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Merck

5.04684

Fenobam

Synonym(s):

Fenobam, N-(3-Chlorophenyl)-N′-(4,5-dihydro-1-methyl-4-oxo-1H-imidazole-2-yl)urea

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About This Item

Empirical Formula (Hill Notation):
C11H11ClN4O2
CAS Number:
57653-26-6
Molecular Weight:
266.68
MDL number:
MFCD00868019
UNSPSC Code:
12352202

Assay

≥98% (HPLC)

Quality Level

100

form

solid

potency

87 nM IC50

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

DMSO: 50 mg/mL

storage temp.

2-8°C

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)

InChI key

DWPQODZAOSWNHB-UHFFFAOYSA-N

General description

A potent negative allosteric modulator highly selective for mGluR5 (IC50 = 87 nM; Kd = 54 nM and 31 nM at recombinant mGlu5 receptors of rat and human, respectively). Biologically active admitted orally or systematically. Frequently used for assessing the functional roles of mGlu5 receptors in a variety of brain functions (i.e. learning and memory, circadian rhythms, reward and decision making, and locomotion) and disorders (i.e. addition, depression, seizures, anxiety disorder, Parkinson′s disease, Alzheimer′s disease, and Down syndrome). A leading therapeutic candidate for treatment of fragile X syndrome.

Biochem/physiol Actions

Primary Target
mGlu₅ receptors
Target Ki: 54 nM and 31 nM at recombinant mGlu₅ receptors of rat and human, respectively

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Porter, R., et al. 2005. J. Pharmacol. Exp. Ther.315, 711.

Jacob, W., et al. 2009. Neuropharmacology57, 97.
Berry-Kravis, E., et al. 2009. J. Medical Genetics.46, 266.
Watterson, R., et al. 2012. Psychopharmacol.2012, 1.
Simonyi, A., et al. 2010. Eur. J. Pharmacol.639, 17.
Westmark, J., et al. 2010. J. Alzheimer′s Disease20, 1009.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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