Azithromycin

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Cat.No. 3771 - Azithromycin | C38H72N2O12 | CAS No. 83905-01-5
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% (HPLC)
Datasheet
Citations (1)
Reviews (1)
Literature

Biological Activity

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.

Licensing Information

Sold for research purposes under agreement from Pfizer Inc.

Compound Libraries

Azithromycin is also offered as part of the Tocriscreen Plus and Tocriscreen Library of FDA-Approved Compounds. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 748.98
Formula C38H72N2O12
Storage Store at -20°C
Purity ≥99% (HPLC)
CAS Number 83905-01-5
PubChem ID 447043
InChI Key MQTOSJVFKKJCRP-BICOPXKESA-N
Smiles [H][C@@]1(O[C@@H]([C@H](C)[C@@H](O[C@@]3([H])[C@H](O)[C@@H](N(C)C)C[C@@H](C)O3)[C@](C)(O)C[C@@H](C)C2)[C@@H](C)C(O[C@H](CC)[C@](O)(C)[C@H](O)[C@@H](C)N2C)=O)O[C@@H](C)[C@H](O)[C@](C)(OC)C1

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.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 74.9 100
ethanol 74.9 100

Preparing Stock Solutions

The following data is based on the product molecular weight 748.98. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.34 mL 6.68 mL 13.35 mL
5 mM 0.27 mL 1.34 mL 2.67 mL
10 mM 0.13 mL 0.67 mL 1.34 mL
50 mM 0.03 mL 0.13 mL 0.27 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Retsema et al (1987) Spectrum and mode of action of azithromycin (CP-62,993), a new 15-membered-ring macrolide with improved potency against gram-negative organisms. Antimicrob.Agents Chemother. 31 1939 PMID: 2449865

Girard et al (1987) Pharmacokinetic and in vivo studies with azithromycin (CP-62,993), a new macrolide with extended half-life and excellent tissue distribution. Antimicrob.Agents Chemother. 31 1948 PMID: 2830841

Champney and Burdine (1995) Macrolide antibiotics inhibit 50S ribosomal subunit assembly in Bacillus subtilis and Staphylococcus aureas. Antimicrob.Agents Chemother. 39 2141 PMID: 8540733

Galluzzi et al (2017) Pharmacological modulation of autophagy: therapeutic potential and persisting obstacles. Nat.Rev.Drug.Discov. PMID: 28529316


If you know of a relevant reference for Azithromycin, please let us know.

Keywords: Azithromycin, Azithromycin supplier, Macrolides, antibiotics, Inhibits, inhibitors, 50S, ribosomal, subunit, formation, elongation, transpeptidation, gram, positive, negative, CP62993, Pfizer, CP, 62993, DNA,, RNA, and, Protein, Synthesis, Antibiotics, Autophagy, 3771, Tocris Bioscience

1 Citation for Azithromycin

Citations are publications that use Tocris products. Selected citations for Azithromycin include:

Broad and Sanger (2013) The antibiotic azithromycin is a motilin receptor agonist in human stomach: comparison with erythromycin. Br J Pharmacol 168 1859 PMID: 23190027


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Reviews for Azithromycin

Average Rating: 5 (Based on 1 Review.)

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Human tissue pharmacology
By John Broad on 01/05/2018
Assay Type: In Vitro
Species: Human

Human EFS GI smooth muscle assay

Use at 100-300uM for efficacy as motilin agonist

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