10305. Carisbamate

Nomenclature

CAS number: 194085-75-1
(1S)-1-(2-Chlorophenyl)-1,2-ethanediol 2-carbamate; (S)-(2-(2-chlorophenyl)-2-hydroxyethyl)oxocarboxamide; (S)-2-O-carbamoyl-1-o-chlorophenylethanol; JNJ-10234094; RWJ-333369; YKP-509.
C9H10ClNO3; mol wt 215.63.
C 50.13%, H 4.67%, Cl 16.44%, N 6.50%, O 22.26%.

Description and references

Monocarbamate antiepileptic drug with neuroprotective activity. Prepn: Y. M. Choi, M. W. Kim, WO 97026241 (1997 to Yukong); eidem, US 6103759 (2000 to SK Corp.). Effects in hippocampal neuronal culture: L. S. Deshpande et al., Epilepsy Res. 79, 158 (2008) DOI PubMed; in models of genetic epilepsy: J. Franois et al., Epilepsia 49, 393 (2008) DOI PubMed. Disposition in humans: G. S. J. Mannens et al., Drug Metab. Dispos. 35, 554 (2007) DOI PubMed. Clinical pharmacokinetics: C. Yao et al., Epilepsia 47, 1822 (2006) DOI PubMed; in elderly: R. Levy et al., Epilepsy Res. 79, 22 (2008) DOI PubMed. Clinical evaluation in idiopathic photosensitive epilepsy: D. G. A. Kasteleijn-Nolst Trenité et al., ibid. 74, 193 (2007) DOI PubMed. Review of pharmacology in epilepsy: G. P. Novak et al., Neurotherapeutics 4, 106-109 (2007) DOI PubMed; of development and clinical experience in epilepsy: K. Kulig, B. Malawska, IDrugs 10, 720-727 (2007) PubMed.

Chemical structure

Properties

From methanol, mp 133°. Sol in methanol. [α]D +64.9° (c=2.69 in methanol).

Therapeutic Category

Anticonvulsant.

Keywords

Anticonvulsant