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pramipexole

Structure via PubChem · Public domain (PubChem)

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pramipexole

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Also known as (-)-pramipexole, (S)-N 6-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine, (S)-4,5,6,7-tetrahydro-N(6)-propyl-2,6-benzothiazolediamine

Pramipexole, sold under the brand Mirapex among others, is a medication used to treat Parkinson's disease and restless legs syndrome. In Parkinson's disease it may be used alone or together with levodopa. It is taken by mouth. Pramipexole is a dopamine agonist of the non-ergoline class.

Key facts

Drug.Watchedfields
changed
Drug.verifiedrevid
464213026
Drug.image
Pramipexole.svg
Drug.image_class
skin-invert-image
Drug.image2
Pramipexole 3D-Structure Xtal.png
Drug.image_class2
bg-transparent
Drug.tradename
Mirapex, Mirapexin, Sifrol, others
Drug.MedlinePlus
a697029
Drug.DailyMedID
Pramipexole
Drug.pregnancy_AU
B3
Drug.routes_of_administration
By mouth
Drug.class
Dopamine receptor agonist; Dopamine D2-like receptor agonist; Antiparkinsonian agent
Drug.ATC_prefix
N04
Drug.ATC_suffix
BC05
Drug.legal_BR
C1
Drug.legal_CA
Rx-only
Drug.legal_US
Rx-only
Drug.legal_EU
Rx-only

via Wikipedia infobox

Chemical data

Formula
C10H17N3S
Molecular weight
211.33 g/mol
IUPAC name
(6S)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine
SMILES
CCCN[C@H]1CCC2=C(C1)SC(=N2)N
InChIKey
FASDKYOPVNHBLU-ZETCQYMHSA-N
XLogP
1.9
Polar surface area
79.2 Ų
H-bond donors
2
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
1997
Admin. routes
oral
Indications
Tourette syndrome, restless legs syndrome, essential tremor, eating disorder

via ChEMBL · EBI

Wikidata facts

Mass
211.114
Has use
medication
Show 10 more facts
chemical formula
C₁₀H₁₇N₃S
medical condition treated
restless legs syndrome
isomeric SMILES
CCCN[C@H]1CCC2=C(C1)SC(=N2)N
canonical SMILES
CCCNC1CCC2=C(C1)SC(=N2)N
World Health Organisation international non-proprietary name
pramipexole
defined daily dose
2.5
subject has role
antioxidant
Commons category
Pramipexole
physically interacts with
Dopamine receptor D3
significant drug interaction
(RS)-sulpiride
Sources (6)

via Wikidata · CC0

~13 min read

Encyclopedic overview

16 sections
Contents
  • Medical uses
  • Side effects
  • Pharmacology
  • Chemistry
  • Synthesis
  • Analogues
  • Society and culture
  • Brand names
  • Research
  • Further Parkinson's disease symptoms treatment
  • Cerebral ischemia and reperfusion injury
  • Traumatic brain injury
  • Psychiatry
  • Other indications
  • Notes
  • References

Pramipexole, sold under the brand Mirapex among others, is a medication used to treat Parkinson's disease and restless legs syndrome. In Parkinson's disease it may be used alone or together with levodopa. It is taken by mouth. Pramipexole is a dopamine agonist of the non-ergoline class.

Pramipexole was approved for medical use in the United States in 1997 and was first manufactured by Pharmacia and Upjohn. It is available as a generic medication. In 2023, it was the 201st most commonly prescribed medication in the United States, with more than 2million prescriptions.

Excerpted from Wikipedia’s “pramipexole” article, available under the CC BY-SA 4.0 licence.

Gallery (6)