Structural Formula Vector Image
Title: Levetiracetam
CAS Registry Number: 102767-28-2
CAS Name: (aS)-a-Ethyl-2-oxo-1-pyrrolidineacetamide
Additional Names: 2(S)-(2-oxopyrrolidin-1-yl)butyramide
Manufacturers' Codes: UCB-L059; SIB-S1
Trademarks: Keppra (UCB)
Molecular Formula: C8H14N2O2
Molecular Weight: 170.21
Percent Composition: C 56.45%, H 8.29%, N 16.46%, O 18.80%
Literature References: (S)-Enantiomer of the ethyl analog of piracetam, q.v. Prepn: J. Gobert et al., EP 162036; eidem, US 4943639 (1985, 1990 both to UCB). HPLC-UV determn in plasma: J. Martens-Lobenhoffer, S. M. Bode-Böger, J. Chromatogr. B 819, 197 (2005). Clinical evaluation in refractory partial seizures: S. D. Shorvon et al., Epilepsia 41, 1179 (2000); E. Ben-Menachem, U. Falter, ibid. 1276. Review of pharmacokinetics: P. N. Patsalos, Pharmacol. Ther. 85, 77-85 (2000); of clinical efficacy: E. Ben-Menachem, Expert Opin. Pharmacother. 4, 2079-2088 (2003); of safety and tolerability: D. E. Briggs, J. A. French, Expert Opin. Drug Saf. 3, 415-424 (2004).
Properties: Crystals from ethyl acetate, mp 117°. [a]25D -90.0° (c = 1 in acetone). Soly (g/100 ml): water 104.0; chloroform 65.3; methanol 53.6; ethanol 16.5; acetonitrile 5.7. Practically insol in n-hexane. LD50 in male mice, male rats (mg/kg): 1081, 1038 i.v. (Gobert, 1990).
Melting point: mp 117°
Optical Rotation: [a]25D -90.0° (c = 1 in acetone)
Toxicity data: LD50 in male mice, male rats (mg/kg): 1081, 1038 i.v. (Gobert, 1990)
Therap-Cat: Anticonvulsant.
Keywords: Anticonvulsant.

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