User:Mr. Ibrahem/Clopidogrel

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Mr. Ibrahem/Clopidogrel
Skeletal formula
Ball-and-stick model clopidogrel
Clinical data
Pronunciation/kləˈpɪdəɡrɛl, kl-/[1]
Trade namesPlavix, others[2]
AHFS/Drugs.comMonograph
MedlinePlusa601040
License data
Pregnancy
category
Routes of
administration
By mouth
Drug classThienopyridine, antiplatelet[4]
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
Bioavailability>50%
Protein binding94–98%
MetabolismLiver
Onset of action2 hours[4]
Elimination half-life7–8 hours (inactive metabolite)
Duration of action5 days[4]
Excretion50% kidney
46% biliary
Identifiers
  • (+)-(S)-methyl 2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetate
Chemical and physical data
FormulaC16H16ClNO2S
Molar mass321.82 g·mol−1
3D model (JSmol)
  • COC(=O)[C@H](c1ccccc1Cl)N2CCc3c(ccs3)C2
  • InChI=1S/C16H16ClNO2S/c1-20-16(19)15(12-4-2-3-5-13(12)17)18-8-6-14-11(10-18)7-9-21-14/h2-5,7,9,15H,6,8,10H2,1H3/t15-/m0/s1 checkY
  • Key:GKTWGGQPFAXNFI-HNNXBMFYSA-N checkY
  (verify)

Clopidogrel, sold under the trade name Plavix among others,[2] is an antiplatelet medication used to reduce the risk of heart disease and stroke in those at high risk.[4] It is also used together with aspirin in heart attacks and following the placement of a coronary artery stent (dual antiplatelet therapy).[4] It is taken by mouth.[4] Onset of effects is about two hours and lasts for five days.[4]

Common side effects include headache, nausea, easy bruising, itching, and heartburn.[4] More severe side effects include bleeding and thrombotic thrombocytopenic purpura.[4] While there is no evidence of harm from use during pregnancy, such use has not been well studied.[3] Clopidogrel is in the thienopyridine-class of antiplatelets.[4] It works by irreversibly inhibiting a receptor called P2Y12 on platelets.[4]

Clopidogrel was patented in 1982, and approved for medical use in 1997.[6][7] It is on the World Health Organization's List of Essential Medicines.[8] The wholesale cost in the developing world is about US$0.77–31.59 per month.[9] In the United States, a month of treatment costs less than US$25.[10] In 2017, it was the 40th most commonly prescribed medication in the United States, with more than 19 million prescriptions.[11][12]

References[edit]

  1. ^ "Clopidogrel". Lexico Dictionaries. Archived from the original on 25 October 2019. Retrieved 26 October 2019.
  2. ^ a b "Clopidogrel International brand names". Drugs.com. Archived from the original on 1 April 2017. Retrieved 1 April 2017.
  3. ^ a b c "Clopidogrel (Plavix) Use During Pregnancy". Drugs.com. Archived from the original on 21 December 2016. Retrieved 14 December 2016.
  4. ^ a b c d e f g h i j k l m "Clopidogrel Bisulfate". The American Society of Health-System Pharmacists. Archived from the original on 21 December 2016. Retrieved 8 December 2016.
  5. ^ "WHOCC - ATC/DDD Index". www.whocc.no. Archived from the original on 24 January 2021. Retrieved 19 September 2020.
  6. ^ "Plavix- clopidogrel bisulfate tablet, film coated". DailyMed. Bristol-Myers Squibb/Sanofi Pharmaceuticals Partnership. 17 May 2019. Archived from the original on 4 August 2020. Retrieved 26 December 2019.
  7. ^ Fischer, Janos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 453. ISBN 9783527607495. Archived from the original on 2016-12-20.
  8. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  9. ^ "Clopidogrel Bisulfate". International Drug Price Indicator Guide. Archived from the original on 13 October 2018. Retrieved 8 December 2016.
  10. ^ Hamilton, Richart (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 147. ISBN 9781284057560.
  11. ^ "The Top 300 of 2020". ClinCalc. Archived from the original on 12 February 2021. Retrieved 11 April 2020.
  12. ^ "Clopidogrel Bisulfate - Drug Usage Statistics". ClinCalc. 23 December 2019. Archived from the original on 12 April 2020. Retrieved 11 April 2020.