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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;API;Biochemistry;Hydroxyketosteroids;Steroids;Intermediates & Fine Chemicals;Pharmaceuticals;52-21-1
Mol File:52-21-1.mol
Prednisolone-21-acetate Structure
Prednisolone-21-acetate Chemical Properties
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
pka12.41±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.
Major Applicationpharmaceutical (small molecule)
InChIKeyLRJOMUJRLNCICJ-JZYPGELDSA-N
SMILES[H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]4(C)[C@@]2([H])CC[C@]4(O)C(=O)COC(C)=O
CAS DataBase Reference52-21-1(CAS DataBase Reference)
NIST Chemistry Reference1,4-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
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsRepr. 1B
MSDS Information
ProviderLanguage
SigmaAldrich English
Prednisolone-21-acetate Usage And Synthesis
Chemical PropertiesWhite or almost white, crystalline powder.
OriginatorSterane, Phipharmex ,US ,1955
UsesSynthetic corticosteroid; metabolically interconvertible with prednisone.
Usesglucocorticoid
DefinitionChEBI: Prednisolone acetate is a corticosteroid hormone.
Manufacturing ProcessTo 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 nameEconopred (Alcon); Meticortelone (Schering); Omnipred (Alcon); Sterane (Pfizer).
Therapeutic FunctionGlucocorticoid
Biological ActivityPrednisolone Acetate (Omnipred) is a synthetic corticosteroid that is a particularly potent immunosuppressant.
Clinical UseFor rheumatoid arthritis, rheumatic fever, lupus erythematosus, scleroderma, dermatomyositis, acute lymphoblastic leukemia, etc.
Purification MethodsRecrystallise 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.]
References[1] Patent: CN105503986, 2016, A. Location in patent: Paragraph 0027; 0028
Tag: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 Acetic acid Methylprednisolone Retinyl acetate

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