An internal standard for the quantification of posaconazole
Related Products
Unlabeled Version(s)
14737Posaconazole
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Posaconazole-d5

Item No. 22376

Technical Information
Formal Name
4-(4-(4-(4-(((3R,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methoxy)phenyl)piperazin-1-yl)phenyl)-2-((2S,3S)-2-hydroxypentan-3-yl-4,4,5,5,5-d5)-2,4-dihydro-3H-1,2,4-triazol-3-one
CAS Number
2649530-57-2
Synonyms
  • POS-d5
Molecular Formula
C37H37D5F2N8O4
Formula Weight
Purity
≥98% deuterated forms (d1-d5)
A solid
Acetonitrile: soluble
SMILES
O=C1N([C@H]([C@@H](O)C)C([2H])([2H])C([2H])([2H])[2H])N=CN1C(C=C2)=CC=C2N3CCN(C4=CC=C(OC[C@@H]5CO[C@@](CN6C=NC=N6)(C7=CC=C(F)C=C7F)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-/m0/s1/i1D3,3D2
InChi Key
RAGOYPUPXAKGKH-XNZXKHRISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    Product Description

    Posaconazole-d5 is intended for use as an internal standard for the quantification of posaconazole (Item No. 14737) by GC- or LC-MS. 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 alManagement 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 alPosaconazole is a potent inhibitor of sterol 14α-demethylation in yeasts and molds. Antimicrob. Agents Chemother. 48(10), 3690-3696 (2004).