6929. Oxcarbazepine

Nomenclature

CAS number: 28721-07-5
10,11-Dihydro-10-oxo-5H-dibenz[b,f]azepine-5-carboxamide; oxacarbazepine; GP-47680; Trileptal (Novartis).
C15H12N2O2; mol wt 252.27.
C 71.42%, H 4.79%, N 11.10%, O 12.68%.

Description and references

Ketoderivative of carbamazepine, q.v. Prepn: W. Schindler, DE 2011087 (1970 to Geigy); idem, US 3642775 (1972 to Ciba-Geigy). Improved prepn: D. Kaufmann et al., Tetrahedron Lett. 45, 5275 (2004). Metabolism: H. Schütz et al., Xenobiotica 16, 769 (1986). Hyponatremic effects: O. A. Nielsen et al., Epilepsy Res. 2, 269 (1988). Determn of oxcarbazepine and main metabolites by GC in plasma: G. E. Von Unruh, W. D. Paar, J. Chromatogr. 345, 67 (1985); by HPLC: A. A. Elyas, V. D. Goldberg, ibid. 528, 473 (1990). Clinical evaluation in treatment of epilepsy: M. Dam et al., Epilepsy Res. 3, 70 (1989); in management of trigeminal neuralgia: J. M. Zakrzewska, P. N. Patsalos, J. Neurol. Neurosurg. Psychiatry 52, 472 (1989). Review of pharmacology and therapeutic efficacy: A. Beydoun, E. Kutluay, Expert Opin. Pharmacother. 3, 59-71 (2001).

Chemical structure

Properties

Crystals from ethanol, mp 215-216°.

Therapeutic Category

Anticonvulsant.

Keywords

Anticonvulsant