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F9507

Sigma-Aldrich

Flumethasone

Synonym(s):

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

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50 MG
$111.00

$111.00

Available to ship onApril 30, 2025Details

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50 MG
$111.00

About This Item

Empirical Formula (Hill Notation):
C22H28F2O5
CAS Number:
2135-17-3
Molecular Weight:
410.45
EC Number:
218-370-9
MDL number:
MFCD00056464
UNSPSC Code:
51102829
PubChem Substance ID:
24894998
NACRES:
NA.85

$111.00

Available to ship onApril 30, 2025Details

Request a Bulk Order

form

powder

Quality Level

200

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[1] and has been used in cortisol assays to study early porcine conceptus development[2].

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000371461
0000318567
0000371461
0000318567
0000289923

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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
Gianluca Damonte et al.
Journal of pharmaceutical and biomedical analysis, 43(1), 376-380 (2006-08-05)
Dexamethasone is a synthetic glucocorticoid with potent anti-inflammatory properties. However, its administration causes significant side effects, specially in long-term therapy. A new approach for limiting adverse effects consists in the slow and constant deliver of this drug, using dexamethasone-21-phosphate-loaded erythrocytes
Christina Maier et al.
Journal of cell science, 118(Pt 15), 3353-3361 (2005-08-05)
Rapid, nongenomic actions of glucocorticoids (GCs) have been well documented, but information about putative membrane receptors that mediate them is scarce. We used fluorescence correlation spectroscopy to search for membrane GC-binding on the mouse pituitary cell line AtT-20. A slowly
J P Noben et al.
Rapid communications in mass spectrometry : RCM, 16(16), 1590-1594 (2002-08-31)
A screening method was developed to monitor the illegal use of synthetic corticosteroids in cattle. Diethyl ether extracts from spiked feces samples were cleaned-up by solid phase extraction followed by semipreparative reversed-phase chromatography (RPC). The fraction containing the corticosteroids was
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