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Prednisolone-21-acetate

Prednisolone-21-acetate Property

Melting point 240-244 °C
alpha D25 +116° (dioxane)
Boiling point 579.8±50.0 °C(Predicted)
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)
FDA UNII 8B2807733D
NIST Chemistry Reference 1,4-Pregnadiene-3,20-dione, 11beta,17alpha,21-trihydroxy-, acetate(52-21-1)
UNSPSC Code 41116107
NACRES NA.24

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Prednisolone-21-acetate Chemical Properties,Usage,Production

Chemical Properties White or almost white, crystalline powder.
Originator Sterane, Phipharmex ,US ,1955
Uses glucocorticoid
Uses Synthetic corticosteroid; metabolically interconvertible with prednisone.
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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Applicable to rheumatoid arthritis, rheumatic fever, lupus erythematosus (sle), scleroderma, dermatomyositis, acute lymphocytic leukemia, etc
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