F0891

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
• Empirische Formel (Hill-System): C₂₇H₃₆F₂O₆
• CAS-Nummer: 2002-29-1
• Molekulargewicht: 494.57
• NACRES: NA.85
• PubChem Substance ID: 24894735
• UNSPSC Code: 51101500
• EC Number: 217-901-1
• MDL number: MFCD00079287

Eigenschaften

• 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
• InChI key: JWRMHDSINXPDHB-OJAGFMMFSA-N
• 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
• form: solid
• optical activity: [α]25/D 71.0 to 82.0°, c = 1 in dioxane
• solubility: dioxane: 4.0 mL, clear, colorless to very faintly yellow (50 mg + 4.0 mL dioxane)
• mode of action: cell membrane | interferes
• Gene Information: human ... NR3C1(2908)

Beschreibung

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 used to study adrenocortical suppression[1], plasma transcortin binding, and cutaneous atrophy and telangiectasia[2].

Biochem/physiol Actions

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.

Sicherheitshinweise

• pictograms: GHS08
• signalword: Warning
• hcodes: H351
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Carc. 2
• Lagerklasse: 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