Pargyline

Pargyline Basic information
Product Name:Pargyline
Synonyms:AURORA KA-7798;PARGYLINE;N-METHYL-N-PROPARGYLBENZYLAMINE;benzyl(methyl)prop-2-ynylamine;N-Methyl-N-propargylbenzylamine,97%;N-Methyl-N-propargylbenzylaminePargyline;Pargylamine;Pargylin
CAS:555-57-7
MF:C11H13N
MW:159.23
EINECS:209-101-6
Product Categories:PYRIDIUM;Organic Building Blocks;Terminal;Alkynes;Building Blocks;Chemical Synthesis
Mol File:555-57-7.mol
Pargyline Structure
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.)
Fp 183 °F
storage temp. Store at -20°C
solubility Soluble in DMSO
form Liquid
pkapKa 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 Information
ProviderLanguage
ACROS English
SigmaAldrich English
Pargyline Usage And Synthesis
Chemical PropertiesCLEAR YELLOW LIQUID
OriginatorEutonyl, Abbott , US ,1963
Usesanalgesic
DefinitionChEBI: Pargyline is an aromatic amine.
Manufacturing ProcessA 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 nameEutonyl (Abbott).
Therapeutic FunctionAntihypertensive
Enzyme inhibitorThis 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 Preparation Products And Raw materials
Raw materials3-Chloropropyne-->N-Methylbenzylamine-->Hydrochloric acid-->3-Bromopropyne-->Sodium carbonate
2-OXO-6-PHENYL-1-(2-PROPYNYL)-1,2-DIHYDRO-3-PYRIDINECARBONITRILE 3-PROP-2-YNYL-2-THIOXO-1,3-DIHYDROQUINAZOLIN-4-ONE AURORA KA-7621 5-PHTHALIMIDO-3-PENTYNE 4-[N-ETHYL-(4-METHOXYPHENYL)METHYLAMINO]-2-BUTYNYL-2-CYCLOHEXYL-2-HYDROXYBENZENE ACETATE N-METHYL-N-PROPARGYL-4-AMINO-2-CHLOROBENZAMIDE 1-PHTHALIMIDO-2-BUTYNE 2-(BUT-3-YN-2-YL)ISOINDOLINE-1,3-DIONE cis-N-(4-(2,6-Dimethylpiperidino)but-2-ynyl)phthalimide N-METHYL-N-PROPARGYL-4-(TETRAHYDROFURAN-2-YLCARBONYLAMINO)-2-CHLOROBENZAMIDE 4-METHYL-6-PHENYL-3-(PHENYLSULFONYL)-1-(2-PROPYNYL)-2(1H)-PYRIDINONE N-(4-CHLORO-2-BUTYNYL)PHTHALIMIDE 4-[N-ETHYL-(4-METHOXYPHENYL)METHYLAMINO]-2-BUTYNYL-1-OL (R)-2,3-DIHYDRO-N-METHYL-N-2-PROPYNYL-1H-INDEN-1-AMINE N-METHYL-N-PROPARGYL-4-(CYCLOHEPTYLCARBONYLAMINO)-2-CHLOROBENZAMIDE AURORA KA-7517 Pargyline N-PROPARGYLPHTHALIMIDE

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