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Merck
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Key Documents

F9507

Sigma-Aldrich

Flumethasone

Synonyme(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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About This Item

Formule empirique (notation de Hill):
C22H28F2O5
Numéro CAS:
Poids moléculaire :
410.45
Numéro CE :
Numéro MDL:
Code UNSPSC :
51102829
ID de substance PubChem :
Nomenclature NACRES :
NA.85

Forme

powder

Niveau de qualité

Couleur

white to off-white

Solubilité

acetic acid: 10 mg/mL

Mode d’action

cell membrane | interferes

Température de stockage

2-8°C

Chaîne SMILES 

[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

Clé InChI

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.

Actions biochimiques/physiologiques

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 .

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogrammes

Health hazard

Mention d'avertissement

Warning

Mentions de danger

Conseils de prudence

Classification des risques

Carc. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

G Miolo et al.
Journal of photochemistry and photobiology. B, Biology, 103(1), 35-41 (2011-02-18)
The photodegradation of flumethasone (FM) and fluocinolone acetonide (FC) was studied in solution and in the pig skin. Both glucocorticosteroids applied to the pig skin were unstable under UVB light. The photoproducts formed in the skin were the lumi-, photolumi-
D Bednarek et al.
Veterinary immunology and immunopathology, 71(1), 1-15 (1999-10-16)
We examined the effect of a single intravenous dose of flumetasone (SAID) and meloxicam (NSAID) treatment of calves with experimentally-induced localized lung inflammation on immunological and hematological variables such as total protein, gamma globulin, hemoglobin (Hb) concentrations, alkaline phosphatase activity
Olivia Van Den Hauwe et al.
Journal of agricultural and food chemistry, 51(1), 326-330 (2002-12-28)
A field study was performed to assess the drug residue level in edible tissues after a therapeutic application of the synthetic glucocorticoids dexamethasone and flumethasone. Three diseased calves were injected intramuscularly with a commercial batch of dexamethasone esters and slaughtered
R Draisci et al.
Journal of chromatography. B, Biomedical sciences and applications, 753(2), 217-223 (2001-05-04)
A new method for the rapid extraction and unequivocal confirmation of two highly potent fluorinated synthetic corticosteroids, dexamethasone and its beta-epimer betamethasone, in bovine liver was developed. Flumethasone was used as internal standard. An extraction procedure using an accelerated solvent
H G Klemcke et al.
Experimental physiology, 91(3), 521-530 (2006-01-25)
A study was conducted to evaluate the influence of maternal cortisol on early conceptus development in pigs (Sus scrofa). The corticosteroid synthesis inhibitor metyrapone was injected daily during days 14-19 of pregnancy, without (n = 6) and with commensurate administration

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