CAS 57653-26-6|Fenobam
| Common Name | Fenobam | ||
|---|---|---|---|
| CAS Number | 57653-26-6 | Molecular Weight | 266.68400 |
| Density | 1.47 g/cm3 | Boiling Point | / |
| Molecular Formula | C11H11ClN4O2 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | / |
| Symbol | GHS06 | Signal Word | Danger |
Names
| Name | fenobam |
|---|---|
| Synonym | More Synonyms |
Fenobam BiologicalActivity
| Description | Fenobam is a selective, orally active, and non-competitive mGluR5 antagonist acting at an allosteric modulatory site (Kd values are 54 and 31 nM for rat and human recombinant mGlu5 receptors, respectively). Fenobam displays inverse agonist activity which blocks the mGlu5 receptor basal activity with an IC50 of 84 nM. Fenobam exerts anxiolytic activity[1][2]. |
|---|---|
| Related Catalog | Signaling Pathways >>GPCR/G Protein >>mGluRResearch Areas >>Neurological Disease |
| Target | rat mGluR5:54 nM (Kd) human mGluR5:31 nM (Kd) |
| References | [1]. Porter RH, 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. 2005 Nov;315(2):711-21. [2]. Laura F, et al. The Metabotropic Glutamate Receptor 5 Negative Allosteric Modulator Fenobam: Pharmacokinetics, Side Effects, and Analgesic Effects in Healthy Human Subjects.bioRxiv 391383; |
Chemical & Physical Properties
| Density | 1.47 g/cm3 |
|---|---|
| Molecular Formula | C11H11ClN4O2 |
| Molecular Weight | 266.68400 |
| Exact Mass | 266.05700 |
| PSA | 73.80000 |
| LogP | 1.12690 |
| Index of Refraction | 1.668 |
| InChIKey | DWPQODZAOSWNHB-UHFFFAOYSA-N |
| SMILES | CN1CC(=O)NC1=NC(=O)Nc1cccc(Cl)c1 |
| Storage condition | 2-8°C |
Safety Information
| Symbol | GHS06 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H300 |
| Precautionary Statements | Missing Phrase - N15.00950417 |
| Personal Protective Equipment | Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges |
| RIDADR | UN 2811 6.1 / PGIII |
Articles24
More Articles| Pharmacophoric features of drugs with guanylurea moiety: an electronic structure analysis. J. Mol. Model. 19(4) , 1865-74, (2013) Several therapeutically important compounds contain guanylurea (GU) moiety. The appropriate tautomeric state of these species has not been explored, preliminary studies indicated that the traditional ... | |
| Inhibition of Group I Metabotropic Glutamate Receptors Reverses Autistic-Like Phenotypes Caused by Deficiency of the Translation Repressor eIF4E Binding Protein 2. J. Neurosci. 35 , 11125-32, (2015) Exacerbated mRNA translation during brain development has been linked to autism spectrum disorders (ASDs). Deletion of the eukaryotic initiation factor 4E (eIF4E)-binding protein 2 gene (Eif4ebp2), en... | |
| Insights into the interaction of negative allosteric modulators with the metabotropic glutamate receptor 5: discovery and computational modeling of a new series of ligands with nanomolar affinity. Bioorg. Med. Chem. 23 , 3040-58, (2015) Metabotropic glutamate receptor 5 (mGlu5) is a biological target implicated in major neurological and psychiatric disorders. In the present study, we have investigated structural determinants of the i... |
Synonyms
| Mcn-3377 |
| N-(3-Chlorophenyl)-N'-(4,5-dihydro-1-methyl-4-oxo-1H-imidazole-2-yl)urea |
| 1-(3-chlorophenyl)-3-(1-methyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)urea |
| N-(3-chlorophenyl)-N'-(4,5-dihydro-1-methyl-4-oxo-1H-imidazole-2-yl)urea |
| 1-(3-Chlorophenyl)-3-(4,5-dihydro-1-methyl-4-oxo-1H-imidazol-2-yl)urea |
| [3H]-Fenobam |
| N-3-chlorophenyl-N'-(4,5-dihydro-1-methyl-4-oxo-1H-imidazol-2-yl)urea |
