Fluocinonide Chemical Properties

Melting point:

309 °C

alpha 

D +83° (chloroform)

Boiling point:

235°C (rough estimate)

Density 

1.2001 (estimate)

storage temp. 

2-8°C

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 Information

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.

MSDS

• Language:English Provider:SigmaAldrich

Fluocinonide Usage And Synthesis

Chemical Properties

White Solid

Originator

Topsyn ,Recordati,Italy,1970

Uses

Glucocorticoid; anti-inflammatory.

Uses

Fluocinonide (Lidex, Lidex E, Fluonex) is a synthetic fluorinated corticosteroid.

Indications

Fluocinonide (Lidex, Lidex E, Fluonex) is a synthetic fluorinated corticosteroid.

Definition

ChEBI: Fluocinonide is an organic molecular entity.

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.

Fluocinonide(356-12-7)Related Product Information

• fluocinolone16,17-acetonide
• Triamcinolone acetonide
• Fluocinolone Acetonide-21-carboxylic Acid
• 6,9-Difluoro-11,16,17,21-tetrahydroxypregna-1,4-diene-3,20-dione 21-acetate
• 21-Acetyl-6β-fluorotriamcinolone Acetonide
• 9beta,11beta-epoxy-6alpha-fluoro-21-hydroxy-16alpha,17-(isopropylidene)dioxypregna-1,4-diene-3,20-dione
• Fluocoutolone Hexanoate
• 6-alpha-fluoro-21-hydroxy-16-alpha,17-alpha-isopropylidenedioxypregn-4-ene-3,20-dione
• (6α,11β,16α,17α)-6,9-Difluoro-11-hydroxy-16,17-[(1-Methylethylidene)bis(oxy)]-3-oxoandrosta-1,4-diene-17-carboxylic Acid
• Fluocinolone Acetonide-21-aldehyde
• 6alpha,9-difluoro-11beta,17,21-trihydroxypregna-1,4-diene-3,20-dione 17,21-di(acetate)
• Fluocinolone Acetonide Impurity 4
• 9beta,11beta-epoxy-6alpha-fluoro-21-hydroxy-16alpha,17-(isopropylidenedioxy)pregna-1,4-diene-3,20-dione 21-acetate
• FLURANDRENOLONE ACETATE
• Fluocinolone
• (6α,11β,16α)-6,9-Difluoro-11,21-dihydroxy-21-Methoxy-16,17-[(1-Methylethylidene)bis(oxy)]-pregna-1,4-diene-3,20-dione
• Fluocinolone Acetonide Impurity 2
• 9a-Fluoro-11, 6a, 17a, 21-Tetrahydroxy-Pregna-4-ene-3, 20-Dione