Prednisone
Structural Formula Vector Image
Title: Prednisone
CAS Registry Number: 53-03-2
CAS Name: 17,21-Dihydroxypregna-1,4-diene-3,11,20-trione
Additional Names: 1,4-pregnadiene-17a,21-diol-3,11,20-trione; D1-dehydrocortisone; D1-cortisone; deltacortisone; delta E; metacortandracin; retrocortine
Manufacturers' Codes: NSC-10023
Trademarks: Colisone (Frosst); Cortancyl (Aventis); Dacortin (Merck KGaA); Decortin (Merck KGaA); Deltacortene (Bruno); Deltacortone (Merck & Co.); Deltasone (Upjohn); Deltison (Ferring); Di-Adreson (Organon); Encorton (Polfa); Hostacortin (Hoechst); Meticorten (Schering-Plough); Orasone (Solvay); Rectodelt (Trommsdorff); Sone (Fawns & McAllan); Ultracorten (Novartis)
Molecular Formula: C21H26O5
Molecular Weight: 358.43
Percent Composition: C 70.37%, H 7.31%, O 22.32%
Literature References: Prepn: Oliveto, Gould, US 2897216 (1959 to Schering). Microbiological prepn: Nobile et al., J. Am. Chem. Soc. 77, 4184 (1955); Nobile, US 2837464 and US 3134718 (1958, 1964 both to Schering); Herzog et al., Tetrahedron 18, 581 (1962). Structure: Herzog et al., Science 121, 176 (1955); cf. Djerassi et al., US 2579479 (1951 to Syntex).
Properties: Crystals, dec 233-235°. [a]D25 +172° (dioxane). uv max (methanol): 238 nm (e 15500). Very slightly sol in water. One gram dissolves in about 150 ml alcohol, in about 200 ml chloroform. Slightly sol in methanol, dioxane.
Optical Rotation: [a]D25 +172° (dioxane)
Absorption maximum: uv max (methanol): 238 nm (e 15500)
 
Derivative Type: 21-Acetate
CAS Registry Number: 125-10-0
Molecular Formula: C23H28O6
Molecular Weight: 400.46
Percent Composition: C 68.98%, H 7.05%, O 23.97%
Properties: Crystals, dec 226-232°. [a]D25 +186° (dioxane). uv max (ethanol): 238 nm (e 16100).
Optical Rotation: [a]D25 +186° (dioxane)
Absorption maximum: uv max (ethanol): 238 nm (e 16100)
 
Therap-Cat: Glucocorticoid.
Therap-Cat-Vet: Adrenocortical steroid. Glucocorticoid, anti-inflammatory.
Keywords: Glucocorticoid.

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