1781. Carbamazepine

Nomenclature

CAS number: 298-46-4
5H-Dibenz[b,f]azepine-5-carboxamide; 5-carbamoyl-5H-dibenz[b,f]azepine; G-32883; Biston (Zentiva); Carbatrol (Shire); Epitol (Teva); Finlepsin (AWD); Equetro (Validus); Sirtal (Merck KGaA); Stazepine (Polpharma); Tegretol (Novartis); Telesmin (Mitsubishi); Timonil (Desitin).
C15H12N2O; mol wt 236.27.
C 76.25%, H 5.12%, N 11.86%, O 6.77%.

Description and references

Tricyclic iminostilbine derivative. Prepn: W. Schindler, US 2948718 (1960 to Geigy). Comprehensive description: H. Y. Aboul-Enein, A. A. Al-Badr, Anal. Profiles Drug Subs. 9, 87-106 (1980). HPLC determn in plasma: E. Oh et al., Anal. Bioanal. Chem. 386, 1931 (2006). Clinical pharmacokinetics: R. H. Levy, B. M. Kerr, J. Clin. Psychiatry 49, 58 (1988). Review of GLC methods, pharmacokinetics and metabolism: S. Pynn"onen, Ther. Drug Monit. 1, 409-431 (1979). Review of clinical use in pediatric seizures: J. T. Gilman, DICP Ann. Pharmacother. 25, 1109-1112 (1991); in trigeminal neuralgia: A. Sidebottom, S. Maxwell, J. Clin. Pharm. Ther. 20, 31-35 (1995); in bipolar disorders: P. W. Wang, T. A. Ketter, Expert Opin. Pharmacother. 6, 2887-2902 (2005).

Chemical structure

Properties

Crystals from abs ethanol + benzene, mp 190-193°. Sol in alcohol, acetone, propylene glycol. Practically insol in water. LD50 orally in mice, rats: 3750, 4025 mg/kg. See: E. G. Stenger, F. C. Roulet, Med. Exp. Int. J. Exp. Med. 11, 191 (1964).

Therapeutic Category

Anticonvulsant; antimanic. In treatment of pain associated with trigeminal neuralgia.

Keywords

Anticonvulsant; Antimanic