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4498-32-2

4498-32-2 Structure

4498-32-2 Structure
IdentificationBack Directory
[Name]

Dibenzepin
[CAS]

4498-32-2
[Synonyms]

HF 1927
Dibenzepin
4498-32-12
5-(2-dimethylaminoethyl)-11-methylbenzo[b][1,4]benzodiazepin-6-one
5-(2-dimethylaminoethyl)-11-methyl-benzo[b][1,4]benzodiazepin-6-one
5-Methyl-10-dimethylaminoethyl-10,11-dihydro-11-oxodibenzo[b,e][1,4]diazepine
5-Methyl-10-[2-(dimethylamino)ethyl]-5H-dibenzo[b,e][1,4]diazepine-11(10H)-one
10-[2-(Dimethylamino)ethyl]-5,10-dihydro-5-methyl-11H-dibenzo[b,e][1,4]diazepin-11-one
10,11-Dihydro-10-[2-(dimethylamino)ethyl]-5-methyl-5H-dibenzo[b,e][1,4]diazepin-11-one
10,11-Dihydro-5-methyl-10-[2-(dimethylamino)ethyl]-5H-dibenzo[b,e][1,4]diazepin-11-one
[Molecular Formula]

C18H21N3O
[MDL Number]

MFCD00865354
[MOL File]

4498-32-2.mol
[Molecular Weight]

295.38
Chemical PropertiesBack Directory
[Appearance]

Crystalline Solid
[Melting point ]

116-117°C
[Boiling point ]

bp0.01 185°
[density ]

1.1190 (rough estimate)
[refractive index ]

1.5855 (estimate)
[storage temp. ]

Refrigerator
[pka]

8.25(at 25℃)
[CAS DataBase Reference]

4498-32-2
Hazard InformationBack Directory
[Chemical Properties]

Crystalline Solid
[Uses]

Antidepressant
[Originator]

Noveril ,Wander,Switz.,1965
[Definition]

ChEBI: 5-[2-(dimethylamino)ethyl]-11-methyl-6-benzo[b][1,4]benzodiazepinone 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.
[Therapeutic Function]

Psychostimulant
Safety DataBack Directory
[RIDADR ]

3249
[HazardClass ]

6.1(b)
[PackingGroup ]

III
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