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Key Documents

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:
Molecular Weight:
238.24
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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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 Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
John M Pellock et al.
Epilepsy research, 71(2-3), 89-101 (2006-08-08)
An expert panel convened to evaluate data and review current clinical practices regarding the novel antiepileptic drug (AED) felbamate. Felbamate has demonstrated efficacy against a variety of refractory seizures types, including seizures associated with Lennox-Gastaut syndrome, but postmarketing experience revealed
J M Pellock
Drug safety, 21(3), 225-239 (1999-09-16)
Felbamate demonstrates a unique therapeutic profile and often results in seizure control when other agents fail. Its use has been associated with risks for aplastic anaemia and hepatic failure. A number of confounding factors makes the actual incidence rate for
J M Pellock
Epilepsia, 40 Suppl 5, S57-S62 (1999-10-26)
Felbamate (FBM) was the first of the new antiepileptic drugs (AEDs) approved in the United States in 1993 with broad-spectrum efficacy against partial and generalized seizures of various types, and indicated for use as adjunctive and monotherapy. The identification of

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