File:Clopidogrel_skeletal_formula.svg · Wikimedia Commons · See Wikimedia Commons
clopidogrel
Sign in to saveAlso known as Plavix®, SR-25990C, (+)-Clopidogrel, clopidogrelum
Clopidogrel, sold under the brand name Plavix and other names, is an antiplatelet medication used to reduce the risk of heart disease and stroke in those at high risk. It is also used together with aspirin in heart attacks and following the placement of a coronary artery stent (dual antiplatelet therapy). It is taken by mouth. Its effect starts about two hours after intake and lasts for five days.
OverviewAI-generated
Clopidogrel is a chemical compound with the formula C₁₆H₁₆ClNO₂S. Its IUPAC name is methyl (2S)-2-(2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate. The substance has a mass of 321.059 and a weight of 321.8. It features a defined daily dose of 75.
Physicochemical properties include an xlogp of 3.8 and a topological polar surface area of 57.8. The molecule contains zero hydrogen bond donors and four hydrogen bond acceptors, with a charge of 0. It is associated with a PubMed literature count of 18782 and is referenced by 432 other encyclopedia articles.
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.verifiedrevid
- 460044539
- Drug.image
- Clopidogrel skeletal formula.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200
- Drug.alt
- Skeletal formula
- Drug.image2
- Clopidogrel molecule ball from xtal.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 200
- Drug.alt2
- Ball-and-stick model clopidogrel
- Drug.tradename
- Plavix, Iscover, others
- Drug.MedlinePlus
- a601040
- Drug.DailyMedID
- Clopidogrel
- Drug.pregnancy_AU
- B1
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- B01
- Drug.ATC_suffix
- AC04
- Drug.legal_AU
- S4
- Drug.legal_UK
- POM
via Wikipedia infobox
Chemical data
- Formula
- C16H16ClNO2S
- Molecular weight
- 321.8 g/mol
- IUPAC name
- methyl (2S)-2-(2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate
- SMILES
- COC(=O)[C@H](C1=CC=CC=C1Cl)N2CCC3=C(C2)C=CS3
- InChIKey
- GKTWGGQPFAXNFI-HNNXBMFYSA-N
- XLogP
- 3.8
- Polar surface area
- 57.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
18,782 papers- Clopidogrel Hypersensitivity: Pathogenesis, Presentation and Diagnosis.Current vascular pharmacology · 2019
- How much protection does clopidogrel provide to cats with hypertrophic cardiomyopathy?Journal of the American Veterinary Medical Association · 2024
- Pleiotropic effects of clopidogrel.Purinergic signalling · 2022
- The Role of Clopidogrel in 2020: A Reappraisal.Cardiovascular therapeutics · 2020
- Clopidogrel Dosing: Current Successes and Emerging Factors for Further Consideration.Clinical pharmacology and therapeutics · 2021
via PubMed
Wikidata facts
- Subclass of
- platelet aggregation inhibitors
- Mass
- 321.059
- Has use
- medication
Show 11 more facts
- chemical formula
- C₁₆H₁₆ClNO₂S
- defined daily dose
- 75
- medical condition treated
- stroke
- isomeric SMILES
- COC(=O)[C@H](C1=CC=CC=C1Cl)N2CCC3=C(C2)C=CS3
- canonical SMILES
- COC(=O)C(C1=CC=CC=C1Cl)N2CCC3=C(C2)C=CS3
- World Health Organisation international non-proprietary name
- clopidogrel
- Commons category
- Clopidogrel
- different from
- clopidol
- route of administration
- oral administration
- legal status (medicine)
- boxed warning
- significant drug interaction
- fluoxetine
Sources (10)
via Wikidata · CC0
~18 min read
Encyclopedic overview
14 sectionsContents
- Medical uses
- Adverse effects
- Interactions
- Pharmacology
- Pharmacokinetics and metabolism
- Pharmacogenetics
- Mechanism of action
- Society and culture
- Economics
- Names
- Veterinary uses
- References
- Further reading
- External links
Clopidogrel, sold under the brand name Plavix and other names, is an antiplatelet medication used to reduce the risk of heart disease and stroke in those at high risk. It is also used together with aspirin in heart attacks and following the placement of a coronary artery stent (dual antiplatelet therapy). It is taken by mouth. Its effect starts about two hours after intake and lasts for five days.
Common side effects include headache, nausea, easy bruising, itching, and heartburn. More severe side effects include bleeding and thrombotic thrombocytopenic purpura. While there is no evidence of harm from use during pregnancy, such use has not been well studied. Clopidogrel is in the thienopyridine-class of antiplatelets. It works by irreversibly inhibiting a receptor called P2Y12 on platelets.
Excerpted from Wikipedia’s “clopidogrel” article, available under the CC BY-SA 4.0 licence.