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Azithromycin by Teva API

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Japan DMF, US DMF, Canada DMF, CEP
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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.

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.

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