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52-21-1

52-21-1 Structure

52-21-1 Structure
IdentificationMore
[Name]

Prednisolone-21-acetate
[CAS]

52-21-1
[Synonyms]

11b,17,21-trihydroxypregna-1,4-diene-3,20-dione 21-acetate
11BETA,17ALPHA,21-TRIHYDROXY-1,4-PREGNADIENE-3,20-DIONE 21-ACETATE
1,4-PREGNADIEN-11-BETA, 17,21-TRIOL-3,20-DIONE 21-ACETATE
1,4-PREGNADIEN-11BETA,17ALPHA,21-TRIOL-3,20-DIONE 21-ACETATE
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-DEHYDROCORTISOL 21-ACETATE
21-ACETOXY-1,4-PREGNADIENE-11BETA,17ALPHA-DIOL-3,20-DIONE
DELTACORTENOLO
HYDROCORTIDELT
INFLANEFRAN
METACORTANDROLONE ACETATE
PREDNISOLONE 21-ACETATE
PREDNISOLONE ACETATE
PRICORTIN
(11beta)-21-(Acetyloxy)-11,17-dihydroxypregna-1,4-diene-3,20-dione
11,17-Dihydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate
11beta,17,21-Trihydroxypregna-1,4-diene-3,20-dione 21-acetate
21-(acetyloxy)-11,17-dihydroxy-4-diene-(11-beta)-pregna-20-dione
21-(acetyloxy)-11,17-dihydroxy-4-diene-(11beta)-pregna-20-dione
[EINECS(EC#)]

200-134-1
[Molecular Formula]

C23H30O6
[MDL Number]

MFCD00037710
[Molecular Weight]

402.48
[MOL File]

52-21-1.mol
Chemical PropertiesBack Directory
[Appearance]

white crystalline powder
[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 ]

neat
[pka]

12.41±0.70(Predicted)
[color ]

White to Off-White
[Stability:]

Stable. Incompatible with strong oxidizing agents.
[Water Solubility ]

11.6mg/L(25 ºC)
[Merck ]

7721
[BRN ]

3111798
[Major Application]

pharmaceutical (small molecule)
[InChIKey]

LRJOMUJRLNCICJ-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 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 DataBack Directory
[Symbol(GHS) ]

Health Hazard (GHS08)
GHS08
[Signal word ]

Danger
[Hazard statements ]

H360FD
[Precautionary statements ]

P201-P202-P280-P308+P313-P405-P501
[Hazard Codes ]

T,C,F
[Risk Statements ]

R25:Toxic if swallowed.
R34:Causes burns.
R11:Highly Flammable.
[Safety Statements ]

S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S16:Keep away from sources of ignition-No smoking .
[WGK Germany ]

3
[RTECS ]

TU4152500
[HS Code ]

29372900
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Repr. 1B
Hazard InformationBack Directory
[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.]
[References]

[1] Patent: CN105503986, 2016, A. Location in patent: Paragraph 0027; 0028
Spectrum DetailBack Directory
[Spectrum Detail]

Prednisolone-21-acetate(52-21-1)MS
Prednisolone-21-acetate(52-21-1)1HNMR
Prednisolone-21-acetate(52-21-1)13CNMR
Prednisolone-21-acetate(52-21-1)IR1
Prednisolone-21-acetate(52-21-1)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

52-21-1(sigmaaldrich)
[TCI AMERICA]

Prednisolone Acetate,>95.0%(LC)(52-21-1)
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