Substance

ID:449636

Names and Identifiers
IUPAC name
(1S,2R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-5,17-dione
Synonyms
Cortisone17-Hydroxy-11-dehydrocorticosteroneReichstein's Substance FaWintersteiner's compound FKendall's compound E
IUPAC Traditional name
(1S,2R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-5,17-dione
Registration numbers
CAS Number
Properties
Product Information
Biological Source
Adrenal cortical hormone
Application(s)
Used in rheumatoid arthritis and rheumatic fever therapy
Immunosuppressive
Antiinflammatory agent
Pharmacology Properties
Mechanism of Action
Corticosteroid
Glycogen deposition inhibitor
ACTH secretion inhibitor
Calcium mobilizer
Phosphorus mobilizer
Gluconeogenesis promoter
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• Reichstein, T., Helv. Chim. Acta, 1936, 19, 1107; 1937, 20, 978, (isol, Cortisone)
• Sarett, L.H., J.A.C.S., 1948, 70, 1454, (synth)
• Sarett, L.H. et al., J.A.C.S., 1952, 74, 4974, (synth)
• Genard, P. et al., Steroids, 1968, 12, 763, (ms, Cortisone)
• Hazen, G.G., J. Chem. Educ., 1980, 57, 291, (synth)
• drich Library of 13C and 1H FT NMR Spectra, 1992, 3, 587A; 602B, (nmr)
• 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)
• Green, G.F.H. et al., J.C.S., 1965, 7328, (pmr, Cortisone)
• Weeks, C.M. et al., J.A.C.S., 1973, 95, 2865, (struct)
• Kirk, D.N. et al., J.C.S. Perkin 2, 1990, 1567, (pmr)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, CNS800; CNS825
• Rosenkranz, G. et al., J.A.C.S., 1951, 73, 4055, (synth)
• Hayden, A.L., Anal. Chem., 1955, 27, 1486, (ir, Cortisone)
• Muhtadi, F.J., Anal. Profiles Drug Subst., 1999, 26, 167-246, (rev)
• Smit, A. et al., Rec. Trav. Chim. (J. R. Neth. Chem. Soc.), 1966, 85, 731
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 727
• Woodward, R.B. et al., J.A.C.S., 1951, 73, 4057, (synth)
• Saucy, G. et al., Helv. Chim. Acta, 1967, 50, 1394, (synth, uv, ir, pmr, 10-form)