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Azithromycin

Catalog #: 3771
3 Citations Datasheet
Catalog # Availability Size / Price Qty
3771/50
Azithromycin | CAS No. 83905-01-5 | DNA, RNA and Protein Synthesis Compounds
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Description: Antibiotic; inhibits 50S ribosomal subunit formation and elongation at transpeptidation
Alternative Names: CP 62993

Chemical Name: 13-[(2,6-Dideoxy-3-C-methyl-3-O-methyl-α-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)-β-D-xylo-hexopyranosyl]oxy]-1-oxa-6-azacyclopentadecan-15-one

Purity: ≥99%

Product Details
Citations (3)
Reviews
Biological Activity Technical Data Additional Information Background Product Datasheets Calculators

Biological Activity

Azithromycin is a macrolide antibiotic. Inhibits 50S ribosomal subunit formation and elongation at transpeptidation step in gram-positive and gram-negative organisms. Orally active with improved pharmacokinetics over erythromycin in mouse models. Inhibits autophagy. Predicted to disrupt binding of SARS-CoV-2 spike protein to ACE2.

Technical Data

M.Wt:
748.98
Formula:
C38H72N2O12
Solubility:
Soluble to 100 mM in DMSO and to 100 mM in ethanol
Purity:
≥99%
Storage:
Store at -20°C
CAS No:
83905-01-5

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.

Additional Information

Licensing Caveats:
Sold for research purposes under agreement from Pfizer Inc.

Background References

  1. Pharmacological modulation of autophagy: therapeutic potential and persisting obstacles.
    Galluzzi et al.
    Nat.Rev.Drug.Discov., 2017;
  2. Macrolide antibiotics inhibit 50S ribosomal subunit assembly in Bacillus subtilis and Staphylococcus aureas.
    Champney and Burdine
    Antimicrob.Agents Chemother., 1995;39:2141
  3. Pharmacokinetic and in vivo studies with azithro. (CP-62,993), a new macrolide with extended half-life and excellent tissue distribution.
    Girard et al.
    Antimicrob.Agents Chemother., 1987;31:1948
  4. Spectrum and mode of action of azithro. (CP-62,993), a new 15-membered-ring macrolide with improved potency against gram-negative organisms.
    Retsema et al.
    Antimicrob.Agents Chemother., 1987;31:1939
  5. Energetics based modeling of hydroxychloroquine and azithromycin binding to the SARS-CoV-2 spike (S) protein - ACE2 complex.
    Sandeep and McGregor et al.
    ChemRxiv - Paper not yet peer reviewed., 2020;

Product Datasheets

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Citations for Azithromycin

The citations listed below are publications that use Tocris products. Selected citations for Azithromycin include:

3 Citations: Showing 1 - 3

  1. Optimization and Lead Selection of Benzothiazole Amide Analogs Toward a Novel Antimycobacterial Agent.
    Authors: Groote Et al.
    Front Microbiol  2018;9:2231
  2. Nonoptimal Gene Expression Creates Latent Potential for Antibiotic Resistance.
    Authors: Palmer Et al.
    Mol Biol Evol  2018;35:2669
  3. The antibiotic azithro. is a motilin receptor agonist in human stomach: comparison with erythro.
    Authors: Broad and Sanger
    Br J Pharmacol  2013;168:1859

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