An antifungal agent
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Labeled Version(s)
22376Posaconazole-d5
Metabolite(s)
26684Posaconazole D-Glucuronide
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Posaconazole

Item No. 14737

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,5-anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-[[4-[4-[4-[1-[(1S,2S)-1-ethyl-2-hydroxypropyl]-1,5-dihydro-5-oxo-4H-1,2,4-triazol-4-yl]phenyl]-1-piperazinyl]phenoxy]methyl]-1-(1H-1,2,4-triazol-1-yl)-D-threo-pentitol
CAS Number
171228-49-2
Synonyms
  • POS
  • SCH 56592
Molecular Formula
C37H42F2N8O4
Formula Weight
700.8
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.5 mg/mlDMSO: 0.5 mg/ml
λmax
263 nm
SMILES
O=C1N([C@H]([C@@H](O)C)CC)N=CN1C(C=C2)=CC=C2N3CCN(C4=CC=C(OC[C@@H]5CO[C@](C6=CC=C(F)C=C6F)(CN7C=NC=N7)C5)C=C4)CC3
InChi Code
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-/m
InChi Key
RAGOYPUPXAKGKH-XAKZXMRKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Posaconazole is a broad-spectrum triazole antifungal agent active against various yeasts and molds, including Aspergillus, Candida, Fusarium, and Zygomycetes.1 Posaconazole inhibits the growth of fungi by inhibiting the lanosterol 14α-demethylase enzyme (IC50s = 7-200 nM), which results in a disruption in the synthesis of ergosterol (Item No. 19850), a key sterol necessary for fungal cell membrane integrity and for the function of certain membrane-bound proteins.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Herbrecht, R., Nivoix, Y., Fohrer, C., et al. Management of systemic fungal infections: Alternatives to itraconazole. J. Antimicrob. Chemother. 56(Suppl 1), i39-i48 (2005).

    2. Munayyer, H.K., Mann, P.A., Chau, A.S., et al. Posaconazole is a potent inhibitor of sterol 14α-demethylation in yeasts and molds. Antimicrob. Agents Chemother. 48(10), 3690-3696 (2004).