H. Lode et al., AZITHROMYCIN - REVIEW OF KEY CHEMICAL, PHARMACOKINETIC AND MICROBIOLOGICAL FEATURES, Journal of antimicrobial chemotherapy, 37, 1996, pp. 1-8
One of the chemical features that distinguishes the 15-membered ring a
zalide azithromycin from the 14-membered ring macrolide compound eryth
romycin is the former's increased stability at acid pH. Azithromycin a
lso differs pharmacokinetically from erythromycin, an important featur
e being azithromycin's ability to achieve high tissue concentrations,
with the agent being delivered to the sites of infection by direct upt
ake and by targeted delivery via phagocytes. High tissue concentration
s are maintained for prolonged periods because of azithromycin's long
half-life, leading to once-daily dosing for 3 or 5 days. Notable micro
biological features of azithromycin are in-vitro activity against many
pyogenic bacteria (e.g. Neisseria gonorrhoeae and Moraxella catarrhal
is), as well as organisms against which beta-lactam antibiotics are us
ually ineffective (e.g. Legionella and Chlamydia spp.), organisms that
are resistant to benzylpenicillin and erythromycin (e.g. Haemophilus
influenzae) and organisms for which satisfactory therapy is limited (e
.g. Toxoplasma gondii and the Mycobacterium avium-intracellulare compl
ex). These properties of azithromycin suggest that it might be a usefu
l agent for the treatment of a wide range of bacterial infections.