Fluocinolone Acetonide

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Show 3-D Structure

Fluocinolone Acetonide
Systematic (IUPAC) name
(1S,2S,4R,8S,9S,11S,12R,13S,19S)-12,19-difluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one
Identifiers
CAS number 67-73-2
ATC code  ?
PubChem 6215
DrugBank APRD00977
Chemical data
Formula C24H30F2O6
Mol. mass 452.488 g/mol
Physical data
Solubility in water 11(EST) at 25oC mg/mL
Pharmacokinetic data
Bioavailability  ?
Metabolism Hepatic, CYP3A4-mediated
Half life 1.3 to 1.7 hours
Excretion  ?
Therapeutic considerations
Pregnancy cat.

C

Legal status
Routes Topical

Fluocinolone acetonide is a corticosteroid primarily used in dermatology to reduce skin inflammation and relieve itching. It is a synthetic hydrocortisone derivative. The fluorine substitution at position 9 in the steroid nucleus greatly enhances its activity. A typical dosage strength used in dermatology is 0.01–0.025%. One such cream is sold under the brand name Flucort-N and includes the antibiotic neomycin.

A glucocorticoid derivative used topically in the treatment of various skin disorders. It is usually employed as a cream, gel, lotion, or ointment. It has also been used topically in the treatment of inflammatory eye, ear, and nose disorders. (From Martindale, The Extra Pharmacopoeia, 30th ed, p732)

[edit] General Properties

*Molecular Weight

452.49

*Molecular Formula

C24H30F2O6

*IUPAC NAME


*Canonical Smiles

CC1(OC2CC3C4CC(C5=CC(=O)C=CC5(C4(C(CC3(C2(O1)C(=O)CO)C)O)F)C)F)C

*Isomeric Smiles

CC1(O[C@@H]2C[C@H]3[C@@H]4C[C@@H](C5=CC(=O)C=C[C@@]5([C@]4([C@H](C[C@@]3([C@@]2(O1)C(=O)CO)C)O)F)C)F)C


[edit] PhysioChemical Properties

*Melting Point

265-266(EXP)

*LogP

2.48(EXP)

*Water Solubility

11(EST) at 25C

[edit] External Links