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Prednisolone-21-acetate

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Prednisolone-21-acetate Basic information

Product Name:
Prednisolone-21-acetate
Synonyms:
  • PREDNISOLONE ACETATE
  • PREDNISOLONE 21-ACETATE
  • PRICORTIN
  • 1,4-PREGNADIENE-11BETA,17ALPHA,21-TRIOL 3,20-DIONE 21-ACETATE
  • 1,4-PREGNADIENE-3,20-DIONE-11BETA,17ALPHA,21-TRIOL 21-ACETATE
  • 1,4-PREGNADIEN-11BETA,17ALPHA,21-TRIOL-3,20-DIONE 21-ACETATE
  • 1,4-PREGNADIEN-11-BETA, 17,21-TRIOL-3,20-DIONE 21-ACETATE
  • 1-DEHYDROCORTISOL 21-ACETATE
CAS:
52-21-1
MF:
C23H30O6
MW:
402.49
EINECS:
200-134-1
Product Categories:
  • Applicable to rheumatoid arthritis, rheumatic fever, lupus erythematosus (sle), scleroderma, dermatomyositis, acute lymphocytic leukemia, etc
  • METICOTOLONE
  • Biochemistry
  • Hydroxyketosteroids
  • Steroids
  • API
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • 52-21-1
Mol File:
52-21-1.mol
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Prednisolone-21-acetate Chemical Properties

Melting point:
240-244 °C
Boiling point:
579.8±50.0 °C(Predicted)
alpha 
D25 +116° (dioxane)
Density 
1.28±0.1 g/cm3(Predicted)
refractive index 
112 ° (C=1, Dioxane)
storage temp. 
2-8°C
solubility 
Practically insoluble in water, slightly soluble in ethanol (96 per cent) and in methylene chloride.
form 
Solid
pka
12.41±0.70(Predicted)
color 
White to Off-White
Water Solubility 
11.6mg/L(25 ºC)
Merck 
7721
BRN 
3111798
Stability:
Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference
52-21-1(CAS DataBase Reference)
NIST Chemistry Reference
1,4-Pregnadiene-3,20-dione, 11beta,17alpha,21-trihydroxy-, acetate(52-21-1)
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Safety Information

Hazard Codes 
N
Risk Statements 
25-34-11
Safety Statements 
45-36/37/39-26-16
WGK Germany 
3
RTECS 
TU4152500
HS Code 
29372900

MSDS

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Prednisolone-21-acetate Usage And Synthesis

Chemical Properties

White or almost white, crystalline powder.

Originator

Sterane, Phipharmex ,US ,1955

Uses

Synthetic corticosteroid; metabolically interconvertible with prednisone.

Uses

glucocorticoid

Definition

ChEBI: Prednisolone acetate is a corticosteroid hormone.

Manufacturing Process

To a solution of 0.85 gram of 1,4-pregnadiene-11β,17α,21-triol-3,20-dione (prednisolone) in 5 ml of pyridine are added 3 ml of acetic anhydride. The reaction mixture is allowed to stand at room temperature overnight and is then diluted with ice water. The resulting precipitate is filtered from the mixture and recrystallized from acetone-hexane. There is recovered 0.45 gram of 1,4-pregnadiene-11β,17α,21-triol-3,20-dione 21-acetate, MP 235°239°C. On recrystallization, the MP rose to 237°-239°C.

brand name

Econopred (Alcon); Meticortelone (Schering); Omnipred (Alcon); Sterane (Pfizer).

Therapeutic Function

Glucocorticoid

Biological Activity

Prednisolone Acetate (Omnipred) is a synthetic corticosteroid that is a particularly potent immunosuppressant.

Clinical Use

For rheumatoid arthritis, rheumatic fever, lupus erythematosus, scleroderma, dermatomyositis, acute lymphoblastic leukemia, etc.

Purification Methods

Recrystallise prednisolone acetate from EtOH, Me2CO, Me2CO/hexane, and it has UV with max at 243nm in EtOH. [Joly et al. Bull Soc Chim Fr 366 1958; Herzog et al. J Am Chem Soc 77 4781 1955, Beilstein 8 IV 3468.]

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