Pargyline

HCID 4688CAS 555-57-7

Basic information

Standard SMILES
C#CCN(C)Cc1ccccc1
InChIKey
DPWPWRLQFGFJFI-UHFFFAOYSA-N
Molecular formula
C11H13N
Average molar mass
159.23 g/mol
Monoisotopic mass
159.10479942

Overview

Pargyline is an aromatic amine.

Names & identifiers

Preferred name
Pargyline
IUPAC
N-benzyl-N-methylprop-2-yn-1-amine
English name
Pargyline
Molecular formula
C11H13N
Molecular weight
159.23

Names & synonyms

pargyline555-57-7N-Methyl-N-propargylbenzylaminePargylamineEudatinParagylineSupirdylN-Methyl-N-2-propynylbenzylaminePargilinaPargylinumBenzenemethanamine, N-methyl-N-2-propynyl-benzyl(methyl)(prop-2-yn-1-yl)amine
Show more names
MO 911A 19120EutonylPargylin
9MV14S8G3EDTXSID3023423Hydrochloride, PargylineRefChem:65904DTXCID903423C02KC01209-101-6N-benzyl-N-methylprop-2-yn-1-amine

Database identifiers

CAS
555-57-7
PubChem CID
4688
DTXSID
DTXSID3023423
ChEMBL
CHEMBL673
ChEBI
CHEBI:7930
UNII
9MV14S8G3E
EC Number
209-101-6
Nikkaji
J6.471H

Properties

Computed structural properties

XLogP
2.1
Topological polar surface area
3.2 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
3
Heavy atoms
12

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15
Solubility9.98e-02 g/L
Physical DescriptionSolid
Collision Cross Section133.56 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point
15 · 15-20 °C
Boiling point
86 · 86-88 °C4 mm Hg(lit.)
Density
0.944 g/mL · 0.944 g/mL at 25 °C(lit.)
refractive index
20 · n20/D 1.522(lit.)
Flash point
183 °F · 183 °F
storage temp.
-20 °C · Store at -20°C

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 3 (100%)

Toxicology

Drug Induced Liver Injury · 4 items

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

pargyline

DILI Negative

DOI:10.1016/j.drudis.2019.09.022

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
rtecs
DP6475000
ridadr
UN 2810 6.1/PG 3
hs_code
29214900
risk_code
23/24/25-36/37/38-22

Chemistry & industry

Pharmacology

ATC Code · 2 items

C - Cardiovascular system

QC - Cardiovascular system

Pharmacodynamics · 1 item

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.

Mechanism of Action · 1 item

MAOIs act by inhibiting the activity of monoamine oxidase, thus preventing the breakdown of monoamine neurotransmitters and thereby increasing their availability. There are two isoforms of monoamine oxidase, MAO-A and MAO-B. MAO-A preferentially deaminates serotonin, melatonin, epinephrine and norepinephrine. MAO-B preferentially deaminates phenylethylamine and trace amines. Pargyline functions by inhibiting the metabolism of catecholamines and tyramine within presynaptic nerve terminals. Catecholamines cause general physiological changes that prepare the body for physical activity (fight-or-flight response). Some typical effects are increases in heart rate, blood pressure, blood glucose levels, and a general reaction of the sympathetic nervous system.

MeSH Pharmacological Classification · 2 items

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.

A chemically heterogeneous group of drugs that have in common the ability to block oxidative deamination of naturally occurring monoamines. (From Gilman, et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p414)

Cellular LocationsCytoplasm

Uses & manufacturing

Use ClassificationPharmaceuticals -> Nervous System -> Analgesics

Applications

Usesanalgesic

Suppliers50 total

郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]
上海腾准生物科技有限公司19821570922 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
郑州鸿晟医药科技有限公司0371-55695890 15637198702 · [email protected]

Additional notes

DefinitionChEBI: Pargyline is an aromatic amine.

Related reactions

22 records

Linked notes

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