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F9507

Sigma-Aldrich

Flumethasone

Synonyma:

6α,9α-Difluoro-16α-methyl-11β,17α,21-trihydroxy-1,4-pregnadiene-3,20-dione, 6α,9α-Difluoro-16α-methylprednisolone, 6α-Fluorodexamethasone

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen
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About This Item

Empirický vzorec (Hillův zápis):
C22H28F2O5
Číslo CAS:
2135-17-3
Molekulová hmotnost:
410.45
EC Number:
218-370-9
MDL number:
MFCD00056464
UNSPSC Code:
51102829
PubChem Substance ID:
24894998
NACRES:
NA.85

form

powder

color

white to off-white

solubility

acetic acid: 10 mg/mL

mode of action

cell membrane | interferes

storage temp.

2-8°C

SMILES string

[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]3(F)[C@@]2([H])C[C@H](F)C4=CC(=O)C=C[C@]34C

InChI

1S/C22H28F2O5/c1-11-6-13-14-8-16(23)15-7-12(26)4-5-19(15,2)21(14,24)17(27)9-20(13,3)22(11,29)18(28)10-25/h4-5,7,11,13-14,16-17,25,27,29H,6,8-10H2,1-3H3/t11-,13+,14+,16+,17+,19+,20+,21+,22+/m1/s1

InChI key

WXURHACBFYSXBI-GQKYHHCASA-N

Application

Flumethasone pivalate is a topical difluorinated corticosteroid ester with anti-inflammatory, antipruritic and vasoconstrictive properties. A prompt decrease in inflammation, exudation and itching is experienced after application. It is commonly used in veterinary practice and has been used in cortisol assays to study early porcine conceptus development.

Biochem/physiol Actions

Flumethasone is a glucocorticoid receptor agonist used in studies on plasma transcortin binding. It binds to the nucleus causing a variety of genetic activation and repressions. The anti-inflammatory actions of flumethasone is thought to involve lipocortins and phospholipase A2 inhibitory proteins, which results in the inhibition of arachidonic acid and the control of prostaglandin and leukotriene biosynthesis. Flumethasone suppresses the immune system due to a decrease in the function of the lymphatic system, a reduction in immunoglobulin and complement concentrations, the precipitation of lymphocytopenia, and interference with antigen-antibody binding .

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H351

pcodes

P281

Hazard Classifications

Carc. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Osvědčení o analýze (COA)

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J P Antignac et al.
Rapid communications in mass spectrometry : RCM, 14(1), 33-39 (2000-01-07)
A screening method based on liquid chromatography/electrospray tandem mass spectrometry was developed in order to control the illegal use of corticosteroids as growth promoters in cattle. The objective was the detection of low residue levels of corticosteroids or metabolites in
Flexor carpi ulnaris tendonopathy in a Weimaraner.
S Y Kuan et al.
Australian veterinary journal, 85(10), 401-404 (2007-10-02)
Francis Rousset et al.
Otology & neurotology : official publication of the American Otological Society, American Neurotology Society [and] European Academy of Otology and Neurotology, 40(7), e739-e746 (2019-07-12)
The clinical treatment of sudden sensorineural hearing loss currently relies on the administration of steroids, either systemically or via intratympanic injections. Intratympanic injections bypass the hemato-cochlear barrier, reducing its systemic side effects. The efficacy of the injections is limited through
Olivia Van den hauwe et al.
Journal of AOAC International, 88(1), 87-94 (2005-03-12)
Within the framework of a European Union (EU) research project entitled "Food Safety Screening: Synthetic Glucocorticoids (QLK1-1999-00122)," an international interlaboratory ring test was organized to compare and evaluate different liquid chromatography/mass spectrometry (LC/MS) confirmatory methods that are applied in European
G Brambilla et al.
Journal of chromatography. B, Biomedical sciences and applications, 755(1-2), 265-278 (2001-06-08)
Corticosteroids can be illegally administered to cattle as growth promoting agents to improve meat production. We developed a liquid chromatography-atmospheric pressure ionization mass spectrometry-mass spectrometry (LC-MS-MS) method able to identify and quantify flumethasone, one of the most potent fluorinated synthetic
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