User:Mr. Ibrahem/Atorvastatin

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Mr. Ibrahem/Atorvastatin
Clinical data
Pronunciation/əˌtɔːrvəˈstætən/
Trade namesLipitor, Sortis, others
AHFS/Drugs.comMonograph
MedlinePlusa600045
License data
Pregnancy
category
Routes of
administration
By mouth
Drug classStatin
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
Bioavailability12%
MetabolismLiver (CYP3A4)
Elimination half-life14 hours
ExcretionBile
Identifiers
  • (3R,5R)-7-[2-(4-Fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-propan-2-ylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid
Chemical and physical data
FormulaC33H35FN2O5
Molar mass558.64 g·mol−1
3D model (JSmol)
  • O=C(O)C[C@H](O)C[C@H](O)CCn2c(c(c(c2c1ccc(F)cc1)c3ccccc3)C(=O)Nc4ccccc4)C(C)C
  • InChI=1S/C33H35FN2O5/c1-21(2)31-30(33(41)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)36(31)18-17-26(37)19-27(38)20-28(39)40/h3-16,21,26-27,37-38H,17-20H2,1-2H3,(H,35,41)(H,39,40)/t26-,27-/m1/s1 checkY
  • Key:XUKUURHRXDUEBC-KAYWLYCHSA-N checkY
  (verify)

Atorvastatin, sold under the brand name Lipitor among others, is a statin medication used to prevent cardiovascular disease in those at high risk and treat abnormal lipid levels.[2] For the prevention of cardiovascular disease, statins are a first-line treatment.[2] It is taken by mouth.[2]

Common side effects include joint pain, diarrhea, heartburn, nausea, and muscle pains.[2] Serious side effects may include rhabdomyolysis, liver problems, and diabetes.[2] Use during pregnancy may harm the baby.[2] Like all statins, atorvastatin works by inhibiting HMG-CoA reductase, an enzyme found in the liver that plays a role in producing cholesterol.[2]

Atorvastatin was patented in 1986, and approved for medical use in the United States in 1996.[2][4] It is on the World Health Organization's List of Essential Medicines as an alternative to simvastatin.[5] It is available as a generic medication and is relatively inexpensive.[2][6] In 2018, it was the most prescribed medication in the United States, with more than 112 million prescriptions.[7]

References

  1. ^ a b c "Atorvastatin (Lipitor) Use During Pregnancy". Drugs.com. 3 February 2020. Archived from the original on 4 December 2019. Retrieved 26 February 2020.
  2. ^ a b c d e f g h i j k "Atorvastatin Calcium Monograph for Professionals". Drugs.com. AHFS. Archived from the original on 25 October 2010. Retrieved 23 December 2018.
  3. ^ Cite error: The named reference WHO2020DDD was invoked but never defined (see the help page).
  4. ^ Fischer, Jnos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 473. ISBN 9783527607495. Archived from the original on 16 May 2021. Retrieved 10 May 2020.
  5. ^ World Health Organization (2023). The selection and use of essential medicines 2023: web annex A: World Health Organization model list of essential medicines: 23rd list (2023). Geneva: World Health Organization. hdl:10665/371090. WHO/MHP/HPS/EML/2023.02.
  6. ^ Cite error: The named reference Hit2014 was invoked but never defined (see the help page).
  7. ^ "The Top 300 of 2021". clincalc.com. Archived from the original on 12 February 2021. Retrieved 20 November 2020.