9-Fluor-11β,17,21-trihydroxy-16-methylenpregna-1,4-dien-3,20-dion-21-acetat

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Achtung

• Gefahrenhinweise

  H317：Kann allergische Hautreaktionen verursachen.

  H334：Kann bei Einatmen Allergie, asthmaartige Symptome oder Atembeschwerden verursachen.

  H361：Kann vermutlich die Fruchtbarkeit beeinträchtigen oder das Kind im Mutterleib schädigen.

• Sicherheit

  P201：Vor Gebrauch besondere Anweisungen einholen.

  P202：Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.

  P261：Einatmen von Staub vermeiden.

  P272：Kontaminierte Arbeitskleidung nicht außerhalb des Arbeitsplatzes tragen.

  P280：Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.

  P281：Vorgeschriebene persönliche Schutzausrüstung verwenden.

  P285：Bei unzureichender Belüftung Atemschutz tragen.

  P302+P352：BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.

  P304+P341：BEI EINATMEN: Bei Atembeschwerden an die frische Luft bringen und in einer Position ruhigstellen, die das Atmen erleichtert

  P308+P313：BEI Exposition oder falls betroffen: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

  P321：Besondere Behandlung

  P333+P313：Bei Hautreizung oder -ausschlag: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

  P342+P311：Bei Symptomen der Atemwege: GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.

  P363：Kontaminierte Kleidung vor erneutem Tragen waschen.

  P405：Unter Verschluss aufbewahren.

  P501：Inhalt/Behälter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

9-fluoro-11beta,17,21-trihydroxy-16-methylenepregna-1,4-diene-3,20-dione 21-acetate Chemische Eigenschaften,Einsatz,Produktion Methoden

• Originator

  Etacortin ,Hermal ,W. Germany ,1968

• Verwenden

  Anti-inflammatory (topical).

• Definition

  ChEBI: Fluprednidene acetate is a corticosteroid hormone.

• Manufacturing Process

  Preparation of 3,20-Disemicarbazone of 9α-Fluoro-11β,17α,21-Trihydroxy-16αMethyl-1,4-Pregnadiene-3,20-Dione: A mixture of 1.00 gram of 9α-fluoro11β,17α,21-trihydroxy-16α-methyl-1,4-pregnadiene-3,20-dione, 750 mg of semicarbazide base, 280 mg of semicarbazide hydrochloride in 20 ml of methanol and 10 ml of dimethylformamide is refluxed for 20 hours under nitrogen. The mixture is cooled to 20°C and 100 ml of water is added with stirring. The precipitated 3,20-disemicarbazone of 9α-fluoro-11β,17α,21trihydroxy-16α-methyl-1,4-pregnadiene-3,20-dione is filtered, washed with water, and dried in air; MP over 300°C.
  Preparation of 9α-Fluoro-11β,21-Dihydroxy-16-Methyl-1,4,16-Pregnatriene3,20-Dione 21-Acetate: A solution of 500 mg of the 3,20-disemicarbazone of 9α-fluoro-11β,17α,21-trhydroxy-16α-methyl-1,4-pregnadiene-3,20-dione in 10 ml of acetic acid and 0.5 ml acetic anhydride is refluxed under nitrogen for one hour to produce the corresponding 3,20-disemicarbazone of 11β,21dihydroxy-16-methyl-1,4,16-pregnatriene-3,20-dione 21-acetate. The reaction mixture is cooled, 13 ml of water is added and the mixture heated on thesteam bath for 5 hours. It is then concentrated in vacuo nearly to dryness and water and chloroform added. The mixture is thoroughly extracted with chloroform, and the chloroform extract washed with excess aqueous potassium bicarbonate and saturated salt solution and dried over magnesium sulfate. Chromatography of the residue on neutral alumina and crystallization of pertinent benzene-chloroform fractions gives 9α-fluoro-11β,21-dihydroxy16-methyl-1,4,16-pregnatriene-3,20-dione 21-acetate; MP 228° to 233°C.
  Preparation of 9α-Fluoro-11β,21-Dihydroxy-16β-Methyl-16α,17β-Oxido-1,4Pregnadiene-3,20-Dione 21-Acetate: To a stirred solution of 500 mg of 9αfluoro-11β,21-dihydroxy-16-methyl-1,4,16-pregnatriene-3,20-dione 21-acetate in 5 ml of benzene and 5 ml of chloroform are added 0.50 ml of t-butyl hydroperoxide and 0.1 ml of a 35% methanolic solution of benzyl-trimethyl ammonium hydroxide. After 18 hours at room temperature, water is added and the mixture thoroughly extracted with chloroform. The chloroform extract is washed with saturated aqueous sodium chloride and dried over magnesium sulfate. Evaporation of the solvent and crystallization of the residue from acetone-ether gives 9α-fluoro-11β,21-dihydroxy-16β-methyl-16α,17α-oxido1,4-pregnadiene-3,20-dione 21-acetate.
  Preparation of 9α-Fluoro-11β,17α,21-Trihydroxy-16-Methylene-1,4Pregnadiene-3,20-Dione 21-Acetate: To a stirred solution of 600 mg of 9αfluoro-11β,21-dihydroxy-16β-methyl-16α,17α-oxido-1,4-pregnadiene-3,20dione21 acetate in 10 ml of acetic acid maintained at 10° to 15°C is added 3 ml of cold 10% hydrogen bromide in acetic acid. After 30 minutes the mixture is concentrated to dryness in vacuo (temperature 15°C) and the residue chromatographed on neutral alumina. Combination of pertinent benzenechloroform fractions and crystallization leads to the desired 9α-fluoro11β,17α,21-trihydroxy-16-methylene-1,4-pregnadiene-3,20-dione 21-acetate.

• Therapeutic Function

  Topical antiinflammatory

9-fluoro-11beta,17,21-trihydroxy-16-methylenepregna-1,4-diene-3,20-dione 21-acetate Upstream-Materialien And Downstream Produkte

9-Fluor-11β,17,21-trihydroxy-16-methylenpregna-1,4-dien-3,20-dion-21-acetat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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