Azithromycin

• Catalog No.: Bio-0676
• CAS Number: 83905-01-5
• M. F.: C38H72N2O12
• M. W.: 748.98448

SYNONYMS

• IUPAC name: (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-2-ethyl-3,4,10-trihydroxy-13-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one
• IUPAC Traditional name: (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-2-ethyl-3,4,10-trihydroxy-13-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one
• Synonyms: Sumamed; Zithromax; Azitrocin; Trezid; Ribotrex

DATABASE IDS

• CAS Number: 83905-01-5

PROPERTIES

• Application(s): Antibacterial agent
• Application(s): Macrolide antibiotic
• Mechanism of Action: Protein synthesis inhibitor

REFERENCES

• Eur. Pat., 1984, Pfizer, 109 253; CA, 101, 211651, (synth, props)
• Girard, A.E. et al., Antimicrob. Agents Chemother., 1987, 31, 1939; 1948, (props)
• Kovacic-Bosnjak, N. et al., Chromatographia, 1988, 25, 999
• Bright, G.M. et al., J. Antibiot., 1988, 41, 1029, (synth, pharmacol)
• Djokic, S. et al., J. Chem. Res., Synop., 1988, 152, (deriv, cryst struct)
• Laufen, H. et al., Arzneim.-Forsch., 1990, 40, 686, (pharmacol)
• Shepard, R.M. et al., J. Chromatogr., 1991, 565, 321, (hplc)
• Barber, J., Magn. Reson. Chem., 1991, 29, 740, (pmr, cmr)
• Ballow, C.H. et al., Ann. Pharmacother., 1992, 26, 1253, (rev)
• Peters, D.H. et al., Drugs, 1992, 44, 750, (rev)
• Drew, R.H. et al., Pharmacotherapy (Carlisle, Mass.), 1992, 12, 161, (rev)
• Mansoor, G.A. et al., Ann. Intern. Med., 1993, 119, 636, (tox)
• Fortner, J.H. et al., Fundam. Appl. Toxicol., 1993, 21, 164, (tox)
• Langtry, H.D. et al., Drugs, 1998, 56, 273-297, (rev)
• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 155
• Awan, A. et al., J.C.S. Perkin 2, 2000, 1645-1652, (pmr, conformn)