Pramipexole

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Pramipexole
Pramipexole.svg
Pramipexole ball-and-stick model.png
Clinical data
Pronunciation /ˌpræmɪˈpɛksoʊl/
Trade names Mirapex, Mirapexin, Sifrol, others
AHFS/Drugs.com Monograph
MedlinePlus a697029
License data
Pregnancy
category
Routes of
administration 		By mouth
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability >90%
Protein binding 15%
Elimination half-life 8–12 hours
Excretion Urine (90%), feces (2%)
Identifiers
  • (S)-N 6-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.124.761 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C10H17N3S
Molar mass 211.33 g·mol−1
3D model (JSmol)
  • n1c2c(sc1N)C[C@@H](NCCC)CC2
  • 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 Yes check.svgY
  • Key:FASDKYOPVNHBLU-ZETCQYMHSA-N Yes check.svgY
   (verify)

Pramipexole, sold under the brand Mirapex among others, is a medication used to treat Parkinson's disease (PD) and restless legs syndrome (RLS). [8] In Parkinson's disease it may be used alone or together with levodopa. [8] It is taken by mouth. [8] Pramipexole is a dopamine agonist of the non-ergoline class. [8]

Contents

Pramipexole was approved for medical use in the United States in 1997. [8] It is available as a generic medication. [9] In 2022, it was the 193rd most commonly prescribed medication in the United States, with more than 2 million prescriptions. [10] [11]

Medical uses

Pramipexole is used in the treatment of Parkinson's disease (PD) and restless legs syndrome (RLS). [8] Use in pregnancy and breastfeeding is of unclear safety. [1]

A 2008 meta-analysis found that Pramipexole was more effective than Ropinirole in the treatment of RLS. [12]

It is occasionally prescribed off-label for depression. Its effectiveness as an antidepressant may be a product of its strong partial agonistic activity on and preferential occupation of dopamine D3 receptors at low doses (see table below); as well, the drug has been shown to desensitize the inhibitory D2 autoreceptors but not the postsynaptic D2 receptors, leading to an increase in dopamine and serotonin levels in the prefrontal cortex. [13] Chronic administration of Pramipexole may also result in desensitization of D3 autoreceptors, leading to reduced dopamine transporter function. [14] Trials have shown mixed results for depression. [15]

Pramipexole has also been used as a treatment for REM sleep behaviour disorder, but it is not licensed for use in this disorder. Observational studies suggest it may reduce the frequency and intensity of REM sleep behavior disorder symptoms, but randomized controlled trials have not been performed, so the evidence for its role in this disorder is weak. [16]

Side effects

Common side effects of Pramipexole may include: [17] [4] [5]

Pharmacology

The activity profile of Pramipexole at various sites has been characterized as follows:

Activities of Pramipexole at various sites [28] [29] [30] [31] [32] [33] [4] [5]
SiteAffinity (Ki, nM)Efficacy (Emax, %)Action
D2S 3.3130Super agonist
D2L 3.999Full agonist
D3 0.598Full agonist
D4 3.991Full agonist
Notes: Pramipexole also possesses lower affinity (500–10,000 nM) for the 5-HT1A, 5-HT1B, 5-HT1D, and α2-adrenergic receptors. [28] [34] It has negligible affinity (>10,000 nM) for the D1, D5, 5-HT2, α1-adrenergic, β-adrenergic, H1, and mACh receptors. [28] [34] All sites were assayed using human materials. [28] [29] Pramipexole is a super agonist at the presynaptic D2S receptor, S referring to a shorter amino acid sequence which desensitize overtime unlike postsynaptic D2L receptors.

While Pramipexole is used clinically (see below), its D3-preferring receptor binding profile has made it a popular tool compound for preclinical research. For example, Pramipexole has been used (in combination with D2- and or D3-preferring antagonists) to discover the role of D3 receptor function in rodent models and tasks for neuropsychiatric disorders. [35] Of note, it appears that Pramipexole , in addition to having effects on dopamine D3 receptors, may also affect mitochondrial function via a mechanism that remains less understood. A pharmacological approach to separate dopaminergic from non-dopaminergic (e.g. mitochondrial) effects of Pramipexole has been to study the effects of the R-stereoisomer of Pramipexole (which has much lower affinity to the dopamine receptors when compared to the S-isomer) side by side with the effects of the S-isomer. [36]

Parkinson's disease is a neurodegenerative disease affecting the substantia nigra, a component of the basal ganglia. The substantia nigra has a high quantity of dopaminergic neurons, which are nerve cells that release the neurotransmitter known as dopamine. When dopamine is released, it may activate dopamine receptors in the striatum, which is another component of the basal ganglia. When neurons of the substantia nigra deteriorate in Parkinson's disease, the striatum no longer properly receives dopamine signals. As a result, the basal ganglia can no longer regulate body movement effectively and motor function becomes impaired. By acting as an agonist for the D2, D3, and D4 dopamine receptors, Pramipexole may directly stimulate the underfunctioning dopamine receptors in the striatum, thereby restoring the dopamine signals needed for proper functioning of the basal ganglia.

Pramipexole can increase growth hormone indirectly through its inhibition of somatostatin. [37]

Plasma Concentration of 0.25mg PO after a single dose. Pramipexole02point5mgAUCinfinity.png
Plasma Concentration of 0.25mg PO after a single dose.

Immediate-Release Pramipexole displays a Tmax of approximately 2 hours and 3 hours if taken with a high-fat meal. Extended-Release Pramipexole displays a Tmax of ~6 hours and ~8 hours if taken with food. The AUC of Pramipexole remains unaltered regardless of food presence. Steady-State is achieved within 3 days and 5 days for the IR and ER formulation respectively. Pramipexole is eliminated via the renal organic cation transporter as an unchanged drug showing no signs of any hepatic-mediated metabolism. Pramipexole has been shown to inhibit CYP2D6 with a Ki of 30μM which is significantly higher than the maximum approved dosage of 4.5mg/day thus any enzyme-mediated drug interactions wouldn't be clinically relevant. [38] [39]

Society and culture

Brand names

Brand names include Mirapex, Mirapex ER, Mirapexin, Sifrol, Glepark, and Oprymea.[ citation needed ]

Research

Pramipexole has been evaluated for the treatment of sexual dysfunction experienced by some users of selective serotonin reuptake inhibitor (SSRI) antidepressants. [40] Pramipexole has shown effects on pilot studies in a placebo-controlled proof of concept study in bipolar disorder. [41] [42] [43] It is also being investigated for the treatment of clinical depression and fibromyalgia. [44] [45] [46]

Derivatives

Derivatives of Pramipexole include CJ-998, CJ-1037, CJ-1638, CJ-1639, [47] D-264, D-440, [48] and D-512. [48]

Explanatory notes

  1. ↑ The term "augmentation" has different meanings depending on the context. In the context of the pharmacological management of psychiatric disorders, for example, it means enhancing treatment effects by adding a second drug (or other treatment intervention). In the present context, augmentation has the meaning given above (in the body of the article).

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<span class="mw-page-title-main">Dopamine receptor</span> Class of G protein-coupled receptors

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<span class="mw-page-title-main">Dopamine antagonist</span> Drug which blocks dopamine receptors

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<span class="mw-page-title-main">Dopamine agonist</span> Compound that activates dopamine receptors

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References

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