User:Mr. Ibrahem/Cefepime

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Mr. Ibrahem/Cefepime
Clinical data
Pronunciation/ˈsɛfɪpm/ or /ˈkɛfɪpm/
Trade namesMaxipime, Voco, Renapime, others
Other namesCephepime
AHFS/Drugs.comMonograph
MedlinePlusa698021
Pregnancy
category
  • AU: B1
Routes of
administration
Intravenous, intramuscular
Drug classAntibiotic (4th generation cephalosporin)[1]
Legal status
Legal status
Pharmacokinetic data
Bioavailability100% (IM)
MetabolismLiver 15%
Elimination half-life2 hours
ExcretionKidney 70–99%
Identifiers
  • (6R,7R,Z)-
    7-(2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-
    3-((1-methylpyrrolidinium-1-yl)methyl)-8-oxo-5-thia-
    1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate
Chemical and physical data
FormulaC19H24N6O5S2
Molar mass480.56 g·mol−1
3D model (JSmol)
Melting point150 °C (302 °F) (dec.)
  • O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)C(=N\OC)/c3nc(sc3)N)C[N+]4(C)CCCC4)C([O-])=O
  • InChI=1S/C19H24N6O5S2/c1-25(5-3-4-6-25)7-10-8-31-17-13(16(27)24(17)14(10)18(28)29)22-15(26)12(23-30-2)11-9-32-19(20)21-11/h9,13,17H,3-8H2,1-2H3,(H3-,20,21,22,26,28,29)/b23-12-/t13-,17-/m1/s1 checkY
  • Key:HVFLCNVBZFFHBT-ZKDACBOMSA-N checkY
  (verify)

Cefepime, sold under the brand name Renapime among others, is an antibiotic used to treat intra abdominal infections, respiratory tract infections, skin and skin structure infections, urinary tract infections, meningitis, endocarditis, and sepsis.[2][3] It works against both gram positive and gram negative bacteria.[4] It is given by injection into a vein or muscle.[3]

Common side effects include diarrhea, nausea, rash, and pain at the site of injection.[2] Other side effects may include allergic reactions, Clostridioides difficile infection, and encephalopathy.[2] There is no evidence of harm in pregnancy but such use has not been well studied.[5] It is a fourth-generation cephalosporin.[1]

Cefepime was patented in 1982 and approved for medical use in 1994.[6] It is available as a generic medication.[7] In the United Kingdom 10 doses of 2 grams costs the NHS about £110 as of 2021.[3] This amount in the United States is about 70 USD.[8] It was removed from the World Health Organization's List of Essential Medicines in 2019.[9]

References[edit]

  1. ^ a b Beauduy, Camille E.; Winston, Lisa G. (2020). "43. Beta-lactam and other cell wall - & membrane - active antibiotics". In Katzung, Bertram G.; Trevor, Anthony J. (eds.). Basic and Clinical Pharmacology (15th ed.). New York: McGraw-Hill. p. 833. ISBN 978-1-260-45231-0. Archived from the original on 10 October 2021. Retrieved 30 November 2021.
  2. ^ a b c d e "Cefepime Monograph for Professionals". Drugs.com. Archived from the original on 19 January 2021. Retrieved 30 December 2021.
  3. ^ a b c BNF 81: March-September 2021. BMJ Group and the Pharmaceutical Press. 2021. p. 561. ISBN 978-0857114105.
  4. ^ "Cephalosporins". LiverTox: Clinical and Research Information on Drug-Induced Liver Injury. National Institute of Diabetes and Digestive and Kidney Diseases. 2012. Archived from the original on 1 November 2021. Retrieved 30 December 2021.
  5. ^ "Cefepime (Maxipime) Use During Pregnancy". Drugs.com. Archived from the original on 29 November 2020. Retrieved 30 December 2021.
  6. ^ Fischer, Jnos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 496. ISBN 9783527607495. Archived from the original on 19 June 2021. Retrieved 26 July 2021.
  7. ^ "Cefepime Prices, Coupons & Savings Tips - GoodRx". GoodRx. Retrieved 30 December 2021.
  8. ^ "Cefepime Prices, Coupons & Patient Assistance Programs". Drugs.com. Archived from the original on 12 August 2020. Retrieved 30 December 2021.
  9. ^ World Health Organization (2019). Executive summary: the selection and use of essential medicines 2019: report of the 22nd WHO Expert Committee on the selection and use of essential medicines. Geneva: World Health Organization. hdl:10665/325773. WHO/MVP/EMP/IAU/2019.05. License: CC BY-NC-SA 3.0 IGO.