Diethylstilbestrol

• Catalog No.: Bio-0854
• CAS Number: 56-53-1
• M. F.: C18H20O2
• M. W.: 268.3502

SYNONYMS

• IUPAC name: 4-[(3E)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol
• IUPAC Traditional name: 4-[(3E)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol

DATABASE IDS

• CAS Number: 56-53-1

PROPERTIES

• Application(s): Non-steroidal estrogen
• Application(s): Also a strong ichthyotoxin and coronary vasodilator
• Application(s): Antineoplastic agent
• Mechanism of Action: The responsible for vaginal acidity caused by deposition of glycogen in the vaginal epithelium
• Mechanism of Action: Encourages cornification of superficial vaginal-cells
• Mechanism of Action: In the preovulatory-phase: produces changes in the tubular-mucosa

REFERENCES

• Doskosch, J. et al., Monatsh. Chem., 1953, 84, 1146, (isom)
• Busetta, B., Acta Cryst. B, 1973, 29, 2456, (struct)
• Engel, L.L. et al., Biomed. Mass Spectrom., 1978, 5, 582, (ms)
• Crawley, G.C., Kirk-Othmer Encycl. Chem. Technol., 3rd edn., Wiley, 1978, 12, 658, (pharmacol, toxicol)
• IARC Monog., 1979, 21, 131; 173; Suppl. 6, 250; Suppl. 7, 273, (rev, tox)
• Williard, P.G. et al., Tet. Lett., 1980, 21, 3731, (synth)
• Metzler, M., Crit. Rev. Biochem., 1981, 10, 171, (rev, metab)
• Leimner, J. et al., Chem. Ber., 1982, 115, 3697, (synth, deriv)
• Schneider, M. et al., Eur. J. Med. Chem. (Chim. Ther.), 1982, 17, 49, (synth, deriv)
• Inamori, Y. et al., Chem. Pharm. Bull., 1985, 33, 4478, (pharmacol, uv, ir, pmr)
• Duax, W.L. et al., Environ. Health Perspect., 1985, 61, 111, (cryst struct)
• Edelman, D.A., DES/Diethylstilbestrol - New Perspectives, MTP Press, 1986, (book)
• Darden, T. et al., J.A.C.S., 1986, 108, 207, (conformn)
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 4805; 4885; 5765
• Oda, T. et al., Chem. Pharm. Bull., 1988, 36, 1534, (cmr)
• Al-Badr, A.A. et al., Anal. Profiles Drug Subst., 1990, 19, 145, (rev)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1185; 1195
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, DKA200; DKA600; DKB000; TEE300
• Kharasch, N. et al., J.A.C.S., 1943, 65, 11, (synth)
• Solmssen, U.V., Chem. Rev., 1945, 37, 481, (rev, uv)