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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)

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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K D Laxer
The Western journal of medicine, 161(3), 309-314 (1994-09-01)
For the first time in 15 years, new antiepileptic medications are available for the treatment of patients with seizure disorders. These drugs have demonstrated efficacy in animal models of epilepsy and in controlled clinical trials. Felbamate was licensed in 1993
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
Angelique M Leone et al.
Chemical research in toxicology, 20(4), 600-608 (2007-03-27)
Felbamate is an antiepileptic drug that is associated with minimal toxicity in preclinical species such as rat and dog but has an unacceptable incidence of serious idiosyncratic reactions in man. Idiosyncratic reactions account for over half of toxicity-related drug failures
N W Kleckner et al.
The Journal of pharmacology and experimental therapeutics, 289(2), 886-894 (1999-04-24)
Felbamate is an anticonvulsant used in the treatment of seizures associated with Lennox-Gastaut syndrome and complex partial seizures that are refractory to other medications. Its unique clinical profile is thought to be due to an interaction with N-methyl-D-aspartate (NMDA) receptors
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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