PZ0007

Azithromycin dihydrate

≥98% (HPLC), powder, 50S ribosomal subunit formation and elongation inhibitor

• Synonym(s): 1-Oxa-6-azacyclopentadecan-15-one, 13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10- trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylohexopyranosyl]oxy]-, dihydrate, [2R-(2R, 3S, 4R, 5R, 8R, 10R, 11R, 12S, 13S, 14R)]-, N-Methyl-11-aza-10-deoxo-10-dihydroerythromycin A, CP-62993
• Empirical Formula (Hill Notation): C₃₈H₇₂N₂O₁₂ · 2H₂O
• CAS Number: 117772-70-0
• Molecular Weight: 785.02
• MDL number: MFCD01862248
• UNSPSC Code: 12352200
• PubChem Substance ID: 329823676
• NACRES: NA.77

Properties

• product name: Azithromycin dihydrate, ≥98% (HPLC)
• assay: ≥98% (HPLC)
• form: powder
• storage condition: protect from light
• color: off-white
• solubility: DMSO: >20 mg/mL
• storage temp.: room temp
• SMILES string: O.O.CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@](C)(O)C[C@@H](C)CN(C)[C@H](C)[C@@H](O)[C@]1(C)O
• InChI: 1S/C38H72N2O12.2H2O/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;2*1H2/t20-,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-;;/m1../s1
• InChI key: SRMPHJKQVUDLQE-KUJJYQHYSA-N

Description

Application

Azithromycin dihydrate has been used:

• in blocking buffer (5% bovine serum albumin) for indirect immunofluorescence
• in treating the U87 cells for cell-viability assay and flow cytometry analysis to study the Zika virus infection in glial cells
• in antibiotic co-treatment experiments, to compare its antibacterial activity with PYRRO-C3D against Streptococcus pneumoniae biofilms

Biochem/physiol Actions

Azithromycin dihydrate is a macrolide antibiotic, azalide subclass. It binds to the 50S subunit of the 70S bacterial ribosomes and inhibits RNA-dependent protein synthesis in bacterial cells. Azithromycin also has anti-immunomodulatory/anti-inflammatory properties, which make it useful in treating cystic fibrosis.

Azithromycin is a non-β-lactam antibody, effective against infections associated with respiratory tract, skin, tissues and genital chlamydia. It also acts against Plasmodium falciparum and P. vivax, which are multidrug resistance species that transmit malaria. Azithromycin targets the ribosome and prevents protein synthesis. It is soluble in lipids and metabolizes in liver by undergoing demethylation.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable