Fenobam hydrate

• CAT Number: I027397
• CAS Number: 63540-28-3
• Molecular Formula: C11H13ClN4O3
• Molecular Weight: 284.7
• Purity: 98%
• Synonyms: Fenobam hydrate
• Solubility: Soluble in DMSO
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: N-(3-chlorophenyl)-N′-(4,5-dihydro-1-methyl-4-oxo-1H-imidazol-2-yl)-urea, monohydrate
• InChI: InChI=1S/C11H11ClN4O2.H2O/c1-16-6-9(17)14-10(16)15-11(18)13-8-4-2-3-7(12)5-8;/h2-5H,6H2,1H3,(H2,13,14,15,17,18);1H2
• InChIKey: UNFQKKSADLVQJE-UHFFFAOYSA-N
• SMILES: ClC1=CC=CC(NC(NC(N(C)C2)=NC2=O)=O)=C1.O

Fenobam hydrate is a noncompetitive antagonist and inverse agonist of metabotropic glutamate receptor 5 (mGluR5). It inhibits intracellular calcium mobilization induced by the glutamate analog quisqualate and inhibits basal activity of mGluR5. Fenobam reduces stress-induced hyperthermia, exhibits anxiolytic-like activity, and may induce analgesia.

Reference

1. Porter, R.H.P., Jaeschke, G., Spooren, W., et al. Fenobam: A clinically validated nonbenzodiazepine anxiolytic Is a potent, selective, and noncompetitive mGlu5 receptor antagonist with inverse agonist activity. J. Pharmacol. Exp. Ther. 315(2), 711-721 (2005).
2. Montana, M.C., Conrardy, B.A., Cavallone, L.F., et al. Metabotropic glutamate receptor 5 antagonism with fenobam: Examination of analgesic tolerance and side effect profile in mice. Anesthesiology 115(6), 1239-1250 (2011).