1.0 2009-07-21 20:28:00 UTC 2026-05-14 16:53:53 UTC T3D2937 Felbamate SmallMolecule Felbamate is an exogenous solid with the formula C11H14N2O4 and an average molecular weight of 238.24 g/mol. Felbamate belongs to the benzene and substituted derivatives, a class of benzenoids within the organic compounds. It is utilized as an anticonvulsant and a neuroprotective agent. Its recorded exposure route is oral. The compound is found in several recorded sources, including antiepileptics within healthcare, pharmaceuticals, and veterinary products. Other sources include drinking water, electrically stimulated smoking devices, and household cleaning and consumer products such as tobacco smoke filters, cigar cigarettes, non-electric simulated smoking devices, and other smoking requisites. It is also associated with food processing and cookware, specifically the preparation of wine or sparkling wine and fermentation processes for beer. Felbamate targets three protein receptors: glutamate receptor ionotropic NMDA 2A (GRIN2A), NMDA 2B (GRIN2B), and NMDA 3A (GRIN3A). While the exact mechanism by which it exerts anticonvulsant activity is unknown, animal test systems show it shares properties with other marketed anticonvulsants. In vitro receptor binding studies suggest that felbamate may act as an antagonist at the strychnine-insensitive glycine-recognition site of the N-methyl-D-aspartate (NMDA) receptor-ionophore complex. This antagonism of the NMDA receptor glycine binding site may block specific effects. Drug Synthetic Toxin Organic Compound Amine Ether Ester Drug Anticonvulsant Neuroprotective Agent Metabolite Antiepileptic Agent Synthetic Compound Human Neurotoxin 2-Phenyl-1,3-propanediol dicarbamate 3-(carbamoyloxy)-2-phenylpropyl carbamate Carbamic acid 2-phenyltrimethylene ester Carbamic acid 3-carbamoyloxy-2-phenyl-propyl ester Felbamato Felbamatum Felbamic acid Felbamyl Felbatol Taloxa C11H14N2O4 238.2399 238.095356946 3-(carbamoyloxy)-2-phenylpropyl carbamate felbamate 25451-15-4 NC(=O)OCC(COC(N)=O)C1=CC=CC=C1 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) WKGXYQFOCVYPAC-UHFFFAOYSA-N Organic compounds Benzenoids Benzene and substituted derivatives Benzene and substituted derivatives Carbamate esters Carbonyl compounds Hydrocarbon derivatives Organic carbonic acids and derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Aromatic homomonocyclic compound Carbamic acid ester Carbonic acid derivative Carbonyl group Hydrocarbon derivative Monocyclic benzene moiety Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Aromatic homomonocyclic compounds carbamate ester Detected and Not Quantified Exogenous Membrane Felbamate Metabolism Pathway SMP0000633 Felbamate NMDA Antagonist Action Pathway SMP0126211 Felbamate Predicted Metabolism Pathway SMP0174580 Solid White powder. melting_point 151.5°C solubility Slightly soluble in water logp 0.3 logp 0.56 ALOGPS logs -2.51 ALOGPS solubility 7.42e-01 g/l ALOGPS logp 0.68 ChemAxon pka_strongest_acidic 14.98 ChemAxon iupac 3-(carbamoyloxy)-2-phenylpropyl carbamate ChemAxon average_mass 238.2399 ChemAxon mono_mass 238.095356946 ChemAxon smiles NC(=O)OCC(COC(N)=O)C1=CC=CC=C1 ChemAxon formula C11H14N2O4 ChemAxon inchi 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) ChemAxon inchikey WKGXYQFOCVYPAC-UHFFFAOYSA-N ChemAxon polar_surface_area 104.64 ChemAxon refractivity 59.59 ChemAxon polarizability 23.52 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Oral. >90% The mechanism by which felbamate exerts its anticonvulsant activity is unknown, but in animal test systems designed to detect anticonvulsant activity, felbamate has properties in common with other marketed anticonvulsants. <i>In vitro</i> receptor binding studies suggest that felbamate may be an antagonist at the strychnine-insensitive glycine-recognition site of the N-methyl-D-aspartate (NMDA) receptor-ionophore complex. Antagonism of the NMDA receptor glycine binding site may block the effects of the excitatory amino acids and suppress seizure activity. Animal studies indicate that felbamate may increase the seizure threshold and may decrease seizure spread. It is also indicated that felbamate has weak inhibitory effects on GABA-receptor binding, benzodiazepine receptor binding. Hepatic Half Life: 20-23 hours LD50: 5000 mg/kg (Oral, Rat) (A308) No indication of carcinogenicity to humans (not listed by IARC). For use only in those patients who respond inadequately to alternative treatments and whose epilepsy is so severe that a substantial risk of aplastic anemia and/or liver failure is deemed acceptable in light of the benefits conferred by its use. #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f72279292f8> General supportive measures should be employed if overdosage occurs. It is not known if felbamate is dialyzable. (L1712) DB00949 HMDB15084 3331 CHEMBL1094 3214 C07501 4995 Felbamate Felbamate 1944909 18048412 Drugs.com: http://www.drugs.com/cons/Felbamate.html RxList: The Internet Drug Index (2009).: http://www.rxlist.com/ BE0000417 The mechanism by which felbamate exerts its anticonvulsant activity is unknown, but in animal test systems designed to detect anticonvulsant activity, felbamate has properties in common with other marketed anticonvulsants. <i>In vitro</i> receptor binding studies suggest that felbamate may be an antagonist at the strychnine-insensitive glycine-recognition site of the N-methyl-D-aspartate (NMDA) receptor-ionophore complex. Antagonism of the NMDA receptor glycine binding site may block the effects of the excitatory amino acids and suppress seizure activity. Animal studies indicate that felbamate may increase the seizure threshold and may decrease seizure spread. BE0000641 The mechanism by which felbamate exerts its anticonvulsant activity is unknown, but in animal test systems designed to detect anticonvulsant activity, felbamate has properties in common with other marketed anticonvulsants. <i>In vitro</i> receptor binding studies suggest that felbamate may be an antagonist at the strychnine-insensitive glycine-recognition site of the N-methyl-D-aspartate (NMDA) receptor-ionophore complex. Antagonism of the NMDA receptor glycine binding site may block the effects of the excitatory amino acids and suppress seizure activity. Animal studies indicate that felbamate may increase the seizure threshold and may decrease seizure spread. BE0000760 The mechanism by which felbamate exerts its anticonvulsant activity is unknown, but in animal test systems designed to detect anticonvulsant activity, felbamate has properties in common with other marketed anticonvulsants. <i>In vitro</i> receptor binding studies suggest that felbamate may be an antagonist at the strychnine-insensitive glycine-recognition site of the N-methyl-D-aspartate (NMDA) receptor-ionophore complex. Antagonism of the NMDA receptor glycine binding site may block the effects of the excitatory amino acids and suppress seizure activity. Animal studies indicate that felbamate may increase the seizure threshold and may decrease seizure spread.