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ChemicalBook >  Product Catalog >  API >  Hormones and the Endocrine System >  Adrenal corticosteroids >  11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione

11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione

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11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione Basic information

Product Name:
11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione
Synonyms:
  • 16A-HYDROXY-PREDNISONLONE
  • 11beta,16alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione
  • 16 Alpha Hydroxprednisolone
  • 16α-HYDROXY-PREDNISONLONE
  • 11,16a,17a,21-Tetrahydroxypregna-1,4-diene-3,20-dione
  • 11β,16α,17,21-Tetrahydroxypregna-1,4-diene-3,20-dione
  • 11β,16α,17α,21-Tetrahydroxypregna-1,4-diene-3,20-dione
  • Einecs 237-731-1
CAS:
13951-70-7
MF:
C21H28O6
MW:
376.44
EINECS:
237-731-1
Product Categories:
  • Pharmaceutical Raw Materials
  • Metabolites & Impurities
  • Intermediates & Fine Chemicals
  • Metabolites
  • Pharmaceuticals
  • Steroids
  • 13951-70-7
Mol File:
13951-70-7.mol
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11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione Chemical Properties

Melting point:
235-238°C
Boiling point:
591.5±50.0 °C(Predicted)
Density 
1.38±0.1 g/cm3(Predicted)
vapor pressure 
0Pa at 25℃
storage temp. 
Sealed in dry,2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly, Heated)
form 
Solid
pka
11.93±0.70(Predicted)
color 
White to Light Yellow
Water Solubility 
815mg/L at 20℃
LogP
0.8 at 25℃
CAS DataBase Reference
13951-70-7(CAS DataBase Reference)
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11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione Usage And Synthesis

Related substances

Prednisolone is a synthetic adrenocortical steroid drug with predominantly glucocorticoid properties.

Chemical Properties

White Crystalline Solid

Uses

A metabolite of Budesonide (B689490), an antiinflammatory agent.

Uses

11β,16α,17α,21-Tetrahydroxypregna-1,4-diene-3,20-dione (Budesonide EP Impurity A) is a metabolite of Budesonide (B689490), an anti-inflammatory agent.

Synthesis

501 g of crude 16α-hydroxy prednisolone acetate is dissolved in 700 ml of dichloromethane and 700 ml of ethanol, then 1.5 ml of formic acid is added, 24 ml of 5% sodium hypochlorite aqueous solution is added dropwise, and the temperature is controlled at 15 °C, and the reaction is stirred to obtain the preliminary processed product; Add 150 ml of 5% sodium bisulfite aqueous solution to the above-mentioned preliminary treatment product, concentrate on removing the solvent, adding water to hydrolyze, and filter to obtain 45 g of 16α-hydroxyprednisolone acetate refined product; 45 g of 16α-hydroxyprednisolone acetate obtained above was dissolved in a mixed organic solvent of 250 ml of dichloromethane and 250 ml of methanol, stirred and cooled to 0 °C, 90 ml of 10% sodium sulfite aqueous solution was added, and the reaction was stirred. After completion, it was neutralized with 15% sulfuric acid by mass concentration; the mixed organic solvent was concentrated, watered out, filtered, and dried to obtain 36.5 g of 16α-hydroxyprednisolone (11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione).

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