CAS 7793-38-6

9-Fluoro-11,17,21-trihydroxypregna-1,4-diene-3,20-dione 21-acetate

Description:

9-Fluoro-11,17,21-trihydroxypregna-1,4-diene-3,20-dione 21-acetate, commonly known as fluocinolone acetonide, is a synthetic corticosteroid with anti-inflammatory and immunosuppressive properties. It is characterized by its fluorinated structure, which enhances its potency and stability. The compound features a pregnane backbone, with hydroxyl groups at the 11, 17, and 21 positions, contributing to its biological activity. The acetate group at the 21 position improves its lipophilicity, facilitating skin penetration when used in topical formulations. Fluocinolone acetonide is often employed in dermatology for the treatment of various inflammatory skin conditions, such as eczema and psoriasis, due to its ability to reduce inflammation and suppress immune responses. Its pharmacokinetics involve rapid absorption and metabolism, with a relatively long half-life, allowing for sustained therapeutic effects. As with all corticosteroids, its use must be carefully monitored to avoid potential side effects, including skin atrophy and systemic absorption, particularly with prolonged use.

Formula: C₂₃H₂₉FO₆

InChI: InChI=1/C23H29FO6/c1-13(25)30-12-19(28)22(29)9-7-16-17-5-4-14-10-15(26)6-8-20(14,2)23(17,24)18(27)11-21(16,22)3/h6,8,10,16-18,27,29H,4-5,7,9,11-12H2,1-3H3/t16-,17-,18?,20-,21-,22-,23-/m0/s1

SMILES: CC(=O)OCC(=O)[C@]1(CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@]3(C(C[C@]12C)O)F)O

Synonyms:

• 9-Fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate
• Pregna-1,4-Diene-3,20-Dione, 21-(Acetyloxy)-9-Fluoro-11,17-Dihydroxy-