9133. Temazepam

Nomenclature

CAS number: 846-50-4
7-Chloro-1,3-dihydro-3-hydroxy-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one; 3-hydroxydiazepam; N-methyloxazepam; oxydiazepam; ER-115; K-3917; Ro-5-5345; Wy-3917; Euhypnos (Sigma); Euipnos (Farmitalia); Gelthix (Kerfoot); Levanxene (Montedison); Levanxol (Montedison); Normison (Wyeth); Perdorm (Lagap); Planum (Farmitalia); Remestan (Wyeth); Restoril (Novartis).
C16H13ClN2O2; mol wt 300.74.
C 63.90%, H 4.36%, Cl 11.79%, N 9.31%, O 10.64%.

Description and references

Pharmacologically active metabolite of diazepam, q.v. Prepn: S. C. Bell, S. J. Childress, J. Org. Chem. 27, 1691 (1962); S. C. Bell, US 3197467 (1965 to Am. Home Prod.). See also: E. Reeder et al., US 3340253 and US 3374225 (1967, 1968, both to Hoffmann-La Roche). Metabolism: H. J. Schwandt et al., Xenobiotica 4, 733 (1974); S. H. Curry et al., Br. J. Pharmacol. 57, 427P (1976). Pharmacology: L. O. Randall et al., Arch. Int. Pharmacodyn. 185, 135 (1970); S. Garattini et al., “Metabolic Studies on Benzodiazepines in Various Animal Species” in Benzodiazepines, S. Garattini, Ed. (Raven Press, New York, 1973) pp 73-97. Pharmacology and toxicity study: L. O. Randall et al., Curr. Ther. Res. 7, 590 (1965). Clinical study: P. Sarteschi et al., Arzneim.-Forsch. 22, 93 (1972). Review of pharmacology and therapeutic efficacy: R. C. Heel et al., Drugs 21, 321-340 (1981).

Chemical structure

Properties

Crystals from cyclohexane, mp 119-121°.

Note

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

Therapeutic Category

Sedative, hypnotic.

Keywords

Sedative/Hypnotic; Benzodiazepine Derivatives