F9507
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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About This Item
Empirical Formula (Hill Notation):
C22H28F2O5
CAS Number:
Molecular Weight:
410.45
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
51102829
EC Number:
218-370-9
MDL number:
form
powder
Quality Level
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.
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Mark McDonald et al.
Analytica chimica acta, 588(1), 20-25 (2007-03-28)
Dexamethasone, betamethasone and prednisolone are synthetic glucocorticosteroids authorized for therapeutic use in bovine animals within the European Union. Dexamethasone and betamethasone are used mainly for the treatment of metabolic and inflammatory diseases. Prednisolone is used to treat bovine mastitis. Maximum
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