pregabalin

Also known as (S)-pregabalin, CI 1008, Lyrica®, Nervalin®, PD 144723, (S)-3-Isobutyl GABA, 3-Isobutyl GABA, (S)-3-Isobutyl gaba

Pregabalin, sold under the brand names Axalid and Lyrica among others, is an anticonvulsant, analgesic, and anxiolytic amino acid medication used to treat epilepsy, neuropathic pain, fibromyalgia, restless legs syndrome, opioid withdrawal, generalized anxiety disorder (GAD), and postherpetic neuralgia (a type of nerve damage that can result from shingles). Pregabalin also has antiallodynic properties. Its use in epilepsy is as an add-on therapy for partial seizures. When used before surgery, it reduces pain but results in greater sedation and visual disturbances. It is taken by mouth.

Key facts

Drug.Verifiedfields: verified
Drug.Watchedfields: verified
Drug.verifiedrevid: 457473985
Drug.image: Pregabalin.svg
Drug.image_class: skin-invert-image
Drug.width: 200
Drug.image2: Pregabalin ball-and-stick model.png
Drug.image_class2: bg-transparent
Drug.width2: 215
Drug.tradename: Lyrica, others
Drug.MedlinePlus: a605045
Drug.DailyMedID: Pregabalin
Drug.pregnancy_AU: D
Drug.dependency_liability: Physical: HighPsychological: Moderate
Drug.addiction_liability: Low (but varying with dosage and route of administration)
Drug.routes_of_administration: By mouth
Drug.ATC_prefix: N02
Drug.ATC_suffix: BF02

via Wikipedia infobox

Chemical data

Formula: C8H17NO2
Molecular weight: 159.23 g/mol
IUPAC name: (3S)-3-(azaniumylmethyl)-5-methylhexanoate
SMILES: CC(C)C[C@@H](CC(=O)[O-])C[NH3+]
InChIKey: AYXYPKUFHZROOJ-ZETCQYMHSA-N
XLogP: -0.9
Polar surface area: 67.8 Å²
H-bond donors: 1
H-bond acceptors: 2
Formal charge: 0

via PubChem

Research

5,758 papers

How addictive are gabapentin and pregabalin? A systematic review.European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology · 2017
Is there a role for combined use of gabapentin and pregabalin in pain control? Too good to be true?Current medical research and opinion · 2018
A systematic review and meta-analysis of the effectiveness and adverse events of gabapentin and pregabalin for sciatica pain.Atencion primaria · 2022
Pregabalin-induced rhabdomyolysis: a case series and literature analysis.The Journal of international medical research · 2024
Pregabalin supplementation for the pain relief of septorhinoplasty: a meta-analysis study.European archives of oto-rhino-laryngology : official journal of the European Federation of Oto-Rhino-Laryngological Societies (EUFOS) : affiliated with the German Society for Oto-Rhino-Laryngology - Head and Neck Surgery · 2023

via PubMed

Wikidata facts

Mass: 159.125929

Show 6 more facts

chemical formula: C₈H₁₇NO₂
Commons category: Pregabalin
isomeric SMILES: CC(C)C[C@@H](CC(=O)O)CN
canonical SMILES: CC(C)CC(CC(=O)O)CN
World Health Organisation international non-proprietary name: pregabalin
defined daily dose: 0.3

Sources (6)

via Wikidata · CC0

~21 min read

Article

30 sections

Contents

Medical uses
Seizures
Neuropathic pain
Anxiety disorders
Generalized anxiety disorder
Other uses
Adverse effects
Withdrawal symptoms
Pregnancy
Breathing
Abuse potential
Overdose
Interactions
Pharmacology
Mechanism of action
Pharmacodynamics
Pharmacokinetics
Absorption
Distribution
Metabolism
Elimination
Chemistry
Synthesis
History
Society and culture
Legal status
Economics
Intellectual property
Brand names
References

Common side effects can include headache, dizziness, sleepiness, euphoria, confusion, trouble with memory, poor coordination, dry mouth, problems with vision, and weight gain. Serious side effects may include angioedema, kidney damage, and seizures.