Mashayekh, S. and Rahmanipour, N. and Mahmoodi, B. and Ahmadi, F. and Motaharian, D. and Shahhosseini, S. and Shafaroodi, H. and Banafshe, H.R. and Shafiee, A. and Navidpour, L. (2014) Synthesis, receptor affinity and effect on pentylenetetrazole-induced seizure threshold of novel benzodiazepine analogues: 3-Substituted 5-(2-phenoxybenzyl)-4H-1,2,4-triazoles and 2-amino-5-(phenoxybenzyl)-1,3,4- oxadiazoles. Bioorganic and Medicinal Chemistry, 22 (6). pp. 1929-1937.
Full text not available from this repository.Abstract
The new series of 5-(2-phenoxybenzyl)-4H-1,2,4-triazoles, possessing C-3 thio, alkylthio and ethoxy substituents, and 2-amino-5-(2-phenoxybenzyl)-1,3,4- oxadiazoles were designed and synthesized as novel benzodiazepine analogues. Most of them revealed similar to superior binding affinity to the GABA A/benzodiazepine receptor complex, relative to diazepam as the reference drug. Among them, 5-(4-chloro-2-(2-fluorophenoxy)benzyl)-3-benzylthio- 4H-1,2,4-triazole (8l) showed the highest affinity (IC50 = 0.892 nM) relative to diazepam (IC50 = 2.857 nM) and also showed the most increase in pentylenetetrazole-induced seizure threshold relative to diazepam as the reference drug. © 2014 Elsevier Ltd. All rights reserved.
| Item Type: | Article |
|---|---|
| Additional Information: | cited By 3 |
| Uncontrolled Keywords: | 2 amino 5 (phenoxybenzyl) 1,3,4 oxadiazole derivative; 2 amino 5 4 chloro 2 (2 chlorophenoxybenzyl)1,3,4 oxadiazole; 2 amino 5 4 chloro 2 (2 fluorophenoxybenzyl)1,3,4 oxadiazole; 4 aminobutyric acid A receptor; 5 (2 phenoxybenzyl) 2h 1,2,4 triazole 3(4h) thione; 5 (2 phenoxybenzyl) 3 benzylthio 4h 1,2,4 triazole; 5 (2 phenoxybenzyl) 3 ethylthio 4h 1,2,4 triazole; 5 (2 phenoxybenzyl) 3 methylthio 4h 1,2,4 triazole; 5 (2 phenoxybenzyl) 3 propylthio 4h 1,2,4 triazole; 5 (2 phenoxybenzyl) 4h 1,2,4 triazole derivative; 5 ethoxy 3 (2 phenoxybenzyl) 4h 1,2,4 triazole; 5 ethoxy 3 4 chloro 2 (2 chlorophenoxy)benzyl 4h 1,2,4 triazole; 5 ethoxy 3 4 chloro 2 (2 fluorophenoxy)benzyl 4h 1,2,4 triazole; 5 4 chloro 2 (2 chlorophenoxy)benzyl 2h 1,2,4 triazole 3(4h) thione; 5 4 chloro 2 (2 chlorophenoxy)benzyl 3 benzylthio 4h 1,2,4 triazole; 5 4 chloro 2 (2 chlorophenoxy)benzyl 3 ethylthio 4h 1,2,4 triazole; 5 4 chloro 2 (2 chlorophenoxy)benzyl 3 methylthio 4h 1,2,4 triazole; 5 4 chloro 2 (2 chlorophenoxy)benzyl 3 propylthio 4h 1,2,4 triazole; 5 4 chloro 2 (2 fluorophenoxy)benzyl 2h 1,2,4 triazole 3(4h) thione; 5 4 chloro 2 (2 fluorophenoxy)benzyl 3 benzylthio 4h 1,2,4 triazole; 5 4 chloro 2 (2 fluorophenoxy)benzyl 3 ethylthio 4h 1,2,4 triazole; 5 4 chloro 2 (2 fluorophenoxy)benzyl 3 methylthio 4h 1,2,4 triazole; 5 4 chloro 2 (2 fluorophenoxy)benzyl 3 propylthio 4h 1,2,4 triazole; benzodiazepine derivative; benzodiazepine receptor; diazepam; unclassified drug; 4 aminobutyric acid A receptor; oxadiazole derivative; pentetrazole; triazole derivative, animal experiment; anticonvulsant activity; article; binding affinity; controlled study; drug design; drug effect; drug receptor binding; drug structure; drug synthesis; IC 50; male; molecular model; mouse; nonhuman; receptor affinity; seizure; seizure threshold; animal; chemical structure; chemically induced; dose response; inbred mouse strain; metabolism; Seizures; structure activity relation; synthesis, Animals; Dose-Response Relationship, Drug; Male; Mice; Mice, Inbred Strains; Models, Molecular; Molecular Structure; Oxadiazoles; Pentylenetetrazole; Receptors, GABA-A; Seizures; Structure-Activity Relationship; Triazoles |
| Subjects: | Pharmacology, Toxicology and Pharmaceutics |
| Divisions: | Faculty of Medicine > Basic Sciences > Department of Pharmacology |
| Depositing User: | editor . 2 |
| Date Deposited: | 06 Mar 2017 18:16 |
| Last Modified: | 06 Mar 2017 18:16 |
| URI: | http://eprints.kaums.ac.ir/id/eprint/417 |
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