Mr. Ibrahem/Posaconazole
Clinical data
Trade namesNoxafil, Posanol, others
AHFS/Drugs.comMonograph
MedlinePlusa607036
License data
Pregnancy
category
Routes of
administration
By mouth (oral suspension, delayed-release tablets), IV
Drug classAntifungal (azole)[2]
Legal status
Legal status
  • AU: S4 (Prescription only)
  • US: ℞-only
  • EU: Rx-only
Pharmacokinetic data
BioavailabilityHigh
Protein binding98 to 99%
MetabolismLiver (glucuronidation)
Elimination half-life16 to 31 hours
ExcretionFecal (71–77%) and kidney (13–14%)
Identifiers
  • 4-[4-[4-[4-[[(3R,5R)-5-(2,4-difluorophenyl)tetrahydro-5-(1H-1,2,4-triazol-1-ylmethyl)-3-furanyl]methoxy]phenyl]-1-piperazinyl]phenyl]-2-[(1S,2S)-1-ethyl-2- hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one
Chemical and physical data
FormulaC37H42F2N8O4
Molar mass700.778 g·mol−1
3D model (JSmol)
  • O=C1N(/N=C\N1c2ccc(cc2)N7CCN(c6ccc(OCC3C[C@@](OC3)(c4ccc(F)cc4F)Cn5ncnc5)cc6)CC7)[C@@H](CC)[C@@H](O)C
  • InChI=1S/C37H42F2N8O4/c1-3-35(26(2)48)47-36(49)46(25-42-47)31-7-5-29(6-8-31)43-14-16-44(17-15-43)30-9-11-32(12-10-30)50-20-27-19-37(51-21-27,22-45-24-40-23-41-45)33-13-4-28(38)18-34(33)39/h4-13,18,23-27,35,48H,3,14-17,19-22H2,1-2H3/t26-,27?,35-,37-/m0/s1 checkY
  • Key:RAGOYPUPXAKGKH-AGDNISCASA-N checkY
 ☒NcheckY (what is this?)  (verify)

Posaconazole, sold under the brand names Noxafil among others, is an antifungal medication use to treat and prevent thrush, aspergillosis, mucormycosis, coccidioidomycosis, fusariosis, and chromoblastomycosis.[3][2] It is used when other treatments are not appropriate.[3] It is taken by mouth of given by injection into a vein.[3]

Common side effects include nausea, diarrhea, fever, and liver problems.[3] Other side effects may include allergic reactions and QT prolongation.[2] Safety is unclear in pregnancy, with use not recommended in early pregnancy.[2] It is in the azole family of medications and works by blocking lanosterol 14 alpha-demethylase.[2]

Posaconazole was approved for medical use in Europe in 2005 and the United States in 2006.[3][2] Generic versions have been approved.[4][5] In the United Kingdom 24 tablets of 100 mg cost the NHS about £600 as of 2021.[5] This amount in the United States costs about 410 USD.[6]

References edit

  1. ^ a b "Posaconazole (Noxafil) Use During Pregnancy". Drugs.com. 23 April 2019. Archived from the original on 30 January 2020. Retrieved 30 January 2020.
  2. ^ a b c d e f g "Posaconazole Monograph for Professionals". Drugs.com. Archived from the original on 19 October 2021. Retrieved 29 October 2021.
  3. ^ a b c d e f g "Noxafil". Archived from the original on 19 October 2021. Retrieved 29 October 2021.
  4. ^ "Posaconazole: FDA-Approved Drugs". U.S. Food and Drug Administration (FDA). Archived from the original on 20 October 2020. Retrieved 15 August 2020.
  5. ^ a b BNF 81: March-September 2021. BMJ Group and the Pharmaceutical Press. 2021. p. 638. ISBN 978-0857114105.
  6. ^ "Posaconazole Prices, Coupons & Savings Tips - GoodRx". GoodRx. Retrieved 29 October 2021.