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1046056 USP

Azithromycin

United States Pharmacopeia (USP) Reference Standard

Synonym: N-Methyl-11-aza-10-deoxo-10-dihydroerythromycin A, Azithromycin dihydrate, CP-62993

  • CAS Number 117772-70-0

  • Empirical Formula (Hill Notation) C38H72N2O12 · 2H2O

  • Molecular Weight 785.02

  •  MDL number MFCD01862248

  •  PubChem Substance ID 329749090

  •  NACRES NA.24

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Properties

Related Categories Analytical Standards, Analytical/Chromatography, Pharmacopeia & Metrological Institutes Standards, USP Standards, USP Standards A - B More...
grade   pharmaceutical primary standard
form   neat
mfr. no.   USP
Featured Industry   Pharmaceutical (small molecule)
format   neat
SMILES string   O.O.CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@](C)(O)C[C@@H](C)CN(C)[C@H](C)[C@@H](O)[C@]1(C)O
InChI   1S/C38H72N2O12.2H2O/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28;;/h20-33,35,41-43,45-46H,15-19H2,1-14H3;2*1H2/t20-,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-;;/m1../s1
InChI key   SRMPHJKQVUDLQE-KUJJYQHYSA-N

Description

General description

Azithromycin is a subclass of macrolides consisting of 15-membered macrocyclic lactone ring to which sugar moieties are linked.

Application

It was used as calibration standard at concentrations 3.90, 5.85, 7.80, 9.75 and 11.70 mg/mL during HPLC analysis to determine azithromycin in tablets and capsules.

Biochem/physiol Actions

Azithromycin dihydrate is a macrolide antibiotic, azalide subclass. It binds to the 50S subunit of the 70S bacterial ribosomes and inhibits RNA-dependent protein synthesis in bacterial cells. Azithromycin also has anti-immunomodulatory/anti-inflammatory properties, which make it useful in treating cystic fibrosis.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

USP issued SDS can be found here.

Sales restrictions may apply.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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PHR1088 Azithromycin, Pharmaceutical Secondary Standard; Certified Reference Material
92210 Timestrip Plus 0 °C
06693 Timestrip Plus -20 °C

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