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Substance Name: Methylprednisolone [USP:INN:BAN:JAN]
RN: 83-43-2
UNII: X4W7ZR7023
InChIKey: VHRSUDSXCMQTMA-PJHHCJLFSA-N

Note

  • A PREDNISOLONE derivative with similar anti-inflammatory action.

Molecular Formula

  • C22-H30-O5

Molecular Weight

  • 374.474
 

Classification Codes

  • Adrenal Cortex Hormones
  • Anti-Inflammatory
  • Anti-Inflammatory Agents
  • Antiemetics
  • Autonomic Agents
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Gastrointestinal Agents
  • Glucocorticoid
  • Glucocorticoids
  • Hormones
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Human Data
  • Immunosuppressant
  • Neuroprotective Agents
  • Peripheral Nervous System Agents
  • Protective Agents

Names and Synonyms

Name of Substance

  • Methylprednisolone
  • Methylprednisolone [USP:INN:BAN:JAN]

MeSH Heading

  • Methylprednisolone

Synonyms

  • 1-Dehydro-6alpha-methylhydrocortisone
  • 11-beta,17,21-Trihydroxy-6-alpha-methylpregna-1,4-diene-3,20-dione
  • 11beta,17,21-Trihydroxy-6alpha-methylpregna-1,4-diene-3,20-dione
  • 11beta,17alpha,21-Trihydroxy-6alpha-methyl-1,4-pregnadiene-3,20-dione
  • 4-08-00-03498 (Beilstein Handbook Reference)
  • 6-alpha-Methylprednisolone
  • 6alpha-Methyl-11beta,17alpha,21-triol-1,4-pregnadiene-3,20-dione
  • 6alpha-Methylprednisolone
  • A-Methapred
  • Artisone-wyeth
  • Besonia
  • BRN 2340300
  • delta(1)-6alpha-Methylhydrocortisone
  • delta(sup 1)-6-alpha-Methylhydrocortisone
  • Depo-Medrol (acetate)
  • Dopomedrol
  • EC 201-476-4
  • EINECS 201-476-4
  • Esametone
  • Firmacort
  • HSDB 3127
  • Lemod
  • Medesone
  • Medixon
  • Medlone 21
  • Medrate
  • Medrol
  • Medrol adt pak
  • Medrol dosepak
  • Medrone
  • Mesopren
  • Metastab
  • Methyleneprednisolone
  • Methylprednisolone
  • Methylprednisolonum
  • Methylprednisolonum [INN-Latin]
  • Metilbetasone
  • Metilprednisolona
  • Metilprednisolona [INN-Spanish]
  • Metilprednisolone
  • Metilprednisolone [DCIT]
  • Metrisone
  • Metrocort
  • Metysolon
  • Moderin
  • Nirypan
  • Noretona
  • NSC-19987
  • Predni N Tablinen
  • Prednisolone, 6alpha-methyl-
  • Prednisolone, methyl-
  • Prednol- L
  • Pregna-1,4-diene-3,20-dione, 11,17,21-trihydroxy-6-methyl-, (6alpha,11beta)-
  • Pregna-1,4-diene-3,20-dione, 11beta,17,21-trihydroxy-6alpha-methyl-
  • Promacortine
  • Reactenol
  • Sieropresol
  • Solomet
  • Summicort;
  • Suprametil
  • U 7532
  • U-67,590A
  • UNII-X4W7ZR7023
  • Urbason
  • Urbasone
  • Wyacort

Systematic Names

  • Methylprednisolone
  • Pregna-1,4-diene-3,20-dione, 11,17,21-trihydroxy-6-methyl-, (6alpha,11beta)-
  • Pregna-1,4-diene-3,20-dione, 11beta,17,21-trihydroxy-6alpha-methyl- (8CI)
  • Pregna-1,4-diene-3,20-dione, 6-alpha-methyl-11-beta-17,21-trihydroxy-

Registry Numbers

CAS Registry Number

  • 83-43-2

FDA UNII

  • X4W7ZR7023

Other Registry Numbers

  • 121673-01-6
  • 570-35-4

System Generated Number

  • 0000083432

Structure Descriptors

InChI

1S/C22H30O5/c1-12-8-14-15-5-7-22(27,18(26)11-23)21(15,3)10-17(25)19(14)20(2)6-4-13(24)9-16(12)20/h4,6,9,12,14-15,17,19,23,25,27H,5,7-8,10-11H2,1-3H3/t12-,14-,15-,17-,19+,20-,21-,22-/m0/s1

InChIKey

VHRSUDSXCMQTMA-PJHHCJLFSA-N

Smiles

C[C@H]1C[C@H]2[C@@H]3CC[C@@]([C@]3(C[C@@H]([C@@H]2[C@@]4(C1=CC(=O)C=C4)C)O)C)(C(=O)CO)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2292mg/kg (2292mg/kg)   Drugs in Japan Vol. 6, Pg. 832, 1982.
rat LD50 oral > 4gm/kg (4000mg/kg)   Drugs in Japan Vol. 6, Pg. 832, 1982.
women TDLo intravenous 20mg/kg/45M-C (20mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) Journal of Rheumatology. Vol. 13, Pg. 477, 1986.
women TDLo intravenous 60mg/kg/3D-I (60mg/kg) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION		 Annals of Internal Medicine. Vol. 99, Pg. 282, 1983.
women TDLo parenteral 2400ug/kg (2.4mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

CARDIAC: CHANGE IN RATE		 British Journal of Anesthesia. Vol. 69, Pg. 422, 1992.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 232.5 deg C   EXP
log P (octanol-water) 1.820 (none)   EST
Water Solubility 120 mg/L 25 EXP
Atmospheric OH Rate Constant 7.39E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.