U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C10H17N3S
Molecular Weight 211.3285
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRAMIPEXOLE

SMILES

CCCN[C@@]1([H])CCc2c(C1)sc(=N)[nH]2

InChI

InChIKey=FASDKYOPVNHBLU-ZETCQYMHSA-N
InChI=1S/C10H17N3S/c1-2-5-12-7-3-4-8-9(6-7)14-10(11)13-8/h7,12H,2-6H2,1H3,(H2,11,13)/t7-/m0/s1

HIDE SMILES / InChI

Molecular Formula C10H17N3S
Molecular Weight 211.3285
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment:: https://www.accessdata.fda.gov/drugsatfda_docs/label/2008/020667s014s017s018lbl.pdf

Pramipexole is used for the treatment of signs and symptoms of idiopathic Parkinson's disease.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
MIRAPEX

Approved Use

Mirapex® (pramipexole dihydrochloride) tablets are indicated for the treatment of the signs and symptoms of idiopathic Parkinson's disease. MIRAPEX tablets are indicated for the treatment of moderate-to-severe primary Restless Legs Syndrome (RLS).

Launch Date

867628800000
Primary
MIRAPEX

Approved Use

Mirapex® (pramipexole dihydrochloride) tablets are indicated for the treatment of the signs and symptoms of idiopathic Parkinson's disease. MIRAPEX tablets are indicated for the treatment of moderate-to-severe primary Restless Legs Syndrome (RLS).

Launch Date

867628800000
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
0.268 ng/mL
0.375 mg single, oral
dose: 0.375 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PRAMIPEXOLE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
5.29 ng × h/mL
0.375 mg single, oral
dose: 0.375 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PRAMIPEXOLE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
31.2 h
0.375 mg single, oral
dose: 0.375 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PRAMIPEXOLE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
Doses

Doses

DosePopulationAdverse events​
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 61.6
Health Status: unhealthy
Age Group: 61.6
Sex: M+F
Sources:
Disc. AE: Hallucination, Hypotension...
AEs leading to
discontinuation/dose reduction:
Hallucination (1.3%)
Hypotension (0.5%)
Peripheral edema (0.5%)
Sources:
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 62.7
Health Status: unhealthy
Age Group: 62.7
Sex: M+F
Sources:
Disc. AE: Hallucinations, Sleepiness...
AEs leading to
discontinuation/dose reduction:
Hallucinations (4.3%)
Sleepiness (3%)
Dizziness (2.5%)
Memory loss (1.2%)
Paranoia (0.6%)
Sources:
2 mg 3 times / day multiple, oral
Highest studied dose
Dose: 2 mg, 3 times / day
Route: oral
Route: multiple
Dose: 2 mg, 3 times / day
Sources:
unhealthy, 62.8
Health Status: unhealthy
Age Group: 62.8
Sex: M+F
Sources:
DLT: Drowsiness, Muscle spasms...
Dose limiting toxicities:
Drowsiness (3.6%)
Muscle spasms (1.8%)
Insomnia (1.8%)
Vertigo (1.8%)
Ankle swelling (1.8%)
Hallucination (3.6%)
Nausea (1.8%)
Sources:
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 63
Health Status: unhealthy
Age Group: 63
Sex: M+F
Sources:
Disc. AE: Nausea, Hallucination...
AEs leading to
discontinuation/dose reduction:
Nausea (0.6%)
Hallucination (1%)
Peripheral edema (0.8%)
Abdominal pain upper (0.6%)
Myocardial infarction (0.6%)
Pneumonia (0.6%)
Vomiting (0.6%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Hypotension 0.5%
Disc. AE
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 61.6
Health Status: unhealthy
Age Group: 61.6
Sex: M+F
Sources:
Peripheral edema 0.5%
Disc. AE
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 61.6
Health Status: unhealthy
Age Group: 61.6
Sex: M+F
Sources:
Hallucination 1.3%
Disc. AE
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 61.6
Health Status: unhealthy
Age Group: 61.6
Sex: M+F
Sources:
Paranoia 0.6%
Disc. AE
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 62.7
Health Status: unhealthy
Age Group: 62.7
Sex: M+F
Sources:
Memory loss 1.2%
Disc. AE
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 62.7
Health Status: unhealthy
Age Group: 62.7
Sex: M+F
Sources:
Dizziness 2.5%
Disc. AE
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 62.7
Health Status: unhealthy
Age Group: 62.7
Sex: M+F
Sources:
Sleepiness 3%
Disc. AE
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 62.7
Health Status: unhealthy
Age Group: 62.7
Sex: M+F
Sources:
Hallucinations 4.3%
Disc. AE
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 62.7
Health Status: unhealthy
Age Group: 62.7
Sex: M+F
Sources:
Ankle swelling 1.8%
DLT
2 mg 3 times / day multiple, oral
Highest studied dose
Dose: 2 mg, 3 times / day
Route: oral
Route: multiple
Dose: 2 mg, 3 times / day
Sources:
unhealthy, 62.8
Health Status: unhealthy
Age Group: 62.8
Sex: M+F
Sources:
Insomnia 1.8%
DLT
2 mg 3 times / day multiple, oral
Highest studied dose
Dose: 2 mg, 3 times / day
Route: oral
Route: multiple
Dose: 2 mg, 3 times / day
Sources:
unhealthy, 62.8
Health Status: unhealthy
Age Group: 62.8
Sex: M+F
Sources:
Muscle spasms 1.8%
DLT
2 mg 3 times / day multiple, oral
Highest studied dose
Dose: 2 mg, 3 times / day
Route: oral
Route: multiple
Dose: 2 mg, 3 times / day
Sources:
unhealthy, 62.8
Health Status: unhealthy
Age Group: 62.8
Sex: M+F
Sources:
Nausea 1.8%
DLT
2 mg 3 times / day multiple, oral
Highest studied dose
Dose: 2 mg, 3 times / day
Route: oral
Route: multiple
Dose: 2 mg, 3 times / day
Sources:
unhealthy, 62.8
Health Status: unhealthy
Age Group: 62.8
Sex: M+F
Sources:
Vertigo 1.8%
DLT
2 mg 3 times / day multiple, oral
Highest studied dose
Dose: 2 mg, 3 times / day
Route: oral
Route: multiple
Dose: 2 mg, 3 times / day
Sources:
unhealthy, 62.8
Health Status: unhealthy
Age Group: 62.8
Sex: M+F
Sources:
Drowsiness 3.6%
DLT
2 mg 3 times / day multiple, oral
Highest studied dose
Dose: 2 mg, 3 times / day
Route: oral
Route: multiple
Dose: 2 mg, 3 times / day
Sources:
unhealthy, 62.8
Health Status: unhealthy
Age Group: 62.8
Sex: M+F
Sources:
Hallucination 3.6%
DLT
2 mg 3 times / day multiple, oral
Highest studied dose
Dose: 2 mg, 3 times / day
Route: oral
Route: multiple
Dose: 2 mg, 3 times / day
Sources:
unhealthy, 62.8
Health Status: unhealthy
Age Group: 62.8
Sex: M+F
Sources:
Abdominal pain upper 0.6%
Disc. AE
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 63
Health Status: unhealthy
Age Group: 63
Sex: M+F
Sources:
Myocardial infarction 0.6%
Disc. AE
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 63
Health Status: unhealthy
Age Group: 63
Sex: M+F
Sources:
Nausea 0.6%
Disc. AE
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 63
Health Status: unhealthy
Age Group: 63
Sex: M+F
Sources:
Pneumonia 0.6%
Disc. AE
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 63
Health Status: unhealthy
Age Group: 63
Sex: M+F
Sources:
Vomiting 0.6%
Disc. AE
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 63
Health Status: unhealthy
Age Group: 63
Sex: M+F
Sources:
Peripheral edema 0.8%
Disc. AE
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 63
Health Status: unhealthy
Age Group: 63
Sex: M+F
Sources:
Hallucination 1%
Disc. AE
1.5 mg 3 times / day multiple, oral
Recommended
Dose: 1.5 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1.5 mg, 3 times / day
Sources:
unhealthy, 63
Health Status: unhealthy
Age Group: 63
Sex: M+F
Sources:
PubMed

PubMed

TitleDatePubMed
Does combined treatment with novel antidepressants and a dopamine D3 receptor agonist reproduce cocaine discrimination in rats?
2001 Nov-Dec
Locomotor hypoactivity and motor disturbances--behavioral effects induced by intracerebellar microinjections of dopaminergic DA-D2/D3 receptor agonists.
2001 Sep-Oct
Restless legs syndrome in the older adult: diagnosis and management.
2002
Sleep disorders in Parkinson's disease: epidemiology and management.
2002
'Sleep attacks' or 'unintended sleep episodes' occur with dopamine agonists: is this a class effect?
2002
Clinical pharmacokinetic and pharmacodynamic properties of drugs used in the treatment of Parkinson's disease.
2002
Dopamine transporter brain imaging to assess the effects of pramipexole vs levodopa on Parkinson disease progression.
2002 Apr 3
[Pramipexole in Parkinson disease. Results of a treatment observation].
2002 Aug
Acute placebo-controlled sleep laboratory studies and clinical follow-up with pramipexole in restless legs syndrome.
2002 Aug
Two advances in the management of Parkinson disease.
2002 Aug
Gender and pramipexole effects on levodopa pharmacokinetics and pharmacodynamics.
2002 Dec 24
[Rapid-eye-movement sleep disorders in Parkinson's disease].
2002 Feb
Restless legs syndrome: treatment with dopaminergic agents.
2002 Feb 26
Neuroprotection and dopamine agonists.
2002 Feb 26
Pramipexole ameliorates neurologic and psychiatric symptoms in a Westphal variant of Huntington's disease.
2002 Jan-Feb
Pramipexole in patients with Parkinson's disease and marked drug resistant tremor: a randomised, double blind, placebo controlled multicentre study.
2002 Jun
[Multiple latency test in a patient with episodes of sleep induced by pergolide].
2002 Jun 16-30
Sleep attacks in patients taking dopamine agonists: review.
2002 Jun 22
Gender and pramipexole effects on levodopa pharmacokinetics and pharmacodynamics.
2002 May 14
Restless legs syndrome augmentation and pramipexole treatment.
2002 Nov
Do dopamine agonists or levodopa modify Parkinson's disease progression?
2002 Nov
Dopamine agonists and neuroprotection in Parkinson's disease.
2002 Nov
Differential actions of antiparkinson agents at multiple classes of monoaminergic receptor. II. Agonist and antagonist properties at subtypes of dopamine D(2)-like receptor and alpha(1)/alpha(2)-adrenoceptor.
2002 Nov
Differential actions of antiparkinson agents at multiple classes of monoaminergic receptor. I. A multivariate analysis of the binding profiles of 14 drugs at 21 native and cloned human receptor subtypes.
2002 Nov
Dopamine agonist monotherapy in Parkinson's disease.
2002 Nov 30
Neuroprotection in idiopathic Parkinson's disease.
2002 Oct
Pramipexole in treatment-resistant depression: a 16-week naturalistic study.
2002 Oct
An evidence-based review of dopamine receptor agonists in the treatment of Parkinson's disease.
2002 Oct
Effect of daily dosing duration of direct and indirect dopamine receptor agonists: cocaine cross-tolerance following chronic regimens.
2002 Oct
Pramipexole in Parkinson's disease. A short-term study using the combined levodopa-dopamine agonist test.
2002 Oct-Dec
Combination of two different dopamine agonists in the management of Parkinson's disease.
2002 Sep
Review: selegiline improves symptoms and levodopa is better than pramipexole for motor function in untreated Parkinson disease.
2002 Sep-Oct
Advances in the pharmacological management of Parkinson disease.
2003
Inhibitory effects of D2 agonists by striatal injection on excessive release of dopamine and hyperactivity induced by Bay K 8644 in rats.
2003
Comparison of the risk of adverse events with pramipexole and ropinirole in patients with Parkinson's disease: a meta-analysis.
2003
Dopamine agonists induce episodes of irresistible daytime sleepiness.
2003
Pramipexole in comparison to l-dopa: a neuropsychological study.
2003 Apr
Current status of Parkinson's disease treatment in Korea.
2003 Aug
Sleepwalking and sleep terrors in prepubertal children: what triggers them?
2003 Jan
Assessment of sleepiness and unintended sleep in Parkinson's disease patients taking dopamine agonists.
2003 Jul
[Treatment of restless legs syndrome in uremic patients undergoing dialysis with pramipexole: preliminary results].
2003 Jun
Sleep attacks, daytime sleepiness, and dopamine agonists in Parkinson's disease.
2003 Jun
Dihydroergocriptine in Parkinson's disease: clinical efficacy and comparison with other dopamine agonists.
2003 May
Potent activation of dopamine D3/D2 heterodimers by the antiparkinsonian agents, S32504, pramipexole and ropinirole.
2003 Nov
Agonist-specific transactivation of phosphoinositide 3-kinase signaling pathway mediated by the dopamine D2 receptor.
2003 Nov 21
Randomized, double-blind study of pramipexole with placebo and bromocriptine in advanced Parkinson's disease.
2003 Oct
Dopamine receptor agonists in current clinical use: comparative dopamine receptor binding profiles defined in the human striatum.
2003 Oct
Current treatment options for restless legs syndrome.
2003 Oct
Treatment effects on nigrostriatal projection integrity in partial 6-OHDA lesions: comparison of L-DOPA and pramipexole.
2003 Sep
Patents

Sample Use Guides

Dosages should be increased gradually from a starting dose of 0.375 mg/day given in three divided doses and should not be increased more frequently than every 5 to 7 days.
Route of Administration: Oral
Pramipexole suppressed H2O2-induced ARPE-19 cell death in vitro at concentrations of 10(-6) M or higher.
Substance Class Chemical
Created
by admin
on Fri Jun 25 22:07:19 UTC 2021
Edited
by admin
on Fri Jun 25 22:07:19 UTC 2021
Record UNII
83619PEU5T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PRAMIPEXOLE
INN   MI   USAN   VANDF   WHO-DD  
INN   USAN  
Official Name English
U-98528E
Code English
SUD-919CL2Y
Code English
SUD919CL2Y
Code English
PRAMIPEXOLE [USAN]
Common Name English
NSC-760426
Code English
PRAMIPEXOLE [WHO-DD]
Common Name English
PRAMIPEXOLE [INN]
Common Name English
PRAMIPEXOLE [VANDF]
Common Name English
PRAMIPEXOLE [MI]
Common Name English
PRAMIPEXOL
Common Name English
Classification Tree Code System Code
WHO-VATC QN04BC05
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
LIVERTOX 789
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
NDF-RT N0000000117
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
FDA ORPHAN DRUG 252007
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
NCI_THESAURUS C265
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
WHO-ATC N04BC05
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
NDF-RT N0000175768
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
Code System Code Type Description
PUBCHEM
119570
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY
DRUG BANK
DB00413
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY
CAS
104632-26-0
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY
WIKIPEDIA
PRAMIPEXOLE
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY
DRUG CENTRAL
2233
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY
NCI_THESAURUS
C66456
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY
RXCUI
746741
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY RxNorm
LACTMED
Pramipexole
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY
EPA CompTox
104632-26-0
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY
IUPHAR
953
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY
FDA UNII
83619PEU5T
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY
INN
6227
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY
HSDB
8253
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY
MESH
C061333
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY
MERCK INDEX
M9095
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY Merck Index
EVMPD
SUB09990MIG
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY
ChEMBL
CHEMBL301265
Created by admin on Fri Jun 25 22:07:19 UTC 2021 , Edited by admin on Fri Jun 25 22:07:19 UTC 2021
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
BINDER->LIGAND
BINDING
TRANSPORTER -> INHIBITOR
TARGET -> AGONIST
TARGET -> AGONIST
TRANSPORTER -> INHIBITOR
TARGET -> AGONIST
Related Record Type Details
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC Elimination
PHARMACOKINETIC
Elimination
PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC