AZITHROMYCIN

Azithromycin is a macrolide antibiotic inhibiting bacterial protein synthesis. Benefits include broad-spectrum activity and good tissue penetration. Side effects include GI upset, QT prolongation, and mild liver enzyme elevations.

SKU: 54cf870290ad Category: Tag:

Product Description


Mechanism of action

Azithromycin is an azalide macrolide antibiotic that binds to the 50S ribosomal subunit near the peptidyl transferase centre, blocking bacterial protein synthesis by inhibiting translocation. Its extended lactone ring enhances acid stability and tissue penetration, providing long intracellular half‑life and high concentrations in phagocytes.

Benefits and advantages

Extensively used in microbiology, immunomodulation research, intracellular delivery studies, biofilm disruption investigations and ribosomal structural biology. Also key for studying macrolide resistance mechanisms such as erm‑mediated ribosomal methylation and efflux pumps.

Side effects and risks

Risks include QT prolongation, hepatic dysfunction, gastrointestinal disturbance and antimicrobial resistance selection. Handle with antibiotic API controls.

Datasheet


Molecular Formula

C38H72N2O12

Molecular Weight

749.0 g/mol

CAS Number

83905-01-5

Storage Condition

Store in tight container as defined in the USP-NF. This material should be handled and stored per label instructions to ensure product integrity.

Solubility

soluble in ethanol and DSMO, minimally soluble in water

Purity

Purity information is available upon request (COA).

Synonym

azithromycin; Zithromax; 83905-01-5; Hemomycin; Azithromycine

IUPAC/Chemical 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

InChl Key

MQTOSJVFKKJCRP-BICOPXKESA-N

InChl Code

InChI=1S/C38H72N2O12/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28/h20-33,35,41-43,45-46H,15-19H2,1-14H3/t20-,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1

References

https://pubchem.ncbi.nlm.nih.gov/compound/447043;

3D Conformer.

(Click, turn or enlarge)

Download our GMP API Product List.

MedicaPharma is an EU-based supplier of GMP-certified APIs that serves leading healthcare institutions and research organizations.
Click here to download our full API product list.

Download