Structural Formula Vector Image
Title: Methylprednisolone
CAS Registry Number: 83-43-2
CAS Name: (6a,11b)-11,17,21-Trihydroxy-6-methylpregna-1,4-diene-3,20-dione
Additional Names: 1-dehydro-6a-methylhydrocortisone; D1-6a-methylhydrocortisone; 6a-methyl-11b,17a,21-triol-1,4-pregnadiene-3,20-dione
Trademarks: Medrate (Pharmacia & Upjohn); Medrol (Pharmacia & Upjohn); Medrone (Pharmacia)
Molecular Formula: C22H30O5
Molecular Weight: 374.47
Percent Composition: C 70.56%, H 8.07%, O 21.36%
Literature References: Prepn: Spero et al., J. Am. Chem. Soc. 78, 6213 (1956); Fried, ibid. 81, 1235 (1959); Sebek, Spero, US 2897218 (1959 to Upjohn); Gould, US 3053832 (1962 to Schering). Review of clinical toxicology: J. D. Truwit, Crit. Care Clin. 7, 639-657 (1991); of neuroprotective pharmacology: E. D. Hall, J. Neurosurg. 76, 13-22 (1992); of pharmacokinetics and clinical efficacy in multiple sclerosis: O. R. Hommes et al., Mult. Scler. 1, 327-328 (1996). Clinical trial in acute spinal cord injury: M. B. Bracken et al., J. Neurosurg. 89, 699 (1998); in carpel tunnel syndrome: J. W. H. H. Dammers et al., Br. Med. J. 319, 884 (1999).
Properties: Crystals, mp 228-237°. [a]D20 +83° (dioxane). uv max (95% ethanol): 243 nm (aM 14875). Sparingly sol in alcohol, dioxane, methanol; slightly sol in acetone, chloroform; very slightly sol in ether. Practically insol in water.
Melting point: mp 228-237°
Optical Rotation: [a]D20 +83° (dioxane)
Absorption maximum: uv max (95% ethanol): 243 nm (aM 14875)
Derivative Type: 21-Acetate
CAS Registry Number: 53-36-1
Trademarks: Depo-Medrol (Pharmacia & Upjohn); Depo-Medrone (Pharmacia); Vetacortyl (V oquinol)
Molecular Formula: C24H32O6
Molecular Weight: 416.51
Percent Composition: C 69.21%, H 7.74%, O 23.05%
Properties: Crystals, mp 205-208°. [a]D20 +101° (dioxane). uv max (95% ethanol): 243 nm (aM 14825). Sol in dioxane; sparingly sol in acetone, alcohol, chloroform, methanol; slightly sol in ether. Practically insol in water.
Melting point: mp 205-208°
Optical Rotation: [a]D20 +101° (dioxane)
Absorption maximum: uv max (95% ethanol): 243 nm (aM 14825)
Derivative Type: 21-Succinate sodium salt
CAS Registry Number: 2375-03-3
Trademarks: Solu-Medrol (Pharmacia & Upjohn); Solu-Medrone (Pharmacia)
Molecular Formula: C26H33NaO8
Molecular Weight: 496.53
Percent Composition: C 62.89%, H 6.70%, Na 4.63%, O 25.78%
Properties: White, or nearly white, odorless, hygrosopic, amorphous solid. Very sol in water, alcohol; very slightly sol in acetone. Insol in chloroform.
Derivative Type: Aceponate
CAS Registry Number: 86401-95-8
Trademarks: Advantan (Schering AG)
Molecular Formula: C27H36O7
Molecular Weight: 472.57
Percent Composition: C 68.62%, H 7.68%, O 23.70%
Therap-Cat: Glucocorticoid.
Therap-Cat-Vet: Glucocorticoid.
Keywords: Glucocorticoid.

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