26786-32-3

Gamonil,E. Merck

Lofepramine Hydrochloride is a tricyclic anti-depressent drug. Potent inhibitor of noradenaline uptake.

Monoamine reuptake inhibitor; tricyclic antidepressant.

ChEBI: Lofepramine hydrochloride is a hydrochloride. It has a role as an antidepressant. It contains a lofepramine.

9.8 parts of 10,11-dihydro-5H-dibenzo[b,f]azepine are dissolved in 10 parts of dry toluene and 3.1 parts of sodium amide are added and the mixture is refluxed and stirred for four hours. A solution of 13.5 parts of 1-(4- chlorophenyl)-2-[(3-chloropropyl)methylamino]ethanone in 20 parts of dry toluene is added dropwise and the mixture is stirred and refluxed for eight hours.
After cooling to room temperature water is carefully added to the reaction mixture and the toluene solution is extracted with water to which hydrochloric acid is added so that the aqueous phase obtains the pH-value of 5. The aqueous extract is discarded and the toluene phase is evaporated to dryness in vacuum. The residue is dissolved in 50 parts of methanol. Hydrogen gas is introduced to give the crystalline hydrochloride 1-(4-chlorophenyl)-2-((3- (10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl)methylamino)ethanone; MP: 154°-156°C. The hydrochloride may be removed by adding an equivalent of any base (triethyl amine, sodium hydroxide and so on).

Antidepressant

Lofepramine is an antidepressant; serotonin and norepinephrine re-uptake inhibitor (SNRI).