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Methylprednisolone acetate
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Name

Methylprednisolone acetate

 EINECS 200-171-3
CAS No. 53-36-1 Density 1.26 g/cm3
PSA 100.90000 LogP 2.37440
Solubility N/A Melting Point 206oC
Formula C24H32O6 Boiling Point 582.5 °C at 760 mmHg
Molecular Weight 416.514 Flash Point 196.5 °C
Transport Information N/A Appearance Off-White Solid
Safety 36/37-24/25 Risk Codes 63-62
Molecular Structure Molecular Structure of 53-36-1 (Methylprednisolone acetate) Hazard Symbols Xn
Synonyms

Pregna-1,4-diene-3,20-dione,11b,17,21-trihydroxy-6a-methyl-, 21-acetate (6CI,7CI,8CI);11b,17a,21-Trihydroxy-6a-methylpregna-1,4-diene-3,20-dione 21-acetate;21-Acetoxy-11b,17-dihydroxy-6a-methylpregna-1,4-diene-3,20-dione;6-Methylprednisolone acetate;6a-Methylprednisolone 21-acetate;6a-Methylprednisolone acetate;DepMedalone 40;DepMedalone80;Depo-Medrate;Depo-Medrol;Depo-Medrone;Depo-methylprednisolone;Medrol acetate;Mepred;Methylprednisolone 21-acetate;Urbason Crystal Suspension;Vetacortyl;Pregna-1,4-diene-3,20-dione,21-(acetyloxy)-11,17-dihydroxy-6-methyl-, (6a,11b)-;

Article Data 9

Methylprednisolone acetate Synthetic route

1968-76-9

21-acetoxy-11β-hydroxy-6α-methyl-pregna-1,4,17(20)c-trien-3-one

53-36-1

methylprednisolone acetate

Conditions
ConditionsYield
With osmium(VIII) oxide; [bis(acetoxy)iodo]benzene; tert-butyl alcohol Reagens 4: Pyridin;
83-43-2

Methylprednisolone

108-24-7

acetic anhydride

53-36-1

methylprednisolone acetate

Conditions
ConditionsYield
With pyridine
86401-94-7

17α-acetoxy-11β,21-dihydroxy-6α-methyl-1,4-pregnadiene-3,20-dione

A

83-43-2

Methylprednisolone

B

53-36-1

methylprednisolone acetate

Conditions
ConditionsYield
With aq. buffer In N,N-dimethyl-formamide at 25℃; Rate constant; Mechanism; pH dependence;
53-06-5, 10007-36-0, 15779-07-4, 35446-72-1, 104713-00-0

17,21-dihydroxy-pregn-4-ene-3,11,20-trione

53-36-1

methylprednisolone acetate

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: aqueous hydrochloric acid; chloroform
2: benzene; toluene-4-sulfonic acid
3: peroxybenzoic acid; benzene / Behandeln unter Ausschluss von Licht, Behandeln des Reaktionsprodukts mit Ameisensaeure und Erwaermen des danach isolierten Reaktionsprodukts mit wss.-methanol. Kalilauge
4: toluene-4-sulfonic acid
5: benzene; diethyl ether
6: pyridine; thionyl chloride / Erwaermen des Reaktionsprodukts mit Lithiumalanat in Aether und Benzol
7: acetone; toluene-4-sulfonic acid
8: acetic acid; tert-butyl alcohol; selenium dioxide
9: aqueous formic acid
10: pyridine
View Scheme
3386-04-7, 14423-17-7

11β,21-dihydroxy-6α-methyl-pregna-4,17(20)c-dien-3-one

53-36-1

methylprednisolone acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Dehydrierung durch Septomyxa affinis und anschliessende Acetylierung
2: diacetoxy-phenyl-iodan; OsO4; tert-butyl alcohol / Reagens 4: Pyridin
View Scheme
117888-35-4

(20Ξ)-11β-hydroxy-6α-methyl-17,20;20,21-bis-methylenedioxy-pregna-1,4-dien-3-one

53-36-1

methylprednisolone acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous formic acid
2: pyridine
View Scheme
123292-91-1

(20Ξ)-11β-hydroxy-6α-methyl-17,20;20,21-bis-methylenedioxy-pregn-4-en-3-one

53-36-1

methylprednisolone acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetic acid; tert-butyl alcohol; selenium dioxide
2: aqueous formic acid
3: pyridine
View Scheme
3607-68-9

17α,20;20,21-bismethylenedioxypregn-4-ene-3,11-dione

53-36-1

methylprednisolone acetate

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: benzene; toluene-4-sulfonic acid
2: peroxybenzoic acid; benzene / Behandeln unter Ausschluss von Licht, Behandeln des Reaktionsprodukts mit Ameisensaeure und Erwaermen des danach isolierten Reaktionsprodukts mit wss.-methanol. Kalilauge
3: toluene-4-sulfonic acid
4: benzene; diethyl ether
5: pyridine; thionyl chloride / Erwaermen des Reaktionsprodukts mit Lithiumalanat in Aether und Benzol
6: acetone; toluene-4-sulfonic acid
7: acetic acid; tert-butyl alcohol; selenium dioxide
8: aqueous formic acid
9: pyridine
View Scheme
55701-21-8

(20Ξ)-17,20;20,21-bis-methylenedioxy-5α-pregnane-3,6,11-trione

53-36-1

methylprednisolone acetate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: toluene-4-sulfonic acid
2: benzene; diethyl ether
3: pyridine; thionyl chloride / Erwaermen des Reaktionsprodukts mit Lithiumalanat in Aether und Benzol
4: acetone; toluene-4-sulfonic acid
5: acetic acid; tert-butyl alcohol; selenium dioxide
6: aqueous formic acid
7: pyridine
View Scheme

(20Ξ)-3,3-ethanediyldioxy-6-methyl-17,20;20,21-bis-methylenedioxy-pregn-5-en-11β-ol

53-36-1

methylprednisolone acetate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: acetone; toluene-4-sulfonic acid
2: acetic acid; tert-butyl alcohol; selenium dioxide
3: aqueous formic acid
4: pyridine
View Scheme

Methylprednisolone acetate Chemical Properties

Molecular Structure of Methylprednisolone acetate (CAS NO.53-36-1):

Molecular Formula: C24H32O6
Molecular Weight: 416.56
IUPAC Name: [2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-Dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
Classification Code: Anti-Inflammatory Agents ; Drug / Therapeutic Agent ; Glucocorticoid ; Hormone ; Reproductive Effect 
EINECS: 200-171-3
Product Categories: Miscellaneous Biochemicals; Chiral Reagents; Intermediates & Fine Chemicals; Pharmaceuticals; Steroids 
Index of Refraction: 1.58
Molar Refractivity: 109.67 cm3
Molar Volume: 329.3 cm3 
Surface Tension: 54.1 dyne/cm
Density: 1.26 g/cm3
Melting Point: 206°C
Boiling Point: 582.5 °C at 760 mmHg
Flash Point: 196.5 °C
Appearance: Off-White Solid
Vapour Pressure of Methylprednisolone acetate (CAS NO.53-36-1): 5.41E-16 mmHg at 25 °C

Methylprednisolone acetate Uses

  Methylprednisolone acetate (CAS NO.53-36-1) can be used as Glucocorticoid

Methylprednisolone acetate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 1409mg/kg (1409mg/kg)   Drugs in Japan Vol. -, Pg. 1182, 1990.
mouse LD50 subcutaneous 1320mg/kg (1320mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: OTHER CHANGES		 Journal of Toxicological Sciences. Vol. 10(Suppl,
rat LD50 oral > 10gm/kg (10000mg/kg)   Drugs in Japan Vol. -, Pg. 1182, 1990.
rat LD50 subcutaneous 265mg/kg (265mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: OTHER CHANGES		 Journal of Toxicological Sciences. Vol. 10(Suppl,

Methylprednisolone acetate Safety Profile

Poison by subcutaneous route. Moderately toxic by intraperitoneal route. An experimental teratogen. Other experimental reproductive effects. A steroid. When heated to decomposition it yields acrid smoke and fumes.

Methylprednisolone acetate Specification

  Methylprednisolone acetate (CAS NO.53-36-1), its Synonyms are 11beta,17,21-Trihydroxy-6alpha-methylpregna-1,4-diene-3,20-
dione 21-acetate ; 6alpha-Methylprednisolone 21-acetate ; 6alpha-Methylprednisolone acetate ; D-Med ; Demethyl ; Depo-Medrate ; Depo-Medrin ; Depo-Medrol ; Depo-Medrone ; Depo-Methylprednisolone acetate ; Depometicort ; Medrol Enpak ; Medrol acetate ; Mepred ; Methylprednisolone 21-acetate .

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