Design and synthesis of some new pyrazolyl-pyrazolines as potential anti-inflammatory, analgesic and antibacterial agents

Eur J Med Chem. 2015 Aug 28:101:442-51. doi: 10.1016/j.ejmech.2015.07.002. Epub 2015 Jul 6.

Abstract

In the present study, an efficient synthesis of some new substituted pyrazoline derivatives linked to a substituted pyrazole scaffold was performed by a multistep reaction sequences and compounds were screened for their anti-inflammatory, analgesic and antibacterial activities. The preliminary results revealed that the N-acylated (5e, 5h) and nitro substituted N-phenyl (6f) pyrazolyl-pyrazolines derivatives exhibited a very promising anti-inflammatory activity whereas 5h, 6f were interesting analgesic agents. The compounds with halo substituted phenyl group at C-3 of the pyrazoline ring (4a, 5g, 5h, 6a and 6b) were found to be active against clinical bacterial pathogens with MIC in the range of 0.2-0.4 mg/mL. Compound containing N-propionyl pyrazolyl-pyrazoline (5h) could be identified as the most active member within this study with a dual anti-inflammatory and antibacterial profile. Taken together, this study has led to the development of promising compounds.

Keywords: Anti-inflammatory activity; Antibacterial activity; Drug design; Pyrazolyl-pyrazolines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Analgesics / chemical synthesis*
  • Analgesics / chemistry
  • Analgesics / pharmacology
  • Animals
  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis*
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology
  • Bacteria / drug effects
  • Carrageenan
  • Dose-Response Relationship, Drug
  • Drug Design*
  • Edema / chemically induced
  • Edema / drug therapy
  • Male
  • Mice
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Pyrazoles / chemical synthesis
  • Pyrazoles / chemistry*
  • Pyrazoles / pharmacology
  • Rats
  • Rats, Wistar
  • Structure-Activity Relationship

Substances

  • Analgesics
  • Anti-Bacterial Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Pyrazoles
  • pyrazole
  • Carrageenan