Azithromycin Dihydrate

Product ID A9834

Cas No. 117772-70-0

Purity ≥98%

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Description
Product Info
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References
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Description

Azithromycin is an azalide macrolide antibiotic derived from erythromycin. Azithromycin binds the bacterial 50S ribosomal subunit, inhibiting protein translation. Azithromycin displays antibacterial, anti-fibrotic, and anti-inflammatory activities. In epithelial cells, azithromycin inhibits the epithelial-to-mesenchymal transition (EMT) by inhibiting expression of Smad3. Additionally, azithromycin inhibits production of arachidonic acid, eicosanoids, IL-6, and IL-12 in LPS-stimulated macrophages.

Product Info

Cas No.	117772-70-0
Purity	≥98%
Formula	C₃₈H₇₂N₂O₁₂ • 2H₂O
Formula Wt.	785.02
Chemical Name	[2R-(2R,3S,4R,5R,8R,10R,11R,12S,13S,- 14R)]-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- (dimethylamio)-β-D-xylo-hexopyranosyl]oxy]-1-oxa- 6-azacyclopentadecan-15-one
IUPAC 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
Synonym	Azitrocin, Ribotrex, Sumamed, Zithromax, Zitromax
Melting Point	113-115°C
Solubility	Slightly soluble in water. DMSO:100 mg/mL, Ethanol:100 mg/mL.
Appearance	White Crystal Powder

Shipping and Storage

Store Temp	Ambient
Ship Temp	Ambient

Downloads

MSDS	A9834 MSDS PDF
Info Sheet	A9834 Info Sheet PDF

References

Bakheit AH, Al-Hadiya BM, Abd-Elgalil AA. Azithromycin. Profiles Drug Subst Excip Relat Methodol. 2014;39:1-40. PMID: 24794904.

Medina CA, Rowe AM, Yun H, et al. Azithromycin treatment increases survival of high-risk corneal allotransplants. Cornea. 2013 May;32(5):658-66. PMID: 23407315.

Banerjee B, Musk M, Sutanto EN, et al. Regional differences in susceptibiity of bronchial epithelium to mesenchymal transition and inhibition by the macrolide antibiotic azithromycin. PLoS One. 2012;7(12):e52309. PMID: 23284981.

Banjanac M, Munić Kos V, Nujić K, et al. Anti-inflammatory mechanism of action of azithromycin in LPS-stimulated J774A.1 cells. Pharmacol Res. 2012 Oct;66(4):357-62. PMID: 22766077.

Togami K, Chono S, Morimoto K. Distribution characteristics of clarithromycin and azithromycin, macrolide antimicrobial agents used for treatment of respiratory infections, in lung epithelial lining fluid and alveolar macrophages. Biopharm Drug Dispos. 2011 Oct;32(7):389-397. PMID: 21812004.