Pargyline hydrochloride

Chemical Name N-methyl-N-2-propynylbenzenemethanamine hydrochloride Common Name N-methyl-N-propargylbenzylamine hydrochloride Structural Formula ( Hj 

A mixture of 23.8 grams (0.2 mol) of propargyl bromide, 24.2 grams (0.2 mol) of N-methyl benzylamine and 400 ml of anhydrous ethanol in the presence of 42.4 grams (0.4 mol) of anhydrous sodium carbonate was heated at the boiling temperature and under reflux for a period of 17 hours. 

The sodium carbonate was then removed by filtration and the alcohol was removed by distillation under reduced pressure. The residue was treated with 300 ml of dry ether and the resulting solution was filtered to remove sodium bromide. 

The filtrate was dried and fractionally distilled under reduced pressure to obtain the desired N-methyl-N-propargylbenzylamine which boiled at 96°-97 C at 11 mm pressure. 

The hydrochloride salt of this amine was prepared by dissolving the amine in ether and adding ethereal hydrogen chloride to the ether solution. The solid hydrochloride salt which precipitated was recrystallized from an ethanol-ether mixture and was found to melt at 154°-155°C. 

British Patent 788,126 December 23, 1957 assigned to Schering Corp. 

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Pargyline hydrochloride (Eutonyl, (V-methyl-n-propargylbenzylamine hydrochloride) [306-07-0] M 195.7, m 154-155 , 155 , pK 6.9. Recrystd from EtOH-Et20 and dried in vacuo. It is very soluble in H2O, in which it is unstable. The free base has b 101-103°/ 1mm. It is a glucuronyl transferase inducer and a monoamine oxidase inhibitor, [von Braun et al. Justus Liebigs Ann Chem 445 205 1928, Yeh and Mitchell Experientia 28 298 1972 Langslrom et al. Science 225 1480 1984.]... 

Pargyline hydrochloride [306-07-0] 2423C I(2)948C, N(2)964A DP6650000, USP... 

Dose. Usually 25 to 50 mg of pargyline hydrochloride daily maximum of 200 mg daily. 

Pargyline hydrochloride (Eutonyl, A-methyl-n-propargylbenzylamine hydrochloride) [306-... 

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