User:Mr. Ibrahem/Nitrofurantoin

From Wikipedia, the free encyclopedia
Mr. Ibrahem/Nitrofurantoin
Structural formula of nitrofurantoin
Ball-and-stick model of the nitrofurantoin molecule
Clinical data
Trade namesMacrobid, Macrodantin and others
AHFS/Drugs.comMonograph
MedlinePlusa682291
License data
Pregnancy
category
  • AU: A
Routes of
administration
By mouth
Legal status
Legal status
Pharmacokinetic data
Bioavailability40%
MetabolismLiver (75%)
Elimination half-life20 minutes
ExcretionUrine and bile
Identifiers
  • (E)-1-[(5-nitro-2-furyl)methylideneamino]imidazolidine-2,4-dione
Chemical and physical data
FormulaC8H6N4O5
Molar mass238.16 g·mol−1
3D model (JSmol)
Melting point270 to 272 °C (518 to 522 °F) (decomp.)
  • O=[N+]([O-])c2oc(/C=N/N1C(=O)NC(=O)C1)cc2
  • InChI=1S/C8H6N4O5/c13-6-4-11(8(14)10-6)9-3-5-1-2-7(17-5)12(15)16/h1-3H,4H2,(H,10,13,14)/b9-3+ checkY
  • Key:NXFQHRVNIOXGAQ-YCRREMRBSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Nitrofurantoin, sold under the brand name Macrobid among others, is an antibiotic used to prevent and treat bladder infections, but is not as effective for kidney infections.[3][4] It is taken by mouth.[3]

Common side effects include nausea, loss of appetite, diarrhea, and headaches.[3] Rarely numbness, lung problems, or liver problems may occur.[3] It should not be used in people with kidney problems.[3] While it appears to be generally safe during pregnancy it should not be used near delivery.[3][5] While it usually works by slowing bacterial growth, it may result in bacterial death at the high concentrations found in urine.[3]

Nitrofurantoin was first sold in 1953.[6] It is on the World Health Organization's List of Essential Medicines.[7] It is available as a generic medication.[3] The wholesale cost in the developing world is between US$0.10 and US$9.20 for a course of treatment.[8] In the United States, the wholesale cost is about US$8 for a course of treatment as of 2018.[9] In Canada this is about 21 CAD as of 2023.[10] In 2017, it was the 185th most commonly prescribed medication in the United States, with more than three million prescriptions.[11][12]

References[edit]

  1. ^ Squadrito, Francis J.; del Portal, Daniel (2022). "Nitrofurantoin". StatPearls. StatPearls Publishing. Archived from the original on 4 April 2022. Retrieved 28 September 2022.
  2. ^ "WHOCC - ATC/DDD Index". www.whocc.no. Archived from the original on 18 October 2020. Retrieved 1 September 2020.
  3. ^ a b c d e f g h "Nitrofurantoin". The American Society of Health-System Pharmacists. Archived from the original on 2015-07-07. Retrieved Aug 1, 2015.
  4. ^ "5. Infection". British National Formulary (BNF) (82 ed.). London: BMJ Group and the Pharmaceutical Press. September 2021 – March 2022. pp. 534–535. ISBN 978-0-85711-413-6.{{cite book}}: CS1 maint: date format (link)
  5. ^ "Prescribing medicines in pregnancy database". Australian Government. 3 March 2014. Archived from the original on 8 April 2014. Retrieved 22 April 2014.
  6. ^ Blass, Benjamin (2015). Basic Principles of Drug Discovery and Development. Elsevier. p. 511. ISBN 9780124115255. Archived from the original on 2017-09-08.
  7. ^ 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.
  8. ^ "Nitrofurantoin". International Drug Price Indicator Guide. Archived from the original on 5 March 2017. Retrieved 31 August 2015.
  9. ^ "NADAC as of 2018-09-12". Centers for Medicare and Medicaid Services. Archived from the original on 13 September 2018. Retrieved 26 June 2018.
  10. ^ Ton, Joey (2 April 2023). "#337 Clear, not cloudy: Antibiotic options for uncomplicated urinary tract infections". CFPCLearn. Archived from the original on 1 July 2023. Retrieved 14 June 2023.
  11. ^ "The Top 300 of 2020". ClinCalc. Archived from the original on 12 February 2021. Retrieved 11 April 2020.
  12. ^ "Nitrofurantoin - Drug Usage Statistics". ClinCalc. Archived from the original on 8 July 2020. Retrieved 11 April 2020.