5786. Medazepam

Nomenclature

CAS number: 2898-12-6
7-Chloro-2,3-dihydro-1-methyl-5-phenyl-1H-1,4-benzodiazepine; Ansilan (Lek); Diepin (Alcon); Medazepol (Farmasa); Megasedan (DIF); Narsis (Sumitomo); Nobrium (Roche); Psiquium (Sintofarma); Resmit (Shionogi); Rudotel (OPW); Tranquilax (Hokuriku).
C16H15ClN2; mol wt 270.76.
C 70.97%, H 5.58%, Cl 13.09%, N 10.35%.

Description and references

Prepn: L. H. Sternbach et al., J. Org. Chem. 28, 2456 (1963); G. A. Archer et al., BE 620773 C.A. 59, 10095b (1963); E. Reeder, L. H. Sternbach, US 3243427 (1963, 1966 both to Hoffmann-La Roche); S. Inaba et al., Chem. Pharm. Bull. 20, 1628 (1972); M. Mihalic et al., J. Heterocycl. Chem. 14, 941 (1977). Pharmacology: L. O. Randall et al., Arch. Int. Pharmacodyn. Ther. 185, 135 (1970). Crystal structure: G. Gilli et al., Acta Crystallogr. B34, 3793 (1978).

Chemical structure

Properties

Colorless prismatic crystals from ether + petr ether, mp 95-97°. LD50 in mice (mg/kg): 360 i.p., 1070 orally (Randall).

Derivative

Hydrochloride.

Nomenclature

CAS number: 2898-11-5
C16H15ClN2.HCl; mol wt 307.22.
C 62.55%, H 5.25%, Cl 23.08%, N 9.12%.

Properties

Orange-red crystalline powder. Freely sol in water, alcohol.

Note

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

Therapeutic Category

Anxiolytic.

Keywords

Anxiolytic; Benzodiazepine Derivatives