Design, Synthesis, DFT Study and Antifungal Activity of Pyrazolecarboxamide Derivatives

Molecules. 2016 Jan 8;21(1):68. doi: 10.3390/molecules21010068.

Abstract

A series of novel pyrazole amide derivatives were designed and synthesized by multi-step reactions from phenylhydrazine and ethyl 3-oxobutanoate as starting materials, and their structures were characterized by NMR, MS and elemental analysis. The antifungal activity of the title compounds was determined. The results indicated that some of title compounds exhibited moderate antifungal activity. Furthermore, DFT calculations were used to study the structure-activity relationships (SAR).

Keywords: DFT; SAR; antifungal activity; pyrazole; synthesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetoacetates / chemistry*
  • Amides / chemical synthesis*
  • Amides / pharmacology
  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / pharmacology
  • Botrytis / drug effects
  • Botrytis / growth & development
  • Drug Design
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Phenylhydrazines / chemistry*
  • Phytophthora infestans / drug effects
  • Phytophthora infestans / growth & development
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / pharmacology
  • Pythium / drug effects
  • Pythium / growth & development
  • Quantum Theory
  • Rhizoctonia / drug effects
  • Rhizoctonia / growth & development
  • Structure-Activity Relationship

Substances

  • Acetoacetates
  • Amides
  • Antifungal Agents
  • Phenylhydrazines
  • Pyrazoles
  • phenylhydrazine
  • ethyl acetoacetate