AWD 131-138

  • CAT Number: I002426
  • CAS Number: 188116-07-6
  • Molecular Formula: C13H14ClN3O2
  • Molecular Weight: 279.7
  • Purity: ≥95%
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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.

Catalog Number I002426
CAS Number 188116-07-6
Synonyms

3-(4-chlorophenyl)-5-morpholin-4-yl-4H-imidazol-2-one

Molecular Formula

C13H14ClN3O2

Purity 95%
Target GABA Receptor
Solubility 10 mM in DMSO
Storage Store at -20C
IUPAC Name 3-(4-chlorophenyl)-5-morpholin-4-yl-4H-imidazol-2-one
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
Reference

<p>
<span style=”font-size:12px;”><span style=”font-family:arial,helvetica,sans-serif;”>1.Yasar, Sevil, et al. &quot;Evaluation of the novel antiepileptic drug, AWD 131-138, for benzodiazepine-like discriminative stimulus and reinforcing effects in squirrel monkeys.&quot;&nbsp;<i style=”font-family: Arial, sans-serif; font-size: 13px;”>European journal of pharmacology</i>&nbsp;465.3 (2003): 257-265.<br />
2.Heinecke, K., and W. Thiel. &quot;Identity and physicochemical properties of 1-(4-chlorophenyl)-4-morpholino-imidazolin-2-one, AWD 131-138.&quot;&nbsp;<i style=”font-family: Arial, sans-serif; font-size: 13px;”>Die Pharmazie</i>&nbsp;56.6 (2001): 458-461.<br />
3.Sigel, Erwin, et al. &quot;The antiepileptic drug AWD 131&ndash;138 stimulates different recombinant isoforms of the GABAA receptor through the benzodiazepine binding site.&quot;&nbsp;<i style=”font-family: Arial, sans-serif; font-size: 13px;”>Neuroscience letters</i>&nbsp;245.2 (1998): 85-88.</span></span></p>

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