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Merck
CN

F0778

Felbamate

NMDA glutamate receptor antagonist

Synonym(s):

2-Phenyl-1,3-propanediol dicarbamate

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About This Item

Empirical Formula (Hill Notation):
C11H14N2O4
CAS Number:
25451-15-4
Molecular Weight:
238.24
NACRES:
NA.77
PubChem Substance ID:
24277968
UNSPSC Code:
12352200
EC Number:
247-001-4
MDL number:
MFCD00865296

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Product Name

Felbamate,

InChI key

WKGXYQFOCVYPAC-UHFFFAOYSA-N

InChI

1S/C11H14N2O4/c12-10(14)16-6-9(7-17-11(13)15)8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H2,12,14)(H2,13,15)

SMILES string

NC(=O)OCC(COC(N)=O)c1ccccc1

solubility

alcohol: soluble

Quality Level

200

Gene Information

human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRIN3A(116443), GRIN3B(116444)

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Biochem/physiol Actions

Anticonvulsant agent that is an allosteric antagonist at the NR2B subunit of the NMDA glutamate receptor; also has γ-aminobutyric acid (GABAA) receptor agonist properties.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000536650
0000536651
0000211844
0000536651
0000536650

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P Glue et al.
Clinical pharmacokinetics, 33(3), 214-224 (1997-10-07)
This article provides an analysis of the degree of agreement between in vivo interaction studies performed in patients with epilepsy and healthy individuals, and in vitro studies which identified the cytochromes P450 (CYP) inhibited by felbamate and those involved in
I E Leppik
Epilepsia, 36 Suppl 2, S66-S72 (1995-01-01)
After the first year of clinical experience, felbamate (FBM) appears to be a valuable antiepileptic drug (AED) for the treatment of intractable epilepsy. However, many patients experience side effects that may discourage continued usage. These may be decreased by using
Christine M Dieckhaus et al.
Chemico-biological interactions, 142(1-2), 99-117 (2002-10-26)
Idiosyncratic drug reactions (IDR) are a specific type of drug toxicity characterized by their delayed onset, low incidence and reactive metabolite formation with little, if any, correlation between pharmacokinetics or pharmacodynamics and the toxicological outcome. As the name implies, IDR
Antonino Germanò et al.
Journal of neurotrauma, 24(4), 732-744 (2007-04-19)
Increased levels of glutamate and aspartate have been detected after subarachnoid hemorrhage (SAH) that correlate with neurological status. The NMDA receptor antagonist felbamate (FBM; 2-phenyl-1,3-propanediol dicarbamate) is an anti-epileptic drug that elicits neuroprotective effects in different experimental models of hypoxia-ischemia.
Huai-Ren Chang et al.
Biophysical journal, 93(2), 456-466 (2007-05-01)
The anticonvulsant effect of felbamate (FBM) is ascribable to inhibition of N-methyl-d-aspartate (NMDA) currents. Using electrophysiological studies in rat hippocampal neurons to examine the kinetics of FBM binding to and unbinding from the NMDA channel, we show that FBM modifies
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