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Merck

F0891

Sigma-Aldrich

Flumethasonpivalat

Synonym(e):

6α,9-Difluoro-11β,17,21-trihydroxy-16α-methylpregna-1,4-dien-3,20-dion-21-(2,2-dimethylpropionat), Flumetason-21-pivalat, NSC 107680

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About This Item

Empirische Formel (Hill-System):
C27H36F2O6
CAS-Nummer:
Molekulargewicht:
494.57
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
51101500
PubChem Substanz-ID:
NACRES:
NA.85

Form

solid

Optische Aktivität

[α]25/D 71.0 to 82.0°, c = 1 in dioxane

Löslichkeit

dioxane: 4.0 mL, clear, colorless to very faintly yellow (50 mg + 4.0 mL dioxane)

Wirkungsweise

cell membrane | interferes

SMILES String

[H][C@@]12C[C@@H](C)[C@](O)(C(=O)COC(=O)C(C)(C)C)[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/C27H36F2O6/c1-14-9-16-17-11-19(28)18-10-15(30)7-8-24(18,5)26(17,29)20(31)12-25(16,6)27(14,34)21(32)13-35-22(33)23(2,3)4/h7-8,10,14,16-17,19-20,31,34H,9,11-13H2,1-6H3/t14-,16+,17+,19+,20+,24+,25+,26+,27+/m1/s1

InChIKey

JWRMHDSINXPDHB-OJAGFMMFSA-N

Angaben zum Gen

human ... NR3C1(2908)

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Anwendung

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 used to study adrenocortical suppression, plasma transcortin binding, and cutaneous atrophy and telangiectasia.

Biochem./physiol. Wirkung

Flumethasone pivalate is a glucocorticoid receptor agonist used in studies on plasma transcortin binding. It binds to the nucleus causing a variety of genetic activations and repressions. The anti-inflammatory action 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.

Piktogramme

Health hazard

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Carc. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

T Hojyo
The Journal of international medical research, 15(5), 255-263 (1987-09-01)
The combination creams, betamethasone dipropionate/clotrimazole/gentamicin sulphate and flumethasone pivalate/clioquinol, were compared in patients with corticosteroid responsive dermatoses and/or cutaneous fungal and/or bacterial infections. Medication was applied to affected areas twice daily for 28 days. Of 67 patients enrolled, 31 treated
Corticosteroid-Induced Cutaneous Atrophy and Telangiectasia: Experimental Production Associated With Weight Loss in Rats
. Graham Smith, Jr, Richard F. Wehr, et al.
Archives of Dermatological Research, 112, 1115-1117 (1976)
Adrenocortical Suppression With Topical Flumethasone
Richard D. Carr and Ralph G. Wieland
Archives of Dermatological Research, 96, 269-272 (1967)
Analysis of flumethasone pivalate formulations by high-performance liquid chromatography.
B A Lodge et al.
Journal of chromatography, 301(2), 477-480 (1984-10-05)
[Release of flumethasone pivalate from oleogel and W/O emulsion bases in vitro].
W Horsch et al.
Die Pharmazie, 37(11), 807-808 (1982-11-01)

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