Anti-inflammatory and analgesic activities of some newly synthesized pyridinedicarbonitrile and benzopyranopyridine derivatives

Acta Pharm. 2008 Jun;58(2):175-86. doi: 10.2478/v10007-008-0005-4.

Abstract

In continuation of our search for new substituted pyridine based anti-inflammatories, reaction of 1-(2-thienyl or furanyl)-3-(2-hydroxyphenyl)-2-propen-1-ones (1) with malononitrile in alcoholic KOH solution afforded a mixture of 4-alkoxy-2-(2-thienyl or furanyl)-5H-[1]benzopyrano[3,4-c]pyridine-5-ones (2) and 2-alkoxy-4-amino-6- (2-thienyl or furanyl)-3,5-pyridinedicarbonitriles (3). Some of the synthesized compounds were evaluated for their anti-inflammatory and analgesic activities compared to diclofenac potassium as positive control. Detailed synthesis, spectroscopic and toxicity data are reported.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Anti-Inflammatory Agents, Non-Steroidal / toxicity
  • Benzopyrans / chemical synthesis
  • Benzopyrans / pharmacology*
  • Benzopyrans / toxicity
  • Carrageenan
  • Diclofenac / pharmacology
  • Disease Models, Animal
  • Female
  • Hot Temperature
  • Inflammation / chemically induced
  • Inflammation / prevention & control*
  • Lethal Dose 50
  • Male
  • Mice
  • Molecular Structure
  • Nitriles / chemical synthesis
  • Nitriles / pharmacology*
  • Nitriles / toxicity
  • Pain / etiology
  • Pain / physiopathology
  • Pain / prevention & control*
  • Pain Measurement
  • Pain Threshold / drug effects
  • Pyridines / chemical synthesis
  • Pyridines / pharmacology*
  • Pyridines / toxicity
  • Rats
  • Spectrum Analysis / methods
  • Structure-Activity Relationship

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Benzopyrans
  • Nitriles
  • Pyridines
  • Diclofenac
  • Carrageenan