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

CAS: 4571-51-1

Ref. TR-A165345

Product Information

• Name: (6Alpha,9Beta,11Beta,16Alpha)-21-(Acetyloxy)-9,11-epoxy-6-fluoro-17-hydroxy-16-methylpregna-1,4-diene-3,20-dione
• Synonyms: 9,11β-Epoxy-6α-fluoro-17,21-dihydroxy-16α-methyl-9β-pregna-1,4-diene-3,20-dione 21-Acetate, 9,11-Epoxy-9H-cyclopenta[a]phenanthrene, Pregna-1,4-diene-3,20-dione deriv.
• Brand: TRC

Description

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.
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)

Chemical properties

• Molecular weight: 432.48
• Formula: C₂₄H₂₉FO₆
• Color/Form: Neat
• 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-MSGJSFDPSA-N
• SMILES: CC(=O)OCC(=O)[C@@]1(O)[C@H](C)CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]34O[C@H]4C[C@@]21C