Pargyline
Synonym(s):Pargyline
- CAS NO.:555-57-7
- Empirical Formula: C11H13N
- Molecular Weight: 159.23
- MDL number: MFCD00008576
- EINECS: 209-101-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-09 19:38:33
What is Pargyline?
Chemical properties
CLEAR YELLOW LIQUID
Originator
Eutonyl, Abbott , US ,1963
The Uses of Pargyline
analgesic
Indications
For the treatment of moderate to severe hypertension.
Background
Pargyline is a monoamine oxidase inhibitor with antihypertensive properties.
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
Pharmacokinetics
Pargyline is a monoamine oxidase B (MAO-B) inhibitor with antihypertensive properties. Patients taking pargyline must avoid concurrent consumption of tyramine-containing foods such as bleu cheese and beer, as this can lead to a hypertensive crisis.
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.
Metabolism
Not Available
Properties of Pargyline
Melting point: | 15-20 °C |
Boiling point: | 86-88 °C4 mm Hg(lit.) |
Density | 0.944 g/mL at 25 °C(lit.) |
refractive index | n |
Flash point: | 183 °F |
storage temp. | Store at -20°C |
solubility | Soluble in DMSO |
pka | pKa 6.9 (Uncertain) |
form | Liquid |
color | Clear yellow |
Merck | 14,7038 |
Safety information for Pargyline
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Pargyline
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