Structure via PubChem · Public domain (PubChem)
ezetimibe
Sign in to saveEzetimibe, sold under the brand name Zetia among others, is a medication used to treat high blood cholesterol and certain other lipid abnormalities. Generally it is used together with dietary changes and a statin. Alone, it is less preferred than a statin. It is taken by mouth. It is also available in the fixed-dose combinations ezetimibe/simvastatin, ezetimibe/atorvastatin, ezetimibe/rosuvastatin, and ezetimibe/bempedoic acid.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 461098524
- Drug.image
- Ezetimibe.svg
- Drug.image_class
- skin-invert-image
- Drug.caption
- Above: molecular structure of ezetimibe Below: 3D representation of an ezetimibe molecule
- Drug.image2
- Ezetimibe 3D.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Zetia, others
- Drug.MedlinePlus
- a603015
- Drug.DailyMedID
- Ezetimibe
- Drug.pregnancy_AU
- B3
- Drug.routes_of_administration
- By mouth
- Drug.class
- Cholesterol absorption inhibitor
- Drug.ATC_prefix
- C10
- Drug.ATC_suffix
- AX09
- Drug.legal_AU
- S4
- Drug.legal_CA
- Rx-only
- Drug.legal_UK
- POM
via Wikipedia infobox
Chemical data
- Formula
- C24H21F2NO3
- Molecular weight
- 409.4 g/mol
- IUPAC name
- (3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)azetidin-2-one
- SMILES
- C1=CC(=CC=C1[C@@H]2[C@H](C(=O)N2C3=CC=C(C=C3)F)CC[C@@H](C4=CC=C(C=C4)F)O)O
- InChIKey
- OLNTVTPDXPETLC-XPWALMASSA-N
- XLogP
- 4
- Polar surface area
- 60.8 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Research
5,397 papers- Rosuvastatin/Ezetimibe: A Review in Hypercholesterolemia.American journal of cardiovascular drugs : drugs, devices, and other interventions · 2020
- Ezetimibe: a review of its metabolism, pharmacokinetics and drug interactions.Clinical pharmacokinetics · 2005
- Ezetimibe.American journal of cardiovascular drugs : drugs, devices, and other interventions · 2003
- Ezetimibe.Expert opinion on investigational drugs · 2002
- Ezetimibe/simvastatin.Expert opinion on drug safety · 2009
via PubMed
Wikidata facts
- Mass
- 409.14895
Show 6 more facts
- chemical formula
- C₂₄H₂₁F₂NO₃
- isomeric SMILES
- C1=CC(=CC=C1[C@@H]2[C@H](C(=O)N2C3=CC=C(C=C3)F)CC[C@@H](C4=CC=C(C=C4)F)O)O
- canonical SMILES
- C1=CC(=CC=C1C2C(C(=O)N2C3=CC=C(C=C3)F)CCC(C4=CC=C(C=C4)F)O)O
- World Health Organisation international non-proprietary name
- ezetimibe
- defined daily dose
- 10
- Commons category
- Ezetimibe
Sources (6)
via Wikidata · CC0
~5 min read
Article
8 sectionsContents
- Medical uses
- Contraindications
- Adverse effects
- Overdose
- Pharmacology
- Mechanism of action
- Pharmacokinetics
- References
Ezetimibe, sold under the brand name Zetia among others, is a medication used to treat high blood cholesterol and certain other lipid abnormalities. Generally it is used together with dietary changes and a statin. Alone, it is less preferred than a statin. It is taken by mouth. It is also available in the fixed-dose combinations ezetimibe/simvastatin, ezetimibe/atorvastatin, ezetimibe/rosuvastatin, and ezetimibe/bempedoic acid.
The most commonly reported adverse events include upper respiratory tract infections, joint pain, diarrhea, and tiredness. Serious side effects may include anaphylaxis, liver problems, depression, and muscle breakdown. Use in pregnancy and breastfeeding is of unclear safety. Ezetimibe works by decreasing cholesterol absorption in the intestines.