Identification | Back Directory | [Name]
Fluocinonide | [CAS]
356-12-7 | [Synonyms]
Vanos Lidex Topsyn Lonide topsym lidexe metosyn Gelisyn Lidemol Topsyne flucinar Biscosal Straderm Topsymin Cortalar NSC 101791 Flucetonide FLUOCINOMIDE FLUOCINONIDE fluocinolide Fluocinonide RS Fluoxetine acetate Fluocinonideacetate fluocinolideacetate Fluocinonide(Vanos) Fluorocarbon acetate Fluocinonide (100 mg) Fluocinoide acetonide Fluocinonide Acetonide Fluocinonide USP/EP/BP Fluocinonide, Micronized FLUOCINONIDE,MICRONIZED,USP fluocinoloneacetonideacetate Fluocinonide Solution, 100ppm FLUOCINONIDE ACETONIDE 21-ACETATE FLUOCINOLONE ACETONIDE 21-ACETATE 2-chloroethoxy(diphenyl)phosphine Fluocinolone Acetonide EP Impurity M droxy-,cyclic17-acetalwithacetone,21-acetate pregna-1,4-diene-3,20-dione,6-alpha,9-difluoro-11-beta,16-alpha,17,21-tetrahy Fluocinolone Acetonide Impurity 13 (Fluocinolone Acetonide EP Impurity M)(Fluocinonide) 1,4-PREGNADIEN-6-ALPHA, 9-ALPHA-DIFLUORO-11-BETA, 16-ALPHA, 17,21-TETROL-3,20-DIONE 16,17-ACETONIDE 21-ACETATE (6α,11β,16α)-21-(Acetyloxy)-6,9-difluoro-11-hydroxy-16,17-[(1-Methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dione Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-6,9-difluoro-11-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]-, (6α,11β,16α)- Pregna-1,4-diene-3,20-dione, 6α,9-difluoro-11β,16α,17,21-tetrahydroxy-, cyclic 16,17-acetal with acetone, 21-acetate (7CI, 8CI) pregna-1,4-diene-3,20-dione, 6-alpha, 9-difluoro-11-beta,16-alpha,17,21-tetrahy droxy-, cyclic 17-acetal with acetone, 21-acetate flucinar fluocinolide fluocinolide acetate fluocinolone acetonide 21-acetate fluocinolone acetonide acetate fluocinonide lidex e Fluocinonide acetate 21-Acatyloxy-6,9-diflulro-11-hydroxy-16,17-[(1-methyl-ethylidene)bis(oxy)]pregna-1,4-di-ene-3,20-dione | [EINECS(EC#)]
206-597-6 | [Molecular Formula]
C26H32F2O7 | [MDL Number]
MFCD00079302 | [MOL File]
356-12-7.mol | [Molecular Weight]
494.52 |
Chemical Properties | Back Directory | [Melting point ]
309 °C | [alpha ]
D +83° (chloroform) | [Boiling point ]
235°C (rough estimate) | [density ]
1.2001 (estimate) | [storage temp. ]
Refrigerator | [solubility ]
DMSO: ≥19mg/mL | [form ]
powder | [pka]
12.77±0.70(Predicted) | [color ]
white to tan | [optical activity]
[α]/D +75 to +90°, c = 1 in dichloromethane | [Water Solubility ]
0.53mg/L(25 ºC) | [InChIKey]
WJOHZNCJWYWUJD-IUGZLZTKSA-N |
Safety Data | Back Directory | [Hazard Codes ]
T+ | [Risk Statements ]
28-63 | [Safety Statements ]
22-25-28-36/37/39-45 | [RIDADR ]
UN 2811 6.1/PG 2
| [WGK Germany ]
3
| [RTECS ]
TU3831000
| [HazardClass ]
6.1(a) | [PackingGroup ]
I | [HS Code ]
2937220000 | [Toxicity]
guinea pig,LD50,subcutaneous,> 3170mg/kg (3170mg/kg),Drugs in Japan Vol. 6, Pg. 694, 1982. |
Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Originator]
Topsyn ,Recordati,Italy,1970 | [Uses]
antiinflammatory, glucocorticoid | [Uses]
Glucocorticoid; anti-inflammatory. | [Definition]
ChEBI: Fluocinonide is an organic molecular entity. | [Indications]
Fluocinonide (Lidex, Lidex E, Fluonex) is a synthetic fluorinated corticosteroid. | [Manufacturing Process]
To a suspension of 500 mg of 6α-fluoro-triamcinolone in 75 ml of acetone is
added 0.05 milliliters of 72% perchloric acid and the mixture agitated-at room
temperature for 3 hours. During this period the crystals gradually dissolve and
the clear solution is neutralized with dilute bicarbonate and the acetone
removed in vacuo. The resulting crystalline suspension is filtered and the crystals washed with water. The dried material is recrystallized from 95%
alcohol to give the pure acetonide. A solution of 50 mg of 6α-fluoro-triamcinolone acetonide in 1 ml of pyridine
and 1 ml of acetic anhydride is allowed to stand at room temperature for 18
hours. Removal of the reagents in vacuo gives a crystalline residue which
after crystallization from acetone-hexane gives the pure 16α,17α-
isopropylidene 6α-fluoro-triamcinolone 21 acetate (fluocinonide), as described
in US Patent 3,197,469. | [Brand name]
Lidex (Medicis); Vanos (Medicis). | [Therapeutic Function]
Antiinflammatory, Glucocorticoid | [Biochem/physiol Actions]
Flucinonide is a fluorinated glucocorticid that is used as a topical anti-inflammatory agent. Recently, flucinonide and other fluorinated glucocorticolids were identified as smoothend agonists. Flucinonide induces expression of Gli-reporter luciferase in Shh-LIGHT2 cells. |
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