Substance

ID:449736

Names and Identifiers
IUPAC name
3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione
Synonyms
AminoglutethimideCytadrenEliptenOrimeten
IUPAC Traditional name
3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione
Registration numbers
CAS Number
Properties
Product Information
Application(s)
Now used as aromatase inhibitor for treatment of breast cancer in postmenopausal women and for treatment of secondary hyperaldosteronism and oedema
Originally used as anticonvulsant, withdrawn due to adrenotoxicity.
Inhibits adrenal corticosteroid synthesis
Pharmacology Properties
Mechanism of Action
Aromatase inhibitor
Corticosteroid antagonist
Cholesterol desmolase inhibitor
Mineralocorticoid synthesis inhibitor
Inhibits hydroxylations required for aromatization of androgens to estrogens
Corticosteroid synthesis inhibitor
Androgen synthesis inhibitor
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• Defay, N. et al., J. Pharm. Belg., 1972, 27, 335, (pmr)
• Bushell, S.M. et al., Tetrahedron, 1998, 54, 2269-2274, (synth, ir, pmr, cmr)
• Santen, R.J. et al., Pharmanual (Basel), Vol. 2: A Comprehensive Guide to the Therapeutic Use of Aminoglutethimide, Karger, Basel, Switz., 1981, (book)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, AKC600
• Aboul-Enein, H.Y. et al., J. Med. Chem., 1975, 18, 736, (synth, pharmacol)
• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 404A, (ir)
• Ruecker, G. et al., Arch. Pharm. (Weinheim, Ger.), 1969, 302, 204, (ms)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 454
• Salhanick, H.A., Cancer Res., 1982, 42, 3315, (pharmacol)
• Van Roey, P. et al., Acta Cryst. C, 1991, 47, 829, (cryst struct, bibl)
• Chang, M.-Y. et al., Tet. Lett., 2000, 41, 10273-10276, (synth)
• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 2, 1456C, (nmr)
• Lee, C.M. et al., J.A.C.S., 1961, 83, 4586, (uv, ir)
• Aboul-Enein, H.Y., Anal. Profiles Drug Subst., 1986, 15, 35, (rev)