Abstract
A series of new 5-substituted analogues of 4H-3-(2-phenoxy)phenyl-1,2,4-triazole and its chlorinated derivatives was designed and prepared. Conformational analysis and superimposition of energy minima conformers of the compounds on estazolam, a known benzodiazepine receptor agonist, revealed that the main proposed benzodiazepine pharmacophores were well matched. Rotarod and pentylenetetrazole-induced lethal convulsion tests showed that the introduction of an amino group in position 5 of 1,2,4-triazole ring especially in chlorinated derivatives had the best effect which was comparable with diazepam.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Anticonvulsants / chemical synthesis
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Anticonvulsants / pharmacology
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Convulsants / toxicity
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Diazepam / pharmacology
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Drug Design
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GABA-A Receptor Agonists*
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Indicators and Reagents
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Magnetic Resonance Spectroscopy
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Mice
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Models, Molecular
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Molecular Conformation
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Pentylenetetrazole / antagonists & inhibitors
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Pentylenetetrazole / toxicity
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Postural Balance / drug effects
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Seizures / chemically induced
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Seizures / prevention & control
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Spectrophotometry, Infrared
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Spectrophotometry, Ultraviolet
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Structure-Activity Relationship
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Triazoles / chemical synthesis*
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Triazoles / pharmacology*
Substances
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4H-3-(2-phenoxy)phenyl-1,2,4-triazole
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Anticonvulsants
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Convulsants
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GABA-A Receptor Agonists
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Indicators and Reagents
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Triazoles
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Diazepam
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Pentylenetetrazole