title: Synthesis and pharmacological evaluation of novel antinociceptive N-substituted-phenylimidazolyl-4-acylhydrazone derivatives.
abstract: This paper describes recent results of design, synthesis and pharmacological evaluation of new N-heterocyclic functionalized N-acylhydrazone compounds (NAH), belonging to the N-substituted-phenylimidazolyl-4-acylhydrazone class (3a-o). These compounds were planned by applying the molecular hybridization strategy to propose the structural modifications on the previously described functionalized 2-methyl-imidazolyl-3-acylhydrazone class (2), which presented an important analgesic profile. This new series (3) was synthesized in order to investigate the possible pharmacophoric contribution of the N-heteroaromatic ring and N-acylhydrazone moieties to the analgesic activity. Compounds 3g and 3n are the most potent analgesic agents from this series, at the screening dose of 100 mg/kg p.o. and compounds 3e, 3j and 3o presented the best antiinflammatory properties at the same screening concentration.
authors.affiliation: Laboratório de Avaliação e Sintese de Sustâncias Biotivas, Faculdade de Farmácia, Universidade Federal do Rio de Janeiro, Ilha do Fundão, P. O. Box 68006, 21944-970 Rio de Janeiro RJ, Brazil.
authors.forename: Anna C
authors.initials: AC
authors.lastname: Cunha
authors.forename: Jorge L M
authors.initials: JL
authors.lastname: Tributino
authors.forename: Ana L P
authors.initials: AL
authors.lastname: Miranda
authors.forename: Carlos A M
authors.initials: CA
authors.lastname: Fraga
authors.forename: Eliezer J
authors.initials: EJ
authors.lastname: Barreiro
mesh_terms: D000700:Analgesics / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000494:pharmacology*; D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000494:pharmacology*; D004195:Disease Models, Animal; D004487:Edema / Q000188:drug therapy; D005260:Female; D006835:Hydrazones / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000494:pharmacology*; D007093:Imidazoles / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000494:pharmacology*; D008297:Male; D051379:Mice; D010146:Pain / Q000188:drug therapy; D051381:Rats
chemical_list: D000700:Analgesics; D000894:Anti-Inflammatory Agents, Non-Steroidal; D006835:Hydrazones; D007093:Imidazoles