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Azithromycin by Teva API

Product Name:
Azithromycin
CAS Number:
83905-01-5
Therapeutic Category:
Antibacterials - macrolides
DMF / CEP:
Japan DMF, US DMF, Canada DMF, CEP
Status:
Commercial
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Molecular Formula: C38H72N2O12
Molecular Weight: 749.0 g/mol
Systematic Name: (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-Ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-15-oxo-11-{[3,4,6-trideoxy-3-(dimethylamino)-?-D-xylo-hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-yl 2,6-dideoxy-3-C-methyl-3-O-methyl-?-L-ribo-hexopyranoside
Trade Name(s): Zithromax, Azithrocin
Appearance: white crystalline powder

Azithromycin, a semi-synthetic antibiotic, belongs to a class of drugs know as `macrolide antibiotics,? of which all members are chemically derived from naturally occurring erythromycin. The drug is effective against numerous types of bacteria such as Hemophilus influenzae, Streptococcus pneumoniae, and S. aureus, among others. Azithromycin, like all macrolide antibiotics, prevents bacteria from growing by disrupting their ability to synthesize proteins. Due to differences in the mechanisms of protein synthesis in bacteria and humans, macrolide antibiotics do not interfere with protein production in humans. It is an unusual antibiotic in that it has a long half-life (68 h), permitting once-a-day dosing and shorter treatment times for many infections.

Mechanism of Action
Azithromycin, like other antibiotics of the macrolide class, works by disrupting the bacteria?s ability to synthesize protein; this is achieved by binding to the 50S ribosomal subunit of the 70S ribosome. Binding inhibits the function of peptidyl transferase (responsible for peptide bond formation) and disrupts amino acid translocation (movement of proteins across membranes). Its effects could either be bacteriostatic (prevents reproduction) or bactericidal; this is largely dependent on the targeted organism and concentration of the drug.

Manufacture
Presently, azithromycin is manufactured through semi-synthetic methods. Semi-synthesis is a type of a chemical synthesis that makes use of compounds isolated from natural sources (bacterial; cell cultures; plant material) as starting material. Erythromycin, a metabolic product of the actinomycete bacterium Saccharopolyspora erythraea, is the starting material for its preparation.

For more information on our services and products – including product suitability, intended uses and current availability – please contact TAPI Customer Service. CAS Registry Number is a Registered Trademark of the American Chemical Society. This webpage and any reference to the above product is to be read within the meaning and terms of the Legal Notes, and within the meaning and terms of point 11. of those Notes in particular.