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F0778

Sigma-Aldrich

Felbamate

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
EC Number:
247-001-4
MDL number:
MFCD00865296
UNSPSC Code:
12352200
PubChem Substance ID:
24277968
NACRES:
NA.77

Quality Level

200

solubility

alcohol: soluble

SMILES string

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

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)

InChI key

WKGXYQFOCVYPAC-UHFFFAOYSA-N

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_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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
Mary L Zupanc et al.
Pediatric neurology, 42(6), 396-403 (2010-05-18)
The antiepileptic drug felbamate has demonstrated efficacy against a variety of seizure types in the pediatric population, particularly seizures associated with Lennox-Gastaut syndrome. Postmarketing experience, however, revealed serious idiosyncratic adverse effects not observed during clinical trials, including aplastic anemia and
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
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
Manuela Contin et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 878(3-4), 461-465 (2009-12-17)
We present an implementation of a method we previously reported allowing the newer antiepileptic drugs (AEDs) rufinamide (RFN) and zonisamide (ZNS) to be simultaneously determined with lamotrigine (LTG), oxcarbazepine's (OXC) main active metabolite monohydroxycarbamazepine (MHD) and felbamate (FBM) in plasma
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