AWD 131-138

• CAT Number: I002426
• CAS Number: 188116-07-6
• Molecular Formula: C13H14ClN3O2
• Molecular Weight: 279.7
• Purity: ≥95%
• Synonyms: 3-(4-chlorophenyl)-5-morpholin-4-yl-4H-imidazol-2-one
• Target: Neuronal Signaling
• Solubility: 10 mM in DMSO
• Storage: Store at -20C
• InChI: InChI=1S/C13H14ClN3O2/c14-10-1-3-11(4-2-10)17-9-12(15-13(17)18)16-5-7-19-8-6-16/h1-4H,5-9H2
• InChIKey: IQHYCZKIFIHTAI-UHFFFAOYSA-N
• SMILES: O=C1N(C2=CC=C(Cl)C=C2)CC(N3CCOCC3)=N1

AWD 131-138 (Imepitoin; CAT: I002426) is a compound that acts as a low-affinity partial agonist of the benzodiazepine receptor. It has been found to exhibit potent anticonvulsant and anxiolytic properties in rodent models. In vitro, studies have shown that AWD 131-138 stimulates GABA currents through recombinant GABA(A) receptors of various subunit compositions. In vivo, studies have demonstrated that AWD 131-138 does not produce midazolam-like effects or alter response rates at cumulative doses. Substitution experiments have shown that responding declines to vehicle levels with AWD 131-138. Prolonged oral administration of AWD 131-138 in animal models has not been associated with a loss of anticonvulsant efficacy.

Reference

1.Yasar, Sevil, et al. "Evaluation of the novel antiepileptic drug, AWD 131-138, for benzodiazepine-like discriminative stimulus and reinforcing effects in squirrel monkeys." European journal of pharmacology 465.3 (2003): 257-265.
2.Heinecke, K., and W. Thiel. "Identity and physicochemical properties of 1-(4-chlorophenyl)-4-morpholino-imidazolin-2-one, AWD 131-138." Die Pharmazie 56.6 (2001): 458-461.
3.Sigel, Erwin, et al. "The antiepileptic drug AWD 131–138 stimulates different recombinant isoforms of the GABAA receptor through the benzodiazepine binding site." Neuroscience letters 245.2 (1998): 85-88.