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.

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)

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

• Language:English Provider:SigmaAldrich

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.]

Prednisolone-21-acetate (52-21-1)Related Product Information

• Prednisone 21-acetate
• Ethylene glycol monoethyl ether acetate
• Ethyl acetate
• Isopropyl acetate
• 2-Butoxyethyl acetate
• Vinyl acetate
• POLY(VINYL ACETATE)
• Tocopheryl acetate
• Prednisolone
• D-alpha-Tocopheryl acetate
• Trenbolone acetate
• Sodium acetate
• Glatiramer acetate
• 1-Methoxy-2-propyl acetate
• Sodium acetate trihydrate
• Methylprednisolone
• Acetic acid
• Retinyl acetate