11β,17,21-Trihydroxypregn-4-en-3,20-dion-21-(dihydrogenphosphat)

11beta,17,21-trihydroxypregn-4-ene-3,20-dione 21-(dihydrogen phosphate) Chemische Eigenschaften,Einsatz,Produktion Methoden

• Originator

  Corphos,Tilden Yates,US,1959

• Verwenden

  Glucocorticoid.

• Definition

  ChEBI: A steroid phosphate that is the 21-O-phospho derivative of cortisol.

• Manufacturing Process

  21-iodo-11β:17α-dihydroxypregn-4-ene-3,20-dione (5.0 g) in pure acetonitrile (125 ml) was mixed with a solution of 90% phosphoric acid (2.5 ml) and triethylamine (7.5 ml) in acetonitrile (125 ml) and boiled under reflux for 4 hours. The solvent was removed in vacuo and the residue, dissolved in ethanol (20 ml) and water (80 ml), was passed down a column of Zeo-Karb 225 (H+form) (60 g) made up in 20% alcohol. Elution was continued with 20% alcohol (50 ml), 50% alcohol (50 ml) and alcohol (150 ml). The eluate was at first cloudy, but by the end of the elution it was clear and nonacid.
  The eluate was titrated to pH 7 with 0.972N NaOH (63 ml). Removal of solvent left a gum, which was boiled with methanol (400 ml) for 20 minutes. The solid insoluble inorganic phosphate was filtered off and washed with methanol (200 ml). The slightly cloudy filtrate was filtered again, and evaporated to dryness in vacuo. The residual gum dissolved readily in water (40 ml) and on addition of acetone (600 ml) to the solution a mixture of sodium salts of hydrocortisone 21-phosphate separated as a white solid. This was collected after 2 days, washed with acetone and dried at 100°C/0.l mm/2 hr to constant weight. Yield 4.45 g.

• Trademarks

  Hydrocortone (Merck).

• Therapeutic Function

  Glucocorticoid

11beta,17,21-trihydroxypregn-4-ene-3,20-dione 21-(dihydrogen phosphate) Upstream-Materialien And Downstream Produkte

11β,17,21-Trihydroxypregn-4-en-3,20-dion-21-(dihydrogenphosphat) Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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