F0430
Fenobam
≥98% (HPLC), solid
Sinônimo(s):
N-(3-Chlorophenyl)-N′-(4,5-dihydro-1-methyl-4-oxo-1H-imidazole-2-yl)urea
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About This Item
Fórmula empírica (Notação de Hill):
C11H11ClN4O2
Número CAS:
Peso molecular:
266.68
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77
Produtos recomendados
Nível de qualidade
Ensaio
≥98% (HPLC)
Formulário
solid
cor
white
solubilidade
DMSO: >20 mg/mL
originador
Johnson & Johnson
temperatura de armazenamento
2-8°C
cadeia de caracteres SMILES
CN1CC(=O)N=C1NC(=O)Nc2cccc(Cl)c2
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)
chave InChI
DWPQODZAOSWNHB-UHFFFAOYSA-N
Categorias relacionadas
Ações bioquímicas/fisiológicas
Fenobam is a potent, selective, noncompetitive glutamate mGluR5 receptor antagonist. Fenobam displays inverse agonist properties; blocks mGluR5 constitutive activity in vitro (IC50 = 87 nM, slightly weaker than MPEP). Fenobam acts at an allosteric modulatory site shared with MPEP and binds the mGlu5 receptor with Kd values of 54 and 31 nM for rat and human receptors, respectively. Fenobam belongs to a structurally different class than MPEP; devoid of GABAergic activity and thus typical benzodiazepine-like side effects; displays anxiolytic activity.
Potent, selective, noncompetitive metabotropic glutamate receptor antagonist (mGluR5). Displays anxiolytic activity.
Características e benefícios
This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Glutamate Receptors (G Protein Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
Equipamento de proteção individual
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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Sajesh P Thomas et al.
Chemical communications (Cambridge, England), 48(85), 10559-10561 (2012-09-25)
Crystal structures of polymorphs and solvatomorphs of the potential anxiolytic drug fenobam exhibit an exclusive preference for one of the two possible tautomeric structures. A novel methodology based on nonlinear optical response has been successfully employed to detect the presence
Michael C Montana et al.
Anesthesiology, 115(6), 1239-1250 (2011-11-01)
The metabotropic glutamate receptor 5 noncompetitive antagonist fenobam is analgesic in rodents. Future development of fenobam as an analgesic in humans will require a favorable long-term treatment profile and a lack of significant deleterious side effects. This study aimed to
Michael C Montana et al.
The Journal of pharmacology and experimental therapeutics, 330(3), 834-843 (2009-06-12)
Metabotropic glutamate receptor subtype 5 (mGlu5) has been demonstrated to play a role in the modulation of numerous nociceptive modalities. When administered via peripheral, intrathecal, or systemic routes, mGlu5 antagonists have analgesic properties in a variety of preclinical pain models.
Lara W Crock et al.
Molecular pain, 8, 20-20 (2012-03-28)
Interstitial cystitis/painful bladder syndrome (IC/PBS), is a severely debilitating chronic condition that is frequently unresponsive to conventional pain medications. The etiology is unknown, however evidence suggests that nervous system sensitization contributes to enhanced pain in IC/PBS. In particular, central nervous
W N Wu et al.
Journal of pharmaceutical sciences, 84(2), 185-189 (1995-02-01)
Fenobam [(Fn); N-(3-chlorophenyl)-N-(4,5-dihydro-1-methyl-4-oxo-1H-imidazole-2-yl)urea] sulfate is a novel agent with potent anxiolytic activity in rats. [14C]Fn sulfate was administered as an oral solution (250 mg/kg) to male Wistar rats, and 52% of the administered dose was excreted in urine (0-5 days).
Artigos
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