Synthesis, anti-inflammatory and analgesic activity screening of some new 4(3H)-quinazolinone derivatives

• Published in: Archiv der Pharmazie (Weinheim) Vol. 337; no. 2; pp. 96 - 104
• Main Authors: Yesilada, A, Koyunoglu, S, Saygili, N, Kupeli, E, Yesilada, E, Bedir, E, Khan
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 01.02.2004; Wiley-VCH
• Subjects: Analgesics; Biological and medical sciences; Bones, joints and connective tissue. Antiinflammatory agents; Chemistry; Chemistry, Medicinal; Chemistry, Multidisciplinary; Life Sciences & Biomedicine; Medical sciences; Neuropharmacology; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Physical Sciences; Science & Technology; QUINAZOLINONES; analgesic activity; AGENTS; INHIBITORS; 4(3H)-quinazolinones; anti-inflammatory activity; Nitrogen heterocycle; Quinazoline derivatives; Rodentia; Antiinflammatory agent; Oral administration; 4(3H)-Quinazolinones; Screening test; Biological activity; Vertebrata; Mammalia; Analgesic; Mouse; Animal; Chlorine Organic compounds; Bicyclic compound; Anti-inflammatory activity; Aromatic compound; Hydrazone; Chemical synthesis; Analgesic activity
• ISSN: 0365-6233; 1521-4184
• DOI: 10.1002/ardp.200200752

4(3H)-Quinazolinone and pyrazole derivatives have been shown to have analgesic and anti-inflammatory properties. In this study, 14 new 3-methyl-4(3H)quinazolinone derivatives bearing 2-[1'-phenyl-3'-(substituted-phenyl)-2'-propenylidene]hydrazino or 2[5'-(substituted phenyl)-3'-phenyl-2'-pyrazolin-1'-yl] groups have been synthesized with the aim of obtaining new analgesic and anti-inflammatory leads. The structures were elucidated by means of UV, IR, H-1-NMR, C-13-NMR, mass spectroscopy, and elemental analysis data. The anti-inflammatory activities of the synthesized compounds were determined by carrageenan-induced hind paw edema test in mice. All the compounds showed statistically significant effects. For analgesic activity assessment, p-benzoquinone-induced writhing test was applied in mice. The results obtained were in accordance with the anti-inflammatory activity tests.