User:Mr. Ibrahem/Cefpodoxime

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Mr. Ibrahem/Cefpodoxime
Clinical data
Trade namesVantin, others
Other namesCephpodoxime, cefpodoxime proxetil
AHFS/Drugs.comMonograph
MedlinePlusa698024
Pregnancy
category
  • AU: B1
Routes of
administration
By mouth
Drug classAntibiotic (3rd generation cephalosporin)[1]
Legal status
Legal status
Pharmacokinetic data
Bioavailability50%
Protein binding21% to 29%
MetabolismNegligible. Cefpodoxime proxetil is metabolized to cefpodoxime by the liver
Elimination half-life2 hours
ExcretionKidney, unchanged
Identifiers
  • (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyimino-acetyl]amino}-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Chemical and physical data
FormulaC15H17N5O6S2
Molar mass427.45 g·mol−1
3D model (JSmol)
  • O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)C(=N\OC)/c3nc(sc3)N)COC)C(=O)O
  • InChI=1S/C15H17N5O6S2/c1-25-3-6-4-27-13-9(12(22)20(13)10(6)14(23)24)18-11(21)8(19-26-2)7-5-28-15(16)17-7/h5,9,13H,3-4H2,1-2H3,(H2,16,17)(H,18,21)(H,23,24)/b19-8-/t9-,13-/m1/s1 checkY
  • Key:WYUSVOMTXWRGEK-HBWVYFAYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Cefpodoxime, sold under the brand name Vantin among others, is an antibiotic used to treat middle ear infections, strep throat, sinusitis, urinary tract infections, and gonorrhea.[2] It is taken by mouth.[2]

Common side effects include diarrhea, nausea, vaginal yeast infections, abdominal pain, and headache.[3] Other side effects may include allergic reactions and Clostridioides difficile infection.[2] While there is no evidence of harm with use in pregnancy, such use has not been well studied.[4] It is a third-generation cephalosporin and works by interfering with the bacterial cell wall.[1]

Cefpodoxime was patented in 1980 and approved for medical use in 1989.[5] It is available as a generic medication.[2] In the United States 20 tablets of 200 mg costs about 36 USD as of 2021.[6]

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. 832. ISBN 978-1-260-45231-0. Archived from the original on 2021-10-10. Retrieved 2021-11-30.
  2. ^ a b c d e "Cefpodoxime Monograph for Professionals". Drugs.com. Archived from the original on 28 January 2021. Retrieved 30 December 2021.
  3. ^ a b "DailyMed - CEFPODOXIME PROXETIL tablet, film coated". dailymed.nlm.nih.gov. Archived from the original on 28 December 2021. Retrieved 30 December 2021.
  4. ^ "Cefpodoxime (Vantin) Use During Pregnancy". Drugs.com. Archived from the original on 29 November 2020. Retrieved 30 December 2021.
  5. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 495. ISBN 9783527607495. Archived from the original on 2016-12-20. Retrieved 2021-06-11.
  6. ^ "Cefpodoxime Prices, Coupons & Savings Tips - GoodRx". GoodRx. Archived from the original on 9 November 2016. Retrieved 30 December 2021.