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CAS 4571-51-1

:

(6α,9β,11β,16α)-21-(Acetyloxy)-9,11-epoxy-6-fluoro-17-hydroxy-16-methylpregna-1,4-diene-3,20-dione

Description:
The chemical substance with the name "(6α,9β,11β,16α)-21-(Acetyloxy)-9,11-epoxy-6-fluoro-17-hydroxy-16-methylpregna-1,4-diene-3,20-dione" and CAS number "4571-51-1" is a synthetic corticosteroid, commonly known as fluocinolone acetonide. It exhibits anti-inflammatory, immunosuppressive, and antiproliferative properties, making it useful in treating various dermatological conditions, such as eczema and psoriasis. The structure features a fluorine atom, which enhances its potency and stability, and an acetyloxy group that contributes to its pharmacological activity. The presence of the epoxy group indicates a specific stereochemistry that is crucial for its biological function. Fluocinolone acetonide is typically administered topically, and its efficacy is attributed to its ability to modulate gene expression and inhibit the release of inflammatory mediators. As with other corticosteroids, it is important to use this compound under medical supervision to avoid potential side effects associated with long-term use, such as skin atrophy or systemic absorption leading to adrenal suppression.
Formula:C24H29FO6
InChI:InChI=1S/C24H29FO6/c1-12-7-15-16-9-18(25)17-8-14(27)5-6-21(17,3)24(16)20(31-24)10-22(15,4)23(12,29)19(28)11-30-13(2)26/h5-6,8,12,15-16,18,20,29H,7,9-11H2,1-4H3/t12-,15+,16+,18+,20+,21+,22+,23+,24-/m1/s1
InChI key:InChIKey=ZSDUSKSIXJMQRS-JRNNXUHZSA-N
SMILES:C[C@@]12[C@@]34[C@]([C@]5([C@](C)(C[C@@]3(O4)[H])[C@](C(COC(C)=O)=O)(O)[C@H](C)C5)[H])(C[C@H](F)C1=CC(=O)C=C2)[H]
Synonyms:
  • (6Alpha,9Beta,11Alpha,16Alpha)-6-Fluoro-17-Hydroxy-16-Methyl-3,20-Dioxo-9,11-Epoxypregna-1,4-Dien-21-Yl Acetate
  • (6α,9β,11β,16α)-21-(Acetyloxy)-9,11-epoxy-6-fluoro-17-hydroxy-16-methylpregna-1,4-diene-3,20-dione
  • 9,11-Epoxy-9H-cyclopenta[a]phenanthrene, pregna-1,4-diene-3,20-dione deriv.
  • 9beta,11beta-Epoxy-6alpha-fluoro-17,21-dihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 21-acetate
  • 9β-Pregna-1,4-diene-3,20-dione, 9,11β-epoxy-6α-fluoro-17,21-dihydroxy-16α-methyl-, 21-acetate
  • Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-9,11-epoxy-6-fluoro-17-hydroxy-16-methyl-, (6α,9β,11β,16α)-
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Found 2 products.
  • Fluticasone Impurity 58

    CAS:
    Formula:C24H29FO6
    Molecular weight:432.49

    Ref: 4Z-F-0991

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  • (6α,9β,11β,16α)-21-(Acetyloxy)-9,11-epoxy-6-fluoro-17-hydroxy-16-methylpregna-1,4-diene-3,20-dione

    Controlled Product
    CAS:
    <p>Applications (6α,9β,11β,16α)-21-(Acetyloxy)-9,11-epoxy-6-fluoro-17-hydroxy-16-methylpregna-1,4-diene-3,20-dione is an intermediate in the synthesis of Paramethasone Acetate (P191845), a derivative of Dexamethasone (D298800), a potent synthetic member of the glucocorticoid class of steroid drugs that has anti-inflammatory and immunosuppressant properties.<br>References Wershil, B.K., et al.: Int. Arch. Allergy Immunol., 107, 323 (1995), Riccardi, C., et al.: Cell Death Diff., 6, 1182 (1999), Llanos, S.L. and Roldan, A.: Bio Cell, 23, 29 (1999)<br></p>
    Formula:C24H29FO6
    Color and Shape:Off-White
    Molecular weight:432.48

    Ref: TR-A165345

    10mg
    236.00€
    50mg
    835.00€
    250mg
    2,217.00€