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SML0099

Sigma-Aldrich

Fluocinonide

≥98% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C26H32F2O7
Numéro CAS:
356-12-7
Poids moléculaire :
494.52
Numéro CE :
206-597-6
Numéro MDL:
MFCD00079302
Code UNSPSC :
51111800
ID de substance PubChem :
329825157
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Activité optique

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

Couleur

white to tan

Solubilité

DMSO: ≥19 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

WJOHZNCJWYWUJD-IUGZLZTKSA-N

Informations sur le gène

human ... NR3C1(2908)

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Actions biochimiques/physiologiques

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).

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Mentions de danger

H300,H361

Classification des risques

Acute Tox. 2 Oral - Repr. 2

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
Matthew T Woods et al.
Journal of drugs in dermatology : JDD, 10(2), 171-176 (2011-02-02)
To determine the effect a novel formulation of fluocinonide cream on skin barrier function in subjects with atopic dermatitis. The authors performed an open-label, investigator-blinded, side-by-side, controlled trial examining skin barrier function before and after a two-week course of a
Kristina Avshalumov et al.
The American Journal of dermatopathology, 30(5), 455-457 (2008-09-23)
We report a 6-month-old male infant who presented to the pediatric dermatology clinic at Wake Forest University Baptist Medical Center with a generalized bullous eruption since 3 months of age. A sepsis work up was performed at an outside hospital
Anna Kirakozova et al.
Journal of endodontics, 35(5), 663-667 (2009-05-05)
This study investigated the effect of potent intracanal corticosteroids on periodontal healing of replanted avulsed teeth and evaluated the systemic absorption of these corticosteroids. Sixty-seven extracted dog premolar roots were randomly assigned to one of the following groups: groups 1-3
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