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Hydrocortisone sodium phosphate

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Hydrocortisone sodium phosphate Basic information

Product Name:
Hydrocortisone sodium phosphate
Synonyms:
  • 4-PREGNEN-11-BETA, 17,21-TRIOL-3,20-DIONE-21-PHOSPHATE SODIUM SALT
  • Cortisol 21-phosphate disodium salt (6CI)
  • Cortisol, 21-(dihydrogen phosphate), disodium salt (7CI, 8CI)
  • Disodium hydrocortisone 21-phosphate
  • Efcortesol
  • Hydrocortisone 21-disodium phosphate
  • Hydrocortisone 21-disodium salt
  • Hydrocortisone 21-phosphate disodium
CAS:
6000-74-4
MF:
C21H29O8P.2Na
MW:
486.41
EINECS:
227-843-9
Product Categories:
  • Steroids
  • Steroid and Hormone
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
6000-74-4.mol
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Hydrocortisone sodium phosphate Chemical Properties

alpha 
D25 +120° (H2O)
CAS DataBase Reference
6000-74-4(CAS DataBase Reference)
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Hydrocortisone sodium phosphate Usage And Synthesis

Originator

Corphos,Tilden Yates,US,1959

Uses

Hydrocortisone Sodium Phosphate is the sodium phosphate salt of the corticosteroid Hydrocortisone (H714615).

Definition

ChEBI: An organic sodium salt that is the disodium salt of cortisol phosphate.

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.

brand name

Hydrocortone (Merck).

Therapeutic Function

Glucocorticoid

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