Cortisone

• Catalog No.: Bio-0664
• CAS Number: 53-06-5
• M. F.: C21H28O5
• M. W.: 360.44402

SYNONYMS

• IUPAC name: (1S,2R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,17-dione
• IUPAC Traditional name: (1S,2R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,17-dione
• Synonyms: 17-Hydroxy-11-dehydrocorticosterone; Reichstein's Substance Fa; Wintersteiner's compound F; Kendall's compound E

DATABASE IDS

• CAS Number: 53-06-5

PROPERTIES

• Application(s): Used in rheumatoid arthritis and rheumatic fever therapy
• Application(s): Antiinflammatory agent
• Application(s): Immunosuppressive
• Biological Source: Adrenal cortical hormone
• Mechanism of Action: Corticosteroid
• Mechanism of Action: ACTH secretion inhibitor
• Mechanism of Action: Gluconeogenesis promoter
• Mechanism of Action: Glycogen deposition inhibitor
• Mechanism of Action: Calcium mobilizer
• Mechanism of Action: Phosphorus mobilizer

REFERENCES

• drich Library of 13C and 1H FT NMR Spectra, 1992, 3, 587A; 602B, (nmr)
• Reichstein, T., Helv. Chim. Acta, 1936, 19, 1107; 1937, 20, 978, (isol, Cortisone)
• Sarett, L.H., J.A.C.S., 1948, 70, 1454, (synth)
• Rosenkranz, G. et al., J.A.C.S., 1951, 73, 4055, (synth)
• Woodward, R.B. et al., J.A.C.S., 1951, 73, 4057, (synth)
• Sarett, L.H. et al., J.A.C.S., 1952, 74, 4974, (synth)
• Hayden, A.L., Anal. Chem., 1955, 27, 1486, (ir, Cortisone)
• Green, G.F.H. et al., J.C.S., 1965, 7328, (pmr, Cortisone)
• Smit, A. et al., Rec. Trav. Chim. (J. R. Neth. Chem. Soc.), 1966, 85, 731
• Saucy, G. et al., Helv. Chim. Acta, 1967, 50, 1394, (synth, uv, ir, pmr, 10-form)
• Genard, P. et al., Steroids, 1968, 12, 763, (ms, Cortisone)
• Weeks, C.M. et al., J.A.C.S., 1973, 95, 2865, (struct)
• Hazen, G.G., J. Chem. Educ., 1980, 57, 291, (synth)
• Horiguchi, Y. et al., J.O.C., 1986, 51, 4323, (synth)
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 6296; 6940, (synonyms)
• Kirk, D.N. et al., J.C.S. Perkin 2, 1990, 1567, (pmr)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 727
• Muhtadi, F.J., Anal. Profiles Drug Subst., 1999, 26, 167-246, (rev)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, CNS800; CNS825