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Posaconazole information


Posaconazole
Clinical data
Trade namesNoxafil, Posanol, others
AHFS/Drugs.comMonograph
MedlinePlusa607036
License data
  • EU EMA: by INN
  • US DailyMed: Posaconazole
  • US FDA: Posaconazole
Pregnancy
category
  • AU: B3[1]
Routes of
administration
By mouth, intravenous
ATC code
  • J02AC04 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)[2]
  • CA: ℞-only[3]
  • UK: POM (Prescription only)[4]
  • US: ℞-only[5]
  • EU: Rx-only[6]
Pharmacokinetic data
BioavailabilityLow (8 to 47% Oral)
Protein binding98 to 99%
MetabolismLiver (glucuronidation)
Elimination half-life16 to 31 hours
ExcretionFecal (71–77%) and Kidney (13–14%)
Identifiers
IUPAC name
  • 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
CAS Number
  • 171228-49-2 checkY
PubChem CID
  • 147912
DrugBank
  • DB01263 checkY
ChemSpider
  • 130409 checkY
UNII
  • 6TK1G07BHZ
KEGG
  • D02555 checkY
ChEBI
  • CHEBI:64355 ☒N
ChEMBL
  • ChEMBL1397 ☒N
CompTox Dashboard (EPA)
  • DTXSID6049066 Edit this at Wikidata
ECHA InfoCard100.208.201 Edit this at Wikidata
Chemical and physical data
FormulaC37H42F2N8O4
Molar mass700.792 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • 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
  • 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 name Noxafil among others, is a triazole antifungal medication.[7][8]

It was approved for medical use in the United States in September 2006,[5][9] and is available as a generic medication.[10][11]

  1. ^ "Posaconazole (Noxafil) Use During Pregnancy". Drugs.com. 23 April 2019. Archived from the original on 30 January 2020. Retrieved 30 January 2020.
  2. ^ "Posaconazole suspension ARX/Posaconazole TIH/APX-Posaconazole (Arrow Pharma Pty Ltd)". Therapeutic Goods Administration (TGA). 16 February 2023. Archived from the original on 18 March 2023. Retrieved 29 April 2023.
  3. ^ "Posanol Product information". Health Canada. 25 April 2012. Archived from the original on 16 May 2021. Retrieved 3 July 2022.
  4. ^ "Noxafil 100 mg Gastro-resistant Tablets - Summary of Product Characteristics (SmPC)". (emc). 10 January 2022. Archived from the original on 24 February 2022. Retrieved 3 July 2022.
  5. ^ a b Cite error: The named reference Noxafil FDA label was invoked but never defined (see the help page).
  6. ^ "Noxafil EPAR". European Medicines Agency. 17 September 2018. Archived from the original on 19 October 2021. Retrieved 3 July 2022.
  7. ^ Schiller DS, Fung HB (September 2007). "Posaconazole: an extended-spectrum triazole antifungal agent". Clinical Therapeutics. 29 (9): 1862–86. doi:10.1016/j.clinthera.2007.09.015. PMID 18035188.
  8. ^ Rachwalski EJ, Wieczorkiewicz JT, Scheetz MH (October 2008). "Posaconazole: an oral triazole with an extended spectrum of activity". The Annals of Pharmacotherapy. 42 (10): 1429–38. doi:10.1345/aph.1L005. PMID 18713852. S2CID 21777822. Retrieved 11 December 2008.[dead link]
  9. ^ "Drug Approval Package: Noxafil (Posaconazole) NDA #022003". U.S. Food and Drug Administration (FDA). 9 November 2006. Archived from the original on 3 April 2021. Retrieved 15 August 2020.
  10. ^ "Posaconazole: FDA-Approved Drugs". U.S. Food and Drug Administration (FDA). Archived from the original on 20 October 2020. Retrieved 15 August 2020.
  11. ^ "First Generic Drug Approvals". U.S. Food and Drug Administration. 17 October 2022. Archived from the original on 26 January 2021. Retrieved 28 November 2022.

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Posaconazole

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may require surgery. Systemic medications used include Itraconazole, posaconazole and amphotericin B. With treatment, most people will recover, but an...

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diversity. Posaconazole The original formulations of posaconazole on the market licensed as Noxafil(R) were formulated utilising form I of posaconazole. The...

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Antifungal

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Cyproconazole Efinaconazole Epoxiconazole Fluconazole Isavuconazole Itraconazole Posaconazole Propiconazole Ravuconazole Terconazole Voriconazole Abafungin Allylamines...

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Trypanocidal agent

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Aspergillosis

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infection-control. Antifungal prophylaxis can be given to high-risk patients. Posaconazole is often given as prophylaxis in severely immunocompromised patients...

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Azole

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were developed. Second-generation triazoles, including voriconazole, posaconazole and ravuconazole, are more potent and more active against resistant pathogens...

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Eumycetoma

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itraconazole may be given for up to year when the grains are black. Posaconazole is another option. Voriconazole can be used for infections caused by...

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Esophageal candidiasis

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cases, but should not be used routinely due to its serious side effects. Posaconazole is effective in severe and refractory esophageal candidiasis. Mimidis...

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Mucormycosis

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next 14 days. It may need to be continued for longer. Isavuconazole and Posaconazole are alternatives. Surgery can be very drastic, and, in some cases of...

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Coccidioides immitis

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meningitis, combination therapy of amphotericin B and posaconazole led to clinical improvement. Posaconazole has been approved by the European Commission as...

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Itraconazole

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spectrum of activity than fluconazole (but not as broad as voriconazole or posaconazole). In particular, it is active against Aspergillus, which fluconazole...

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Triazole

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isavuconazole, itraconazole, voriconazole, pramiconazole, ravuconazole, and posaconazole and triazole plant-protection fungicides include epoxiconazole, triadimenol [de]...

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Sildenafil

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Naphthylpiperazine Nefazodone Niaprazine Oxypertine Pardoprunox pCPP pFPP Posaconazole S-14,506 S-14,671 S-15,535 SB-258,585 SB-271,046 SB-357,134 SB-399,885...

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Ciprofloxacin

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Naphthylpiperazine Nefazodone Niaprazine Oxypertine Pardoprunox pCPP pFPP Posaconazole S-14,506 S-14,671 S-15,535 SB-258,585 SB-271,046 SB-357,134 SB-399,885...

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Candida auris

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 auris isolates are resistant to voriconazole, while other triazoles (posaconazole, itraconazole, and isavuconazole) display better activity. Of isolates...

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Fungistatics

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spectrum of activity than fluconazole (but not as broad as voriconazole or posaconazole). In particular, it is active against Aspergillus, which fluconazole...

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Drug repositioning

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leprosy and multiple myeloma. Clinical trials have been performed on posaconazole and ravuconazole for Chagas disease. Other antifungal agents clotrimazole...

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Histoplasmosis

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to 12 weeks treatment is sufficient. Alternatives to itraconazole are posaconazole, voriconazole, and fluconazole. Individuals taking itraconazole are monitored...

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Vardenafil

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Daridorexant

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indinavir, itraconazole, ketoconazole, lopinavir, nefazodone, nelfinavir, posaconazole, ritonavir, saquinavir, telaprevir, and telithromycin (concomitant use...

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Aspergillus flavus

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antifungal drugs such as amphotericin B, itraconazole, voriconazole, posaconazole, and caspofungin; however, some antifungal resistance has been shown...

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Coccidioidomycosis

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treatment of infected person's bones and joints. The antifungal medications posaconazole and voriconazole have also been used to treat coccidioidomycosis. Because...

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Trimetazidine

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Aspergillus felis

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Susceptibilities of several A. felis isolates to amphotericin B, itraconazole, posaconazole, voriconazole, fluconazole, 5-flucytosine, terninafine, caspofungin,...

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Efavirenz

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antifungal drugs like voriconazole, itraconazole, ketoconazole, and posaconazole. As a result of lowered levels, antifungal drugs may not be effective...

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Ravuconazole

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