File:Pregabalin.svg · Wikimedia Commons · See Wikimedia Commons
pregabalin
Sign in to saveAlso 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.
OverviewAI-generated
Pregabalin is a chemical compound with the formula C₈H₁₇NO₂. Its IUPAC name is (3S)-3-(azaniumylmethyl)-5-methylhexanoate. The substance has a mass of 159.125929 and a weight of 159.23. It is characterized by a defined daily dose of 0.3.
Chemical properties include an xlogp value of -0.9 and a topological polar surface area of 67.8. The molecule contains one hydrogen bond donor and two hydrogen bond acceptors, with a charge of 0.
Pregabalin is referenced by 1,263 other encyclopedia articles. A search for the term yields 5,758 entries in the PubMed database.
Synthesized by Vinony from 19 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
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 Ų
- 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
~21 min read
Encyclopedic overview
30 sectionsContents
- 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
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.
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.
Excerpted from Wikipedia’s “pregabalin” article, available under the CC BY-SA 4.0 licence.