Azolylchromans as a novel scaffold for anticonvulsant activity

• Published in: Bioorganic & medicinal chemistry letters 2006-04, Vol.16 (7), p.1803-1806
• Main Authors: Emami, Saeed, Kebriaeezadeh, Abbas, Zamani, Mohammad Jafar, Shafiee, Abbas
• Format: Article
• Language: English
• Subjects: Animals; Anticonvulsant; Anticonvulsants - chemistry; Anticonvulsants - pharmacology; Anticonvulsants. Antiepileptics. Antiparkinson agents; Azole; Biological and medical sciences; Chroman; Chromans - chemistry; Chromans - pharmacology; Magnetic Resonance Spectroscopy; Medical sciences; Mice; Neuropharmacology; Pharmacology. Drug treatments; Stereoisomerism
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2006.01.004

A series of azolylchroman derivatives were prepared as conformationally constrained analogs of (arylalkyl)azole anticonvulsants. The anticonvulsant activities of the compounds were determined against pentylenetetrazole (PTZ)-induced lethal convulsions in mice. Among these compounds, 7-chloro-3-(1 H-imidazol-1-yl)chroman-4-one and 3-(1 H-1,2,4-triazol-1-yl)chroman-4-one exhibited significant action in delaying seizures as well as effective protection against PTZ-induced seizures and deaths. A series of azolylchroman derivatives were prepared as conformationally constrained analogs of (arylalkyl)azole anticonvulsants. The anticonvulsant activities of the compounds were evaluated by determining seizure latency and protective effect against pentylenetetrazole (PTZ)-induced lethal convulsions in mice at a dose of 5 mg/kg. Among these compounds, 7-chloro-3-(1 H-imidazol-1-yl)chroman-4-one and 3-(1 H-1,2,4-triazol-1-yl)chroman-4-one exhibited significant action in delaying seizures as well as effective protection against PTZ-induced seizures and deaths.