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315-80-0

315-80-0 Structure

315-80-0 Structure
IdentificationBack Directory
[Name]

DIBENZEPINE HCL
[CAS]

315-80-0
[Synonyms]

ecatril
noveril
neodalit
Ansiopax
)diazepin
Dibenzepine
DIBENZEPINE HCL
dibenzepinhydrochloride
dibenzepinehydrochloride
hydrofluoride-1927wander
Dibenzepine monohydrochloride
Dibenzepine Hydrochloric Acid Salt
5-methyl-10-beta-dimethylaminoaethyl-10,11-dihydro-11-oxo-5-dibenzo(b,e)(1,4
5-Methyl-10.beta.-(dimethylamino)ethyl-10,11-dihydro-11-oxo-5-dibenzo[B,E][1,4]diazepin
(2)10-[2-(Dimethylamino)ethyl]-5,10-dihydro-5-methyl-11H-dibenzo[B,E][1,4]diazepin-11-one monohydrochloride
11H-Dibenzo[B,E][1,4]diazepin-11-one, 10-[2-(dimethylamino)ethyl]-5,10-dihydro-5-methyl-, monohydrochloride
11H-Dibenzo[B,E][1,4]diazepin-11-one, 5,10-dihydro-10-[2-(dimethylamino)ethyl]-5-methyl-, monohydrochloride
[EINECS(EC#)]

206-255-6
[Molecular Formula]

C18H22ClN3O
[MDL Number]

MFCD00798249
[MOL File]

315-80-0.mol
[Molecular Weight]

331.84
Chemical PropertiesBack Directory
[Melting point ]

238°
[pka]

8.25(at 25℃)
Safety DataBack Directory
[RIDADR ]

3249
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[Toxicity]

LD50 orally in mice: 215 mg/kg (Hunziker)
Hazard InformationBack Directory
[Originator]

Noveril ,Wander,Switz.,1965
[Uses]

Antidepressant.
[Definition]

ChEBI: Dibenzepin hydrochloride is a dibenzodiazepine.
[Manufacturing Process]

4.48 grams of 5-methyl-11-hydroxy-5H-dibenzo[b,e][1,4]diazepine and 0.86
gram of sodium amide were boiled for one hour in 50 ml of absolute dioxane. After adding a concentrated benzenic solution of β-dimethylamino-ethyl chloride freshly prepared from 3.75 grams of the hydrochloride with concentrated sodium hydroxide solution, taking up in benzene and drying the solution with potash, the mixture was boiled for 16 hours under reflux, whereupon the reaction mixture was concentrated to dryness and the residue distributed between ether and water. By exhaustive extraction of the basic fractions with dilute acetic acid, precipitation with ammonia, taking up the base in ether and working up the ethereal solution, there was obtained 5.05 grams (85% of the theoretical) of 5-methyl-10-β-dimethylamino-ethyl-10,11- dihydro-11-oxo-5H-dibenzo[b,e][1,4]diazepine in the form of a viscous yellowish resin with the boiling point 185°C/0.01mm Hg. The base was crystallized from acetone-petroleum ether, MP 116°-117°C. Melting point of the monohydrochloride (from ethanol-ether) 234°-240°C.
[Brand name]

Deprex;Ecatrol;Hf 1927;Neodit;Victoril.
[Therapeutic Function]

Psychostimulant
[World Health Organization (WHO)]

Dibenzepin hydrochloride, a tricyclic antidepressant, was introduced in 1968 for the treatment of depressive illness. By 1973 its use in Sweden had been associated with an unexpectedly high number of suicide attempts which led to its withdrawal in that country. Although its use has lapsed in several countries, it remains available in at least eight European countries.
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