Pargyline Chemical Properties

Melting point:

15-20 °C

Boiling point:

86-88 °C4 mm Hg(lit.)

Density 

0.944 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.522(lit.)

Flash point:

183 °F

storage temp. 

Store at -20°C

solubility 

Soluble in DMSO

form 

Liquid

pka

pKa 6.9 (Uncertain)

color 

Clear yellow

Merck 

14,7038

Safety Information

Hazard Codes 

T

Risk Statements 

23/24/25-36/37/38-22

Safety Statements 

26-36/37/39-45-23

RIDADR 

UN 2810 6.1/PG 3

WGK Germany 

3

RTECS 

DP6475000

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29214900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

Pargyline Usage And Synthesis

Chemical Properties

CLEAR YELLOW LIQUID

Originator

Eutonyl, Abbott , US ,1963

Uses

analgesic

Definition

ChEBI: Pargyline is an aromatic amine.

Manufacturing Process

A mixture of 23.8 grams (0.2 mol) of propargyl bromide, 24.2 grams (0.2 mol) of N-methylbenzylamine 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.
Analysis calculated for C11H13N: C = 82.97%; H = 8.23%; N = 8.80%. Found: C = 82.71%; H = 8.51%; N = 8.93%.
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.

brand name

Eutonyl (Abbott).

Therapeutic Function

Antihypertensive

Enzyme inhibitor

This antihypertensive agent (FWfree-base = 159.23 g/mol; CAS 555-57-7), also known as Eutonyl, N-benzyl-N-methyl-2-propynylamine, is amechanism-based inhibitor that targets monoamine oxidase, beginning with an initial reversible interaction (Ki = 4-5 μM) and proceeding to irreversible loss of enzyme activity. Target(s): aldehyde dehydrogenase, pargyline is the precursor of the actual inhibitor; bacterial bioluminescence; and monoamine oxidase.

Pargyline(555-57-7)Related Product Information

• N-(4-CHLORO-2-BUTYNYL)PHTHALIMIDE
• N-METHYL-N-PROPARGYLBENZYLAMINE HYDROCHLORIDE,N-Methyl-N-(2-propynyl)benzylamine hydrochloride, N-Methyl-N-propargylbenzylamine hydrochloride
• N-PROPARGYLPHTHALIMIDE
• Pargyline
• PROPARGYLAMINE
• 2-(BUT-3-YN-2-YL)ISOINDOLINE-1,3-DIONE
• 4-[N-ETHYL-(4-METHOXYPHENYL)METHYLAMINO]-2-BUTYNYL-2-CYCLOHEXYL-2-HYDROXYBENZENE ACETATE
• 5-PHTHALIMIDO-3-PENTYNE
• (R)-2,3-DIHYDRO-N-METHYL-N-2-PROPYNYL-1H-INDEN-1-AMINE
• 4-[N-ETHYL-(4-METHOXYPHENYL)METHYLAMINO]-2-BUTYNYL-1-OL
• 1-PHTHALIMIDO-2-BUTYNE
• (S)-2,3-DIHYDRO-N-METHYL-N-2-PROPYNYL-1H-INDEN-1-AMINE
• N-METHYL-N-PROPARGYL-4-(CYCLOHEPTYLCARBONYLAMINO)-2-CHLOROBENZAMIDE
• 4-METHYL-6-PHENYL-3-(PHENYLSULFONYL)-1-(2-PROPYNYL)-2(1H)-PYRIDINONE
• AURORA KA-7621
• N-METHYL-N-PROPARGYL-4-(TETRAHYDROFURAN-2-YLCARBONYLAMINO)-2-CHLOROBENZAMIDE
• N-METHYL-N-PROPARGYL-4-AMINO-2-CHLOROBENZAMIDE
• cis-N-(4-(2,6-Dimethylpiperidino)but-2-ynyl)phthalimide