2359. Clobazam

Nomenclature

CAS number: 22316-47-8
7-Chloro-1-methyl-5-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione; 1-phenyl-5-methyl-8-chloro-1,2,4,5-tetrahydro-2,4-dioxo-3H-1,5-benzodiazepine; H-4723; HR-376; LM-2717; Frisium (HMR); Urbadan (HMR); Urbanyl (HMR).
C16H13ClN2O2; mol wt 300.74.
C 63.90%, H 4.36%, Cl 11.79%, N 9.31%, O 10.64%.

Description and references

Benzodiazepine psychotherapeutic agent in which the nitrogens in the heterocyclic ring are in the 1,5- rather than in the more common 1,4-positions. Prepn: BE 707667; S. Rossi, US 3984398 (1968, 1976 both to Roussel-UCLAF); S. Rossi et al., Chim. Ind. (Milan) 51, 479 (1969); K. H. Weber et al., Ann. 756, 128 (1972). Toxicology: E. Schütz, Br. J. Clin. Pharmacol. 7, 33S (1979). Review of pharmacology and therapeutic use in anxiety: R. N. Brogden et al., Drugs 20, 161-178 (1980). Symposium on pharmacology: Drug Dev. Res. 1982, Suppl. 1, 1-186. Metabolism: A. G. Borel, F. S. Abbott, Drug Metab. Dispos. 21, 415 (1993). GC determn in serum: D. F. LeGatt, D. P. McIntosh, Clin. Biochem. 26, 159 (1993). Clinical experience in refractory epilepsy: Canadian Clobazam Cooperative Group, Epilepsia 32, 407 (1991). Review of pharmacology and clinical studies in epilepsy: S. D. Shorvon, “Clobazam” in Antiepileptic Drugs, R. H. Levy et al., Eds. (Raven Press, New York, 3rd ed., 1989) pp 821-840.

Chemical structure

Properties

Crystals from 50% ethanol, mp 166-168°.

Note

This is a controlled substance (depressant): 21 CFR, 1308.14.

Therapeutic Category

Anxiolytic; anticonvulsant.

Keywords

Anxiolytic; Benzodiazepine Derivatives