Difluprednate

Difluprednate
Difluprednate
Systematic (IUPAC) name
[(6S,8S,9R,10S,11S,13S,14S,17R)-17-(2-acetyloxyacetyl)-6,9-difluoro-11-hydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] butanoate
Clinical data
AHFS/Drugs.com monograph
MedlinePlus a609025
Licence data US FDA:link
Pregnancy cat.  ?
Legal status ℞-only (US)
Routes topical dermatologic
Identifiers
CAS number 23674-86-4 YesY
ATC code D07AC19
PubChem CID 32037
DrugBank DB06781
ChemSpider 391990 N
UNII S8A06QG2QE N
KEGG D01266 YesY
ChEMBL CHEMBL1201749 N
Chemical data
Formula C27H34F2O7 
Mol. mass 508.551
 N(what is this?)  (verify)

Difluprednate is a corticosteroid, It is chemically a butyrate ester of 6(alpha),9(alpha)-difluoro prednisolone acetate. Accordingly, difluprednate is sometimes abbreviated DFBA, for difluoroprednisolone butyrate acetate.

Approval

On June 24, 2008, the US Food and Drug Administration (FDA) approved difluprednate for the treatment of post-operative ocular inflammation and pain.[1] It is marketed by Alcon under the tradename Durezol.

Clinical trials

Difluprednate ophthalmic emulsion 0.05% is also being studied in other ocular inflammatory diseases, including a U.S. Phase 3 study evaluating difluprednate for the treatment of anterior uveitis.[2]

References

  1. ^ "Sirion Therapeutics Announces FDA Approval of Durezol for Treatment of Postoperative Ocular Inflammation and Pain" (Press release). Sirion Therapeutics, Inc.. 2008-06-24. http://www.drugs.com/newdrugs/sirion-therapeutics-announces-fda-approval-durezol-postoperative-ocular-inflammation-pain-1031.html. Retrieved 2008-06-30. 
  2. ^ ClinicalTrials.gov
v · d · eCorticosteroids – glucocorticoids and mineralocorticoids (H02)
(also A07EA, C05AA, D07, D10AA, R01AD, R03BA, S01BA, S02B, and S03B)
Mineralocorticoids
(3-one, 4-ene,
no FG at 16)
Pregnenedione: ALDOSTERONE • 11-DEOXYCORTICOSTERONE • HALOGENATED AT 9: Fludrocortisone
Glucocorticoids
(3-one, 4-ene,
11-FG,
17-hydroxy)
Pregnene
Pregnenedione
(+20-one)
Pregnadiene (+1-ene)
Rimexolone • HALOGENATED, WITH FG AT 16: Flunisolide • Triamcinolone • Amcinonide • Fluocinolone acetonide (Fluocinonide)
Pregnadienediol
(+21-hydroxy)
Prednisone (Meprednisone) • HALOGENATED AT 9: Fluorometholone • HALOGENATED, WITH FG AT 16: Fluocortolone (Clocortolone, Diflucortolone, Fluocortin) • Desoximetasone
Pregnadienetriol
(+11-hydroxy)
Prednisolone# (Methylprednisolone, Methylprednisolone aceponate, Prednicarbate, Prednylidene) • Desonide • HALOGENATED: Fluprednisolone (Difluprednate, Fluperolone) • HALOGENATED, WITH FG AT 16: Dexamethasone# • Betamethasone (Clobetasol, Clobetasone, Diflorasone, Halometasone, Ulobetasol) • Beclometasone • Paramethasone  • Alclometasone • Fluclorolone • Flumetasone • Fluprednidene
Pregnatriene
(+2-ene)
HALOGENATED, WITH FG AT 16: Fluticasone (Fluticasone propionate, Fluticasone furoate)
Other/ungrouped
HALOGENATED: Loteprednol • HALOGENATED, WITH FG AT 16: Fludroxycortide • Formocortal • Mometasone furoate
Aldosterone antagonists
Synthesis modifiers

M: END

anat/phys/devp/horm

noco(d)/cong/tumr, sysi/epon

proc, drug (A10/H1/H2/H3/H5)

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