Fenobam, mGlu5 antagonist

Key facts

CAS number

57653-26-6

Purity

>99%

Form

Solid

form

Molecular weight

266.68 Da

Molecular formula

C₁₁H₁₁ClN₄O₂

PubChem

162834

Nature

Synthetic

Solubility

Soluble in DMSO to 100 mM

Biochemical name

CID 162834

Biological description

Selective, potent mGlu5 receptor antagonist acting at an allosteric modulatory site (Kd values are 54 and 31 nM at rat and human recombinant mGlu5 receptors, respectively). Displays inverse agonist properties and blocks mGlu5 receptor basal activity (IC50 = 84 nM). Orally active, atypical anxiolytic.

Canonical smiles

CN1CC(=O)N=C1NC(=O)NC2=CC(=CC=C2)Cl

Isomeric smiles

CN1CC(=O)N=C1NC(=O)NC2=CC(=CC=C2)Cl

InChi

InChI=1S/C11H11ClN4O2/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)

InChiKey

DWPQODZAOSWNHB-UHFFFAOYSA-N

IUPAC Name

1-(3-chlorophenyl)-3-(3-methyl-5-oxo-4H-imidazol-2-yl)urea