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SML0099

Sigma-Aldrich

Fluocinonide

≥98% (HPLC)

Synonym(s):

(6α,11β,16α)-21-(acetyloxy)-6,9-difluoro-11-hydroxy-16,17-[(1-methylethylidene)bis(oxy)]-pregna-1,4-diene-3,20-dione, Lonide

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About This Item

Empirical Formula (Hill Notation):
C26H32F2O7
CAS Number:
356-12-7
Molecular Weight:
494.52
EC Number:
206-597-6
MDL number:
MFCD00079302
UNSPSC Code:
51111800
PubChem Substance ID:
329825157
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +75 to +90°, c = 1 in dichloromethane

color

white to tan

solubility

DMSO: ≥19 mg/mL

storage temp.

2-8°C

SMILES string

CC(=O)OCC(=O)[C@@]12OC(C)(C)O[C@@H]1C[C@H]3[C@@H]4C[C@H](F)C5=CC(=O)C=C[C@]5(C)[C@@]4(F)[C@@H](O)C[C@]23C

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

InChI key

WJOHZNCJWYWUJD-IUGZLZTKSA-N

Gene Information

human ... NR3C1(2908)

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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 has been used to study its effect on T-cell proliferation.
Fluocinonide is shown to be effective in the treatment of atopic dermatitis and oral lichen planus (OLP).

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H300,H361

Hazard Classifications

Acute Tox. 2 Oral - Repr. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Małgorzata Radwan-Oczko
Advances in clinical and experimental medicine : official organ Wroclaw Medical University, 22(6), 893-898 (2014-01-17)
Oral lichen planus is a common, chronic mucosal disease associated with a cell-mediated immunological dysfunction. The clinical manifestation is different when various forms, white and red, are considered. Erosive, atrophic, ulcerative lesions require long-term treatment, because of inflammation and severe
Emily Hix et al.
Dermatology online journal, 19(10), 20029-20029 (2013-10-22)
Adherence in the treatment of chronic inflammatory skin diseases such as atopic dermatitis is poor. Methods to improve adherence have proven difficult. To determine whether a short course of treatment with a high-potency corticosteroid will improve adherence compared to longer
Localized acral pityriasis lichenoides chronica: report of a case.
Jennifer J Halbesleben et al.
The Journal of dermatology, 38(8), 832-834 (2011-03-01)
Rapid cutaneous dissemination of persistently agminated lymphomatoid papulosis in a 9-year-old boy.
Derek V Chan et al.
Archives of dermatology, 147(11), 1340-1342 (2011-11-23)
Chai Sue Lee et al.
Journal of drugs in dermatology : JDD, 8(8), 751-755 (2009-08-12)
This study compared the efficacy of a novel, topical class I synthetic, 0.10% fluocinonide corticosteroid with two other class I corticosteroids and placebo for the treatment of plaque psoriasis. A 0.5 gram dose of fluocinonide 0.1% cream, clobetasol propionate 0.05%
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