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Details

Stereochemistry ACHIRAL
Molecular Formula C11H13N.ClH
Molecular Weight 195.689
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PARGYLINE HYDROCHLORIDE

SMILES

Cl.CN(CC#C)CC1=CC=CC=C1

InChI

InChIKey=BCXCABRDBBWWGY-UHFFFAOYSA-N
InChI=1S/C11H13N.ClH/c1-3-9-12(2)10-11-7-5-4-6-8-11;/h1,4-8H,9-10H2,2H3;1H

HIDE SMILES / InChI
Pargyline is an irreversible selective monoamine oxidase (MAO)-B inhibitor, which possesses higher selectivity to this isoform in comparison with MAO-A. It was approved under brand name eutonyl for the treatment hypertension, but then this drug was discontinued.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Eutonyl

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
75 ng/mL
50 mg single, oral
dose: 50 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PARGYLINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
272 ng × h/mL
50 mg single, oral
dose: 50 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PARGYLINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
5 h
50 mg single, oral
dose: 50 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PARGYLINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer





Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
yes
yes
yes
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
yes
yes
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Role of the sympathetic nervous system in daunomycin-induced arrhythmia in the monkey.
1970 Jul
The nature of the inhibition of rat liver monoamine oxidase types A and B by the acetylenic inhibitors clorgyline, l-deprenyl and pargyline.
1982 Nov 15
Pargyline-induced mania in primary affective disorder: case report.
1983 Jan
GABAergic and dopaminergic systems may be involved in seizures induced by pyrimethamine in mice.
1994 Oct
Norepinephrine-deficient mice lack responses to antidepressant drugs, including selective serotonin reuptake inhibitors.
2004 May 25
IRAK-M regulates chromatin remodeling in lung macrophages during experimental sepsis.
2010 Jun 16
Patents

Sample Use Guides

Unknown
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: The two molecular forms of monoamine oxidase (MAO), MAO-A and MAO-B, were determined quantitatively in discrete regions of the human brain at autopsy, and in cerebral microvessels, choroid plexus and liver samples from the same subjects. MAO was assessed by specific[3H] pargyline binding, which is stoichiometric and irreversible, and by measuring the rate of oxidation of several MAO substrates. Basal ganglia structures (caudate, putamen, globus pallidus and substantia nigra) and hippocampus had about twice the levels of MAO that were present in the cerebral cortex and cerebellum. Cerebral microvessels, which constitute the blood-brain barrier, had minimal MAO, while the choroid plexus, which constitutes the blood-cerebrospinal fluid barrier, and the liver had higher MAO levels than any brain region. The vast majority of MAO (80-95%) in these tissues was of the B type, except in microvessels, where total MAO activity was low. Specific [3H]pargyline binding correlated well with the oxidation rates for 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine and benzylamine in all tissues. Both specific [3H]pargyline binding and the rate of oxidation of MAO substrates increased with age.
Unknown
Name Type Language
PARGYLINE HYDROCHLORIDE
MART.   MI   ORANGE BOOK   USAN   USP-RS   VANDF   WHO-DD  
USAN  
Official Name English
EUTONYL
Brand Name English
N-Methyl-N-2-propynylbenzylamine hydrochloride
Systematic Name English
PARGYLINE HYDROCHLORIDE COMPONENT OF EUTRON
Common Name English
BENZENEMETHANAMINE, N-METHYL-N-2-PROPYNYL-, HYDROCHLORIDE
Systematic Name English
PARGYLINE HCL
Common Name English
NSC-43798
Code English
PARGYLINE HYDROCHLORIDE [VANDF]
Common Name English
PARGYLINE HYDROCHLORIDE [ORANGE BOOK]
Common Name English
A-19120
Code English
PARGYLINE HYDROCHLORIDE [MI]
Common Name English
PARGYLINE HYDROCHLORIDE [MART.]
Common Name English
Pargyline hydrochloride [WHO-DD]
Common Name English
EUTRON COMPONENT PARGYLINE HYDROCHLORIDE
Common Name English
PARGYLINE HYDROCHLORIDE [USAN]
Common Name English
MO-911
Code English
Classification Tree Code System Code
NCI_THESAURUS C667
Created by admin on Fri Dec 15 16:11:58 UTC 2023 , Edited by admin on Fri Dec 15 16:11:58 UTC 2023
NCI_THESAURUS C270
Created by admin on Fri Dec 15 16:11:58 UTC 2023 , Edited by admin on Fri Dec 15 16:11:58 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID1044647
Created by admin on Fri Dec 15 16:11:58 UTC 2023 , Edited by admin on Fri Dec 15 16:11:58 UTC 2023
PRIMARY
ECHA (EC/EINECS)
206-175-1
Created by admin on Fri Dec 15 16:11:58 UTC 2023 , Edited by admin on Fri Dec 15 16:11:58 UTC 2023
PRIMARY
MERCK INDEX
m8412
Created by admin on Fri Dec 15 16:11:58 UTC 2023 , Edited by admin on Fri Dec 15 16:11:58 UTC 2023
PRIMARY Merck Index
RXCUI
82069
Created by admin on Fri Dec 15 16:11:58 UTC 2023 , Edited by admin on Fri Dec 15 16:11:58 UTC 2023
PRIMARY RxNorm
DRUG BANK
DBSALT000304
Created by admin on Fri Dec 15 16:11:58 UTC 2023 , Edited by admin on Fri Dec 15 16:11:58 UTC 2023
PRIMARY
SMS_ID
100000085538
Created by admin on Fri Dec 15 16:11:58 UTC 2023 , Edited by admin on Fri Dec 15 16:11:58 UTC 2023
PRIMARY
ChEMBL
CHEMBL673
Created by admin on Fri Dec 15 16:11:58 UTC 2023 , Edited by admin on Fri Dec 15 16:11:58 UTC 2023
PRIMARY
PUBCHEM
9373
Created by admin on Fri Dec 15 16:11:58 UTC 2023 , Edited by admin on Fri Dec 15 16:11:58 UTC 2023
PRIMARY
EVMPD
SUB03653MIG
Created by admin on Fri Dec 15 16:11:58 UTC 2023 , Edited by admin on Fri Dec 15 16:11:58 UTC 2023
PRIMARY
NSC
43798
Created by admin on Fri Dec 15 16:11:58 UTC 2023 , Edited by admin on Fri Dec 15 16:11:58 UTC 2023
PRIMARY
NCI_THESAURUS
C66323
Created by admin on Fri Dec 15 16:11:58 UTC 2023 , Edited by admin on Fri Dec 15 16:11:58 UTC 2023
PRIMARY
FDA UNII
W70V6I2OMY
Created by admin on Fri Dec 15 16:11:58 UTC 2023 , Edited by admin on Fri Dec 15 16:11:58 UTC 2023
PRIMARY
CAS
306-07-0
Created by admin on Fri Dec 15 16:11:58 UTC 2023 , Edited by admin on Fri Dec 15 16:11:58 UTC 2023
PRIMARY