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clopidogrel

File:Clopidogrel_skeletal_formula.svg · Wikimedia Commons · See Wikimedia Commons

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clopidogrel

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Also known as Plavix&reg, 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.

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

via PubMed

Wikidata facts

Mass
321.059
Show 6 more facts
chemical formula
C₁₆H₁₆ClNO₂S
defined daily dose
75
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
Sources (10)

via Wikidata · CC0

~18 min read

Article

14 sections
Contents
  • 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.

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