4'-Acetamidochalcone derivatives as potential antinociceptive agents.
Nine acetamidochalcones were synthesized and evaluated as antinociceptive agents using the mice writhing test. Given intraperitoneally all the compounds were more effective than the two reference analgesic drugs (acetylsalicylic acid and acetaminophen) used for comparison. N-{4-[(2E)-3-(4-nitrophenyl)prop-2-enoyl]phenyl}acetamide (6) was the most effective compound and was therefore selected for more detailed studies. It caused dose-related inhibition in the writhing test, being about 32 to 34-fold more potent than the standard drugs. It was also effective in the second phase of the formalin test and the capsaicin test. These acetamidochalcones, especially compound 6, might be further used as models to obtain new and more potent analgesic drugs.
de Campos-Buzzi
Fátima
F
Núcleo de Investigações Químico-Farmacêuticas/CCS, Universidade do Vale do Itajaí, Itajaí-SC, Brazil.
Padaratz
Pâmela
P
Meira
Aleandra Vergilina
AV
Corrêa
Rogério
R
Nunes
Ricardo José
RJ
Cechinel-Filho
Valdir
V
D000081:Acetamides / Q000737:chemistry*; D000082:Acetaminophen / Q000737:chemistry; D000700:Analgesics / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D001241:Aspirin / Q000737:chemistry; D002599:Chalcone / Q000031:analogs & derivatives* / Q000737:chemistry; D047188:Chalcones / Q000737:chemistry*; D002855:Chromatography, Thin Layer; D015195:Drug Design; D004353:Drug Evaluation, Preclinical / Q000379:methods; D005557:Formaldehyde / Q000737:chemistry; D007249:Inflammation; D007263:Infusions, Parenteral; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008956:Models, Chemical
C523783:4'-acetamidochalcone; D000081:Acetamides; D000700:Analgesics; D047188:Chalcones; D005557:Formaldehyde; D000082:Acetaminophen; D002599:Chalcone; D001241:Aspirin