User:Mr. Ibrahem/Rosiglitazone

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Mr. Ibrahem/Rosiglitazone
Clinical data
Trade namesAvandia, others
AHFS/Drugs.comMonograph
MedlinePlusa699023
License data
Pregnancy
category
  • AU: B3
Routes of
administration		By mouth
Drug classThiazolidinedione[1]
Legal status
Legal status
Pharmacokinetic data
Bioavailability99%
Protein binding99.8%
MetabolismLiver (CYP2C8-mediated)
Elimination half-life3–4 hours
ExcretionKidney (64%) and fecal (23%)
Identifiers
  • (RS)-5-[4-(2-[methyl(pyridin-2-yl)amino]ethoxy)benzyl]thiazolidine-2,4-dione
Chemical and physical data
FormulaC18H19N3O3S
Molar mass357.43 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
Melting point122 to 123 °C (252 to 253 °F)
  • O=C1NC(=O)SC1Cc3ccc(OCCN(c2ncccc2)C)cc3
  • InChI=1S/C18H19N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,15H,10-12H2,1H3,(H,20,22,23) checkY
  • Key:YASAKCUCGLMORW-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Rosiglitazone, sold under the brand name Avandia and others, is a medication used to treat type 2 diabetes.[1] Metformin is generally the first line medication; with rosiglitazone worsening outcomes.[1][2] It is taken by mouth.[1] It is also available in combination with metformin or glimepiride.[3]

Common side effects include headache and upper respiratory tract infection.[1] Other side effects may include heart failure, swelling, bone fractures, and liver problems.[1] While there was previous concerns regarding heart attacks, these concerns have not be substantiated.[4][3] Safety in pregnancy is unclear.[5] It is in the thiazolidinedione class and works by increasing sensitivity to insulin.[1]

Rosiglitazone was patented in 1987 and approved for medical use in the United States in 1999.[6][1] While it was approved for use in Europe in 2000, it approval was suspended in 2010 due to safety concerns, and withdrawn in 2015.[7][8][9] It was withdrawn from the market in India in 2010,[10] and New Zealand in 2011.[11] In the United States a month of treatment costs about 150 USD as of 2021.[12]

References[edit]

  1. ^ a b c d e f g h i j k "Rosiglitazone Monograph for Professionals". Drugs.com. Archived from the original on 25 January 2021. Retrieved 18 October 2021.
  2. ^ Ton, Joey (4 October 2010). "#34 Rosiglitazone – Reasonable Option or Regrettable Choice?". CFPCLearn. Archived from the original on 2 July 2023. Retrieved 18 June 2023.
  3. ^ a b Research, Center for Drug Evaluation and (29 June 2021). "FDA Drug Safety Communication: FDA eliminates the Risk Evaluation and Mitigation Strategy (REMS) for rosiglitazone-containing diabetes medicines". FDA. Archived from the original on 30 June 2021. Retrieved 19 October 2021.
  4. ^ Lebovitz, HE (27 November 2019). "Thiazolidinediones: the Forgotten Diabetes Medications". Current diabetes reports. 19 (12): 151. doi:10.1007/s11892-019-1270-y. PMID 31776781.
  5. ^ "Rosiglitazone (Avandia) Use During Pregnancy". Drugs.com. Archived from the original on 18 January 2021. Retrieved 19 October 2021.
  6. ^ Fischer, Jnos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 450. ISBN 9783527607495. Archived from the original on 2020-12-21. Retrieved 2021-07-21.
  7. ^ "Avandia". Archived from the original on 9 April 2021. Retrieved 19 October 2021.
  8. ^ "EMEA/H/C/000268" (PDF). Archived (PDF) from the original on 19 October 2021. Retrieved 19 October 2021.
  9. ^ "European Medicines Agency recommends suspension of Avandia, Avandamet and Avaglim". News and Events. European Medicines Agency. 2018-09-17. Archived from the original on 2015-09-24. Retrieved 2022-03-14.
  10. ^ "Drugs banned in India". Central Drugs Standard Control Organization, Dte.GHS, Ministry of Health and Family Welfare, Government of India. Archived from the original on 2015-02-21. Retrieved 2013-09-17.
  11. ^ "Diabetes drug withdrawn". Stuff.co.nz. NZPA. 17 February 2011. Archived from the original on 13 October 2013. Retrieved 5 November 2011.
  12. ^ "Avandia Prices, Coupons & Patient Assistance Programs". Drugs.com. Archived from the original on 23 April 2021. Retrieved 19 October 2021.
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