File:Atorvastatin.svg · Wikimedia Commons · See Wikimedia Commons
atorvastatin
Sign in to saveAlso known as (3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoic acid, LCF872
Atorvastatin, sold under the brand name Lipitor among others, is a statin medication used to prevent cardiovascular disease in those at high risk and to treat abnormal lipid levels. For the prevention of cardiovascular disease, statins are a first-line treatment in reducing cholesterol. It is taken by mouth.
Key facts
- Drug.legal_UK
- POM
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 477861573
- Drug.image
- Atorvastatin.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 275
- Drug.image2
- Atorvastatin-from-xtal-3D-bs-17.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 250
- Drug.tradename
- Lipitor, others
- Drug.MedlinePlus
- a600045
- Drug.DailyMedID
- Atorvastatin
- Drug.pregnancy_AU
- D
- Drug.pregnancy_category
- Contraindicated
- Drug.routes_of_administration
- By mouth
- Drug.class
- Hypolipidemic agent
- Drug.ATC_prefix
- C10
- Drug.ATC_suffix
- AA05
via Wikipedia infobox
Chemical data
- Formula
- C33H35FN2O5
- Molecular weight
- 558.6 g/mol
- IUPAC name
- (3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-propan-2-ylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid
- SMILES
- CC(C)C1=C(C(=C(N1CC[C@H](C[C@H](CC(=O)O)O)O)C2=CC=C(C=C2)F)C3=CC=CC=C3)C(=O)NC4=CC=CC=C4
- InChIKey
- XUKUURHRXDUEBC-KAYWLYCHSA-N
- XLogP
- 5
- Polar surface area
- 112 Ų
- H-bond donors
- 4
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Research
12,870 papers- Clinical pharmacokinetics of atorvastatin.Clinical pharmacokinetics · 2003
- Atorvastatin before percutaneous coronary intervention: A systematic review and meta-analysis.PloS one · 2024
- Effect of ezetimibe coadministered with atorvastatin in 628 patients with primary hypercholesterolemia: a prospective, randomized, double-blind trial.Circulation · 2003
- Atorvastatin-Associated Gynecomastia.The Annals of pharmacotherapy · 2021
- Impact of atorvastatin on erectile dysfunction: A meta-analysis and systematic review.Andrologia · 2022
via PubMed
Wikidata facts
- Mass
- 558.253
Show 6 more facts
- chemical formula
- C₃₃H₃₅FN₂O₅
- isomeric SMILES
- CC(C)C1=C(C(=C(N1CC[C@H](C[C@H](CC(=O)O)O)O)C2=CC=C(C=C2)F)C3=CC=CC=C3)C(=O)NC4=CC=CC=C4
- canonical SMILES
- CC(C)C1=C(C(=C(N1CCC(CC(CC(=O)O)O)O)C2=CC=C(C=C2)F)C3=CC=CC=C3)C(=O)NC4=CC=CC=C4
- defined daily dose
- 20
- World Health Organisation international non-proprietary name
- atorvastatin
- Commons category
- Atorvastatin
Sources (7)
via Wikidata · CC0
~23 min read
Article
32 sectionsContents
- Medical uses
- Dyslipidemia
- Cardiovascular disease
- Kidney disease
- Administration
- Specific populations
- Contraindications
- Side effects
- Major
- Common
- Other
- Increased fasting blood glucose
- Cognitive
- Pancreatitis
- Erectile dysfunction
- Interactions
- Mechanism of action
- Pharmacodynamics
- Pharmacokinetics
- Absorption
- Distribution
- Metabolism
- Excretion
- Pharmacogenetics
- Chemical synthesis
- History
- Society and culture
- Economics
- Brand names
- Medication recalls
- References
- Further reading
Atorvastatin, sold under the brand name Lipitor among others, is a statin medication used to prevent cardiovascular disease in those at high risk and to treat abnormal lipid levels. For the prevention of cardiovascular disease, statins are a first-line treatment in reducing cholesterol. It is taken by mouth.
Common side effects may include diarrhea, heartburn, nausea, muscle pain (typically mild and dose-dependent) and, less frequently, joint pain. Muscle symptoms often occur during the first year and are commonly influenced by pre-existing health issues and the nocebo effect. Most patients can continue therapy with dose adjustment or statin switching. Rare (3.75 mmol/L), findings are inconsistent and potentially misleading. Evidence suggests that LDL-C levels are not a reliable predictor of mortality in the hemodialysis population given the complex interplay of patient factors in ESRD. Therefore, LDL-C levels cannot be considered a true predictor of composite risk. Additionally, the impact and relevance of hemodialysis on statin levels and efficacy were not addressed in these trials. Liver impairment: Increased drug levels can be seen in people with advanced cirrhosis. Despite these concerns, a 2017 systematic review and analysis of available evidence has shown that statins, such as atorvastatin, are relatively safe to use in stable, asymptomatic cirrhosis and may even reduce the risk of liver disease progression and death.