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.

Licensing Information

Sold for research purposes under agreement from Pfizer Inc.

Product Specifications

Molecular Weight

748.98

Formula

C₃₈H₇₂N₂O₁₂

Storage

Store at -20°C

Purity

≥98% (HPLC)

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

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.

Solubility

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

Preparing Stock Solutions for Azithromycin

The following data is based on the product molecular weight 748.98

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which all 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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Background References

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

Sandeep and McGregor Energetics based modeling of hydroxychloroquine and azithromycin binding to the SARS-CoV-2 spike (S) protein - ACE2 complex . ChemRxiv - Paper not yet peer reviewed.
Galluzzi Pharmacological modulation of autophagy: therapeutic potential and persisting obstacles. Nat.Rev.Drug.Discov. 2017 PMID: 28529316
Girard Pharmacokinetic and in vivo studies with azithro. (CP-62,993), a new macrolide with extended half-life and excellent tissue distribution. Antimicrob.Agents Chemother. 1987 PMID: 2830841
Champney and Burdine Macrolide antibiotics inhibit 50S ribosomal subunit assembly in Bacillus subtilis and Staphylococcus aureas. Antimicrob.Agents Chemother. 1995 PMID: 8540733
Retsema Spectrum and mode of action of azithro. (CP-62,993), a new 15-membered-ring macrolide with improved potency against gram-negative organisms. Antimicrob.Agents Chemother. 1987 PMID: 2449865

Azithromycin

Tocris Bioscience, part of Bio-Techne | Catalog # 3771

Key Product Details

Description

Alternative Names

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Product Description