3008. Dibenzepin

Nomenclature

CAS number: 4498-32-2
10-[2-(Dimethylamino)ethyl]-5,10-dihydro-5-methyl-11H-dibenzo[b,e][1,4]diazepin-11-one; 5-methyl-10β-dimethylaminoethyl-10,11-dihydro-11-oxodibenzo[b,e][1,4]diazepine; HF-1927.
C18H21N3O; mol wt 295.38.
C 73.19%, H 7.17%, N 14.23%, O 5.42%.

Description and references

Prepn: F. Hunziker et al., Arzneim.-Forsch. 13, 324 (1963); GB 961106; J. Schmutz, F. Hunziker, US 3312689 and US 3419547 (1964, 1967, 1968 all to Wander). Metabolism: H. Lehner et al., Arzneim.-Forsch. 17, 185 (1967). Comprehensive description: A. Egli, W. R. Michaelis, Anal. Profiles Drug Subs. 9, 181-206 (1980).

Chemical structure

Properties

mp 116-117°. bp0.01 185°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 315-80-0
Neodalit (H"assle); Noveril (Morishita).
C18H21N3O.HCl; mol wt 331.84.
C 65.15%, H 6.68%, N 12.66%, O 4.82%, Cl 10.68%.

Properties

Crystals, mp 238°. uv max (0.1N HCl): 204, 220 nm (log ε 4.530, 4.458). pKa 8.25. Sol in water, alcohol, chloroform. LD50 orally in mice: 215 mg/kg (Hunziker).

Therapeutic Category

Antidepressant.

Keywords

Antidepressant; Tricyclics