Fluocinonide

Fluocinonide: Fluocinonide

Systematic (IUPAC) name

6α,9-difluoro-11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione, cyclic 16,17-acetal with acetone,21-acetate

Clinical data

Trade names Lidex

AHFS/Drugs.com Micromedex Detailed Consumer Information

MedlinePlus a601054

Pregnancy cat. C

Legal status Prescription Only (S4) (AU) POM (UK) ℞-only (US)

Routes topical

Pharmacokinetic data

Metabolism hepatic

Identifiers

CAS number 356-12-7

ATC code C05AA11 D07AC08

PubChem CID 9642

DrugBank APRD00978

ChemSpider 9265^Y

UNII 2W4A77YPAN^Y

KEGG D00325^Y

ChEMBL CHEMBL1501^Y

Chemical data

Formula C₂₆H₃₂F₂O₇

Mol. mass 494.525 g/mol

SMILES eMolecules & PubChem

InChI

InChI=1S/C26H32F2O7/c1-13(29)33-12-20(32)26-21(34-22(2,3)35-26)10-15-16-9-18(27)17-8-14(30)6-7-23(17,4)25(16,28)19(31)11-24(15,26)5/h6-8,15-16,18-19,21,31H,9-12H2,1-5H3/t15-,16-,18-,19-,21+,23-,24-,25-,26+/m0/s1^Y
Key:WJOHZNCJWYWUJD-IUGZLZTKSA-N^Y

Y(what is this?) (verify)

Fluocinonide (Fluonex, Lidex, Lidex-E, Lonide, Lyderm, and Vanos)^[1] is a potent glucocorticoid steroid used topically as anti-inflammatory agent for the treatment of skin disorders such as eczema and seborrhoeic dermatitis. It relieves itching, redness, dryness, crusting, scaling, inflammation, and discomfort.

The usual prescription concentration is 0.05% as a topical cream, ointment, or gel. The application area should normally not be covered after application. In certain cases, the physician may recommend the use of an occlusive dressing after application to increase the rate and depth of absorption. The frequency of application depends on the condition being treated and the area affected, but most often it should be applied twice a day.

Fluocinonide ranks as a "high-potency" (second-highest rank) topical corticosteroid. Minimal amounts should be used for a minimal length of time to avoid the occurrence of adverse effects.^[2]

Fluocinonide should not be used if infection is present. It should not be applied to the eyes or to sensitive areas such as the genitals or anus.

A common potential adverse effect is skin atrophy (thinning of the skin). Systemic absorption of topical corticosteroids can produce reversible hypothalamic-pituitary-adrenal axis (HPA) suppression, manifestations of Cushing's syndrome, hyperglycemia, and glucosuria in some patients.

Fluocinonide should be used with caution when treating children, pregnant women, nursing mothers, and anyone using the medication for longer than two weeks.

Fluocinonide is used in veterinary medicine. It is a treatment for allergies in dogs.^[3] Natural systemic cortisol concentrations can be suppressed for weeks after one week of topical exposure.^[4]

References

^ MedlinePlus Drug Information: Fluocinonide Topical

^ Donald Y M Leung et al., "Disease management of atopic dermatitis: a practice parameter," Annals of Allergy, Asthma, & Immunology, Vol. 79, September 1997; http://www.jcaai.readyportal.net/file_depot/0-10000000/20000-30000/27387/folder/63948/Atopic_Derm1997.pdf

^ Dog Allergies www.squidoo.com/dogallergy

^ Zenoble RD, Kemppainen RJ, "Adrenocortical suppression by topically applied corticosteroids in healthy dogs." J Am Vet Med Assoc. 1987 Sep 15;191(6):685-8. http://www.ncbi.nlm.nih.gov/pubmed/2824410

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

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

Aldosterone antagonists
Spironolactone • Eplerenone • Potassium canrenoate • Canrenone

Synthesis modifiers
Trilostane • Carbenoxolone • Aminoglutethimide • Metyrapone

^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III

M: END

anat/phys/devp/horm

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

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

v · d · eVasoprotectives (C05)

Antihemorrhoidals for topical use

corticosteroids (Hydrocortisone, Prednisolone, Betamethasone, Fluorometholone, Fluocortolone, Dexamethasone, Fluocinolone acetonide, Fluocinonide)

local anesthetics (Lidocaine, Tetracaine, Benzocaine, Cinchocaine, Procaine, Oxetacaine, Pramocaine)
other (Tribenoside)

Antivaricose therapy

heparins or heparinoids for topical use (Organo-heparinoid, Sodium apolate, Heparin, Pentosan polysulfate)

sclerosing agents for local injection (Monoethanolamine oleate, Polidocanol, Invert sugar, Sodium tetradecyl sulfate, Phenol)
other (Calcium dobesilate)

Capillary stabilising agents
bioflavonoids (Rutoside, Monoxerutin, Diosmin, Troxerutin, Hidrosmin) - other (Tribenoside, Etamsylate)

M: VAS

anat(a:h/u/t/a/l,v:h/u/t/a/l)/phys/devp/cell/prot

noco/syva/cong/lyvd/tumr, sysi/epon, injr

proc, drug(C2s+n/3/4/5/7/8/9)

Categories:
Glucocorticoids
Organofluorides
Acetate esters

Fluocinonide

Systematic (IUPAC) name
6α,9-difluoro-11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione, cyclic 16,17-acetal with acetone,21-acetate
Clinical data
Trade names	Lidex
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a601054
Pregnancy cat.	C
Legal status	Prescription Only (S4) (AU) POM (UK) ℞-only (US)
Routes	topical
Pharmacokinetic data
Metabolism	hepatic
Identifiers
CAS number	356-12-7
ATC code	C05AA11 D07AC08
PubChem	CID 9642
DrugBank	APRD00978
ChemSpider	9265^Y
UNII	2W4A77YPAN^Y
KEGG	D00325^Y
ChEMBL	CHEMBL1501^Y
Chemical data
Formula	C₂₆H₃₂F₂O₇
Mol. mass	494.525 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C26H32F2O7/c1-13(29)33-12-20(32)26-21(34-22(2,3)35-26)10-15-16-9-18(27)17-8-14(30)6-7-23(17,4)25(16,28)19(31)11-24(15,26)5/h6-8,15-16,18-19,21,31H,9-12H2,1-5H3/t15-,16-,18-,19-,21+,23-,24-,25-,26+/m0/s1^Y Key:WJOHZNCJWYWUJD-IUGZLZTKSA-N^Y
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fluocinonide — An anti inflammatory corticosteroid used in topical preparations. * * * flu·o·cin·o·nide (floo″ə sinґə nīd) [USP] a high potency synthetic corticosteroid, derived from fluocinolone acetonide; used topically for the relief of… … Medical dictionary
Флюоцинонид (Fluocinonide) — синтетический кортикостероид, применяемый локально для уменьшения воспаления. Наносится на поверхность кожи в виде крема, геля, мази или жидкого раствора. Возможные побочные эффекты: жжение, зуд и появление сыпи в месте применения лекарства.… … Медицинские термины
ФЛЮОЦИНОНИД — (fluocinonide) синтетический кортикостероид, применяемый локально для уменьшения воспаления. Наносится на поверхность кожи в виде крема, геля, мази или жидкого раствора. Возможные побочные эффекты: жжение, зуд и появление сыпи в месте применения… … Толковый словарь по медицине
ATC code D07 — ATC codes D Dermatologicals D01 Antifungals for dermatological use D02 Emollients and protectives D03 Preparations for treatment of wounds and ulcers D04 Antipruritics, including antihistamines, anesthetics, etc. D05 Antipsoriatics D06 Antibiot … Wikipedia
Corticosteroid — Corticosterone Corticosteroids are a class of steroid hormones that are produced in the adrenal cortex. Corticosteroids are involved in a wide range of physiologic systems such as stress response, immune response and regulation of inflammation,… … Wikipedia
Dexamethasone — Systematic (IUPAC) name (8S,9R … Wikipedia
Prednisolone — Systematic (IUPAC) name (11β) … Wikipedia
Fluorometholone — Systematic (IUPAC) name (1R,2S,8S,10S,11S,14R,15S,17S) 14 acetyl 1 fluoro 14,17 dihydroxy 2,8,15 trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca 3,6 dien 5 one … Wikipedia
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[10.8.0.02,9.04,8.0 … Wikipedia
Deflazacort — Systematic (IUPAC) name (11β,16β) 21 (acetyloxy) 11 hydroxy 2′ methyl 5′H pregna 1,4 dieno[17,16 d]oxazole 3,20 dione Clinical data AHFS/ … Wikipedia

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Fluocinonide

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