Azithromycin dihydrate

CAS 83905-01-5

About the API

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
Technology Synthetic Organic Chemistry
Molecular Formula C38H72N2O12
Molecular Weight 749.0 g/mol
Therapeutic category Infectious disease
Available formulations Injectables Opthalmic Oral Liquid Oral Solid
Regulations CEP Flag CEP EU DMF Flag EU DMF Japan DMF Flag Japan DMF US DMF Flag US DMF

General Information

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.

 

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.