F9507

Flumethasone

Name: Flumethasone
Brand: SIGMA
Price: 120 USD
Availability: InStock

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

$120.00

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₈F₂O₅

CAS Number:

2135-17-3

Molecular Weight:

410.45

NACRES:

NA.85

PubChem Substance ID:

24894998

UNSPSC Code:

51102829

EC Number:

218-370-9

MDL number:

MFCD00056464

Key Documents

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InChI key

WXURHACBFYSXBI-GQKYHHCASA-N

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

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

form

powder

color

white to off-white

solubility

acetic acid: 10 mg/mL

mode of action

cell membrane | interferes

storage temp.

2-8°C

Quality Level

200

Related Categories

Antibiotics

Biochemicals

Cell Culture Supplements & Reagents

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Show Differences

1 of 4

This Item	D1756	D1881	1275009
Sigma-Aldrich F9507 Flumethasone	Sigma-Aldrich D1756 Dexamethasone	Sigma-Aldrich D1881 Dexamethasone 21-acetate	USP 1275009 Fluocinolone acetonide
mode of action cell membrane \| interferes	mode of action -	mode of action -	mode of action -
Quality Level 200	Quality Level 200	Quality Level 100	Quality Level -
form powder	form powder	form powder	form -
solubility acetic acid: 10 mg/mL	solubility methanol: 25 mg/mL	solubility -	solubility -
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. -
color white to off-white	color off-white	color -	color -

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

GHS08

signalword

Warning

hcodes

H351

pcodes

P281

Hazard Classifications

Carc. 2

Storage Class

11 - Combustible Solids

wgk

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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Confirmation of synthetic glucocorticoids with liquid chromatography/mass spectrometry: organization and results of an international interlaboratory comparison test.

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

Poly-Lactic Acid-Based Biopolymer Formulations Are Safe for Sustained Intratympanic Dexamethasone Delivery.

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

G-protein-coupled glucocorticoid receptors on the pituitary cell membrane.

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

High throughput HPLC-ESI-MS method for the quantitation of dexamethasone in blood plasma.

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

Determination of flumethasone in calf urine and serum by liquid chromatography-tandem mass spectrometry.

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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