24 April 2015 / Accepted: 5 May 2015 / Published: 8 May 2015
(This article belongs to the Section Medicinal Chemistry)
View Full-Text   |   Download PDF [937 KB, uploaded 8 May 2015]   |  


A series of novel 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid amides were synthesized and their activities were tested against seven phytopathogenic fungi by an in vitro mycelia growth inhibition assay. Most of them displayed moderate to excellent activities. Among them N-(2-(5-bromo-1H-indazol-1-yl)phenyl)-3-(difluoro-methyl)-1-methyl-1H-pyrazole-4-carboxamide (9m) exhibited higher antifungal activity against the seven phytopathogenic fungi than boscalid. Topomer CoMFA was employed to develop a three-dimensional quantitative structure-activity relationship model for the compounds. In molecular docking, the carbonyl oxygen atom of 9m could form hydrogen bonds towards the hydroxyl of TYR58 and TRP173 on SDH. View Full-Text
Keywords: fungicidal activity; SDHIs; CoMFA; molecular docking fungicidal activity; SDHIs; CoMFA; molecular docking

Figure 1

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Du, S.; Tian, Z.; Yang, D.; Li, X.; Li, H.; Jia, C.; Che, C.; Wang, M.; Qin, Z. Synthesis, Antifungal Activity and Structure-Activity Relationships of Novel 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic Acid Amides. Molecules 2015, 20, 8395-8408.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics



[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top