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PHR1088

Supelco

Azithromycin

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

Azithromycin dihydrate, 1-Oxa-6-azacyclopentadecan-15-one, 13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-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)-beta-D-xylohexopyranosyl]oxy]-, dihydrate, [2R-(2R, 3S, 4R, 5R, 8R, 10R, 11R, 12S, 13S, 14R)]-, N-Methyl-11-aza-10-deoxo-10-dihydroerythromycin A, CP-62993

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About This Item

Empirical Formula (Hill Notation):
C38H72N2O12 · 2H2O
CAS Number:
117772-70-0
Molecular Weight:
785.02
MDL number:
MFCD01862248
UNSPSC Code:
41116107
PubChem Substance ID:
329823110
NACRES:
NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

300

Agency

traceable to Ph. Eur. Y0000306
traceable to USP 1046056

API family

azithromycin

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

-10 to -25°C

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

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General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Application

Azithromycin may be used as a pharmaceutical reference standard for the determination of the analyte in plasma/serum samples and pharmaceutical formulations by various chromatography techniques.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

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 secondary standards offer multi-traceability to the USP, EP (PhEur) and BP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAB3758 in the slot below. This is an example certificate only and may not be the lot that you receive.

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Description
Pricing

Y0000306

Azithromycin, European Pharmacopoeia (EP) Reference Standard

Y0000637

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Y0000641

Azithromycin for system suitability, European Pharmacopoeia (EP) Reference Standard

1046067

Azithromycin Identity, United States Pharmacopeia (USP) Reference Standard

Y0000307

Azithromycin impurity A, European Pharmacopoeia (EP) Reference Standard

1046090

Azithromycin N-oxide, United States Pharmacopeia (USP) Reference Standard

1046045

Azithromycin Related Compound F, United States Pharmacopeia (USP) Reference Standard

1045600

Azaerythromycin A, United States Pharmacopeia (USP) Reference Standard

1046078

Desosaminylazithromycin, United States Pharmacopeia (USP) Reference Standard

1046089

N-Demethylazithromycin, United States Pharmacopeia (USP) Reference Standard

1046023

Azithromycin Related Compound H, United States Pharmacopeia (USP) Reference Standard

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PHR2781

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WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

监管及禁止进口产品

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
LRAD4809
LRAD6648
LRAC6480
LRAB3758
LRAA8976

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If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

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LC determination of impurities in azithromycin tablets
Miguel L and Barbas C
Journal of Pharmaceutical and Biomedical Analysis, 33(2), 211-217 (2003)
Quantitative determination of the macrolide antibiotics erythromycin, roxithromycin, azithromycin and clarithromycin in human serum by high-performance liquid chromatography using pre-column derivatization with 9-fluorenylmethyloxycarbonyl chloride and fluorescence detection
Torano JS and Guchelaar HJ
Journal of Chromatography. B, Biomedical Sciences and Applications, 720(1-2), 89-97 (1998)
Determination of erythromycin, clarithromycin, roxithromycin, and azithromycin in plasma by high-performance liquid chromatography with amperometric detection
Taninaka C, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 738(2), 405-411 (2000)
Mark A Turner et al.
Archives of disease in childhood, 97(6), 573-577 (2011-06-24)
Chronic lung disease of prematurity (CLD) remains a major cause of morbidity and mortality in preterm infants. Ureaplasma has received intermittent attention over the last two decades as a possible contributory factor. In addition, pulmonary inflammation is associated with the
Anna M van Eijk et al.
The Cochrane database of systematic reviews, (2)(2), CD006688-CD006688 (2011-02-18)
To prevent the development of drug resistance, the World Health Organization (WHO) recommends treating malaria with combination therapy. Azithromycin, an antibiotic with antimalarial properties, may be a useful additional option for antimalarial therapy. To compare the use of azithromycin alone
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