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Basic Information

Molecular Structure:
CAS No.:	53-36-1
Name:	Methylprednisolone acetate
Article Data:	9

Formula:	C₂₄H₃₂O₆
Molecular Weight:	416.514
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)-;
EINECS:	200-171-3
Density:	1.26 g/cm³
Melting Point:	206oC
Boiling Point:	582.5 °C at 760 mmHg
Flash Point:	196.5 °C
Appearance:	Off-White Solid
Hazard Symbols:	Xn
Risk Codes:	63-62
Safety:	36/37-24/25
PSA:	100.90000
LogP:	2.37440

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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Yield

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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Yield

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

Conditions	Yield
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

Conditions	Yield
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

Raw Materials

108-24-7

53-06-5

93052-90-5

3386-04-7

83-43-2

Downstream Products

83-43-2

359-80-8

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Chemistry

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

Uses

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

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,

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.

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 .