Fluticasone


Fluticasone
Systematic (IUPAC) name
S-(fluoromethyl) (6S,8S,9R,10S,11S,13S,14S,16R,17R)- 6,9-difluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo- 6,7,8,11,12,14,15,16-octahydrocyclopenta[a] phenanthrene-17-carbothioate
Identifiers
CAS number	90566-53-3 80474-14-2 (propionate)
ATC code	D07AC17 & D07AC04 (topical) R01AD08 (nasal) R03BA05 (inhaled) R01AD12 (furoate)
PubChem	5311101
DrugBank	APRD00065
ChemSpider	4470631
Chemical data
Formula	C₂₂H₂₇F₃O₄S
Mol. mass	444.508 g/mol
SMILES	eMolecules & PubChem
Pharmacokinetic data
Bioavailability	0.51% (Intranasal)
Protein binding	91%
Metabolism	Intranasal Hepatic (CYP3A4-mediated)
Half life	10 hours
Excretion	Renal
Therapeutic considerations
Pregnancy cat.	C for Intranasal and Inhaled
Legal status	POM(UK) ℞-only(US)
Routes	Intranasal, Inhaled, Topical Cream or Ointment

Fluticasone is a synthetic corticosteroid.

Both the furoate and propionate forms are used as topical anti-inflammatories:

[edit] See also

Decongestants and other nasal preparations (R01)

Sympathomimetics, plain	Cyclopentamine • Ephedrine • Phenylephrine • Oxymetazoline • Tetryzoline • Xylometazoline • Naphazoline • Tramazoline • Metizoline • Tuaminoheptane • Fenoxazoline • Tymazoline • Epinephrine

Antiallergic agents, excluding corticosteroids	Spaglumic acid histamine antagonists (Levocabastine, Antazoline, Thonzylamine) mast cell stabilizer (some are also antihistamines) (Cromoglicic acid, Nedocromil, Azelastine, Olopatadine)

Corticosteroids	Beclometasone • Prednisolone • Dexamethasone • Flunisolide • Budesonide • Betamethasone • Tixocortol • Fluticasone • Mometasone furoate • Triamcinolone • Ciclesonide

Other nasal preparations	Calcium hexamine thiocyanate • Retinol • Ipratropium bromide • Ritiometan • Mupirocin • Hexamidine • Framycetin • Hyaluronic acid • Eucalyptus oil

Short acting β₂-agonists	Salbutamol/Levosalbutamol • Fenoterol • Terbutaline • Pirbuterol • Procaterol • Bitolterol • Rimiterol • Carbuterol • Tulobuterol • Reproterol

Long acting β₂-agonists (LABA)	Arformoterol • Bambuterol • Clenbuterol • Formoterol • Salmeterol Ultra LABA: Indacaterol

other	Epinephrine • Hexoprenaline • Isoprenaline (Isoproterenol) • Orciprenaline (Metaproterenol)

Eicosanoid inhibition

Leukotriene antagonists	Montelukast • Pranlukast • Zafirlukast

Lipoxygenase inhibitor	Zileuton

Thromboxane receptor antagonists	Ramatroban • Seratrodast

Combination products

Mineralocorticoids
(3-one, 4-ene,
no FG at 16)

Glucocorticoids
(3-one, 4-ene,
11-FG,
17-hydroxy)

Pregnene	CORTISONE

Pregnenedione (+20-one)	HYDROCORTISONE/CORTISOL^# (Hydrocortisone aceponate, Hydrocortisone buteprate, Hydrocortisone butyrate) · Budesonide · Ciclesonide · Deflazacort · Medrysone · Tixocortol · HALOGENATED AT 6: Cloprednol · HALOGENATED, WITH FG AT 16: Halcinonide

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)	Cortivazol

Androstene	HALOGENATED, WITH FG AT 16: Fluticasone (Fluticasone propionate, Fluticasone furoate)

Other/ungrouped	HALOGENATED: Loteprednol · HALOGENATED, WITH FG AT 16: Fludroxycortide · Formocortal · Mometasone furoate