ChemicalBook--->CAS DataBase List--->163921-65-1

163921-65-1

163921-65-1 Structure

163921-65-1 Structure
IdentificationBack Directory
[Name]

AZITHROMYCIN-D3
[CAS]

163921-65-1
[Synonyms]

XZ-450-d3
Sumamed-d3
CP-62993-d3
Ribotrex-d3
Zitromax-d3
Azitrocin-d3
Trozocina-d3
Zithromaz-d3
AZITHROMYCIN-D3
[Molecular Formula]

C38H72N2O12
[MDL Number]

MFCD09839972
[MOL File]

163921-65-1.mol
[Molecular Weight]

748.984
Chemical PropertiesBack Directory
[Appearance]

White Solid
[Melting point ]

125-1290C
[storage temp. ]

-20°C Freezer, Under Inert Atmosphere
[solubility ]

Chloroform (Slightly, Sonicated), Methanol (Slightly)
[form ]

Solid
[color ]

White to Off-White
[EPA Substance Registry System]

1-Oxa-6-azacyclopentadecan-15-one, 13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-?-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-6-(methyl-d3)-11-[[3,4,6-trideoxy-3-(dimethylamino)-?-D-xylo-hexopyranosyl]oxy]-, (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)- (163921-65-1)
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

Semi-synthetic macrolide antibiotic; related to Erythromycin A. Antibacterial.;Labeled Azithromycin, intended for use as an internal standard for the quantification of Azithromycin by GC- or LC-mass spectrometry.
[Description]

Azithromycin-d3 is intended for use as an internal standard for the quantification of azithromycin (Item No. 15004) by GC- or LC-MS. Azithromycin is a macrolide antibiotic. It is active against S. pneumoniae, S. aureus, N. gonorrhoeae, M. pneumoniae, H. pylori, C. trachomatis, and H. influenzae in vitro (MIC90s = <0.01-2 mg/L). Azithromycin increases survival in mouse models of intraperitoneal S. pyogenes, S. pneumoniae, E. faecalis, or H. influenzae infection (ED50s = 0.78, 8.7, 12.7, and 30.3 mg/kg, respectively). It inhibits replication of severe acute respiratory coronavirus 2 (SARS-CoV-2), but not Middle East respiratory syndrome CoV (MERS-CoV), when used at concentrations of 5 and 10 μM. Azithromycin also decreases plasma levels of IL-6, TNF-α, and IL-1β and increases survival in a mouse model of LPS-induced sepsis when administered at a dose of 100 mg/kg. Formulations containing azithromycin have been used in the treatment of a variety of bacterial infections.
[IC 50]

Macrolide
[References]

[1] M S KANATANI  B J G. The new macrolides. Azithromycin and clarithromycin.[J]. The Western journal of medicine, 1994, 160 1: 31-37.
[2] D GIRARD. Enhanced efficacy of single-dose versus multi-dose azithromycin regimens in preclinical infection models.[J]. Journal of Antimicrobial Chemotherapy, 2005, 56 2: 365-371. DOI: 10.1093/jac/dki241
[3] AHMED MOSTAFA. FDA-Approved Drugs with Potent In Vitro Antiviral Activity against Severe Acute Respiratory Syndrome Coronavirus 2.[J]. ACS Applied Energy Materials, 2020. DOI: 10.3390/ph13120443
[4] ANASUYA PATEL. Azithromycin in Combination with Ceftriaxone Reduces Systemic Inflammation and Provides Survival Benefit in a Murine Model of Polymicrobial Sepsis.[J]. ACS Applied Energy Materials, 2018. DOI: 10.1128/aac.00752-18
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