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Includes: HPLC, MASS/LC-MS, 1H NMR, FT-IR, Potency, Structure Elucidation Report (SER), and additional analytical data depending on the product.

620169-47-3Azithromycin EP Impurity C

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Catalogue No.:	VL186009
CAS No.:	620169-47-3
Mol. Formula:	C37H70N2O12
Mol. Weight:	734.98 g/mol

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Additional information on CAS 620169-47-3

Parent drug

Azithromycin

IUPAC Name

(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-13-[(2,6-Dideoxy-3-C-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

Pharmacopoeial Synonyms

Azithromycin C (3″-O-demethylazithromycin)

Other Synonyms

N/A

Smiles

C[C@]([C@]([H])(O[C@@H]1O[C@H](C)[C@H](O)[C@](C)(O)C1)[C@@]2([H])C)([H])[C@](O[C@@H]3O[C@H](C)C[C@H](N(C)C)[C@H]3O)([H])[C@](C)(O)C[C@@]([H])(C)CN(C)[C@@](C)([H])[C@@]([H])(O)[C@@](O)(C)[C@](CC)([H])OC2=O

InChI

InChI=1S/C37H70N2O12/c1-14-26-37(10,46)30(41)23(6)39(13)18-19(2)16-36(9,45)32(51-34-28(40)25(38(11)12)15-20(3)47-34)21(4)29(22(5)33(43)49-26)50-27-17-35(8,44)31(42)24(7)48-27/h19-32,34,40-42,44-46H,14-18H2,1-13H3/t19-,20-,21+,22-,23-,24+,25+,26-,27+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1

Shipping Condition

Ambient Temperature

Characterization Data (Included)

HPLC, MASS/LC-MS, 1H NMR, FT-IR, Potency, and Structure Elucidation Report (SER).

Additional Characterization Data

QNMR, D2O Exchange, 13C NMR, 13C APT, COSY NMR, NOESY NMR, 15N NMR, HSQC NMR, HMQC NMR, and HMBC NMR. These are available upon request and may be free or subject to additional charges.

Description

Azithromycin EP Impurity C, also designated azithromycin C or 3″-O-demethylazithromycin, is a related substance of the macrolide class arising from O-demethylation at the 3″-position of the desosamine moiety. This structural variant, CAS 620169-47-3, has molecular formula C37H70N2O12 and molecular weight 734.98 g/mol. It is commonly associated with oxidative or metabolic transformation pathways rather than direct nitrosative risk, and is therefore evaluated under compendial impurity control frameworks for macrolides. Trace-level determination typically requires LC-MS/MS for selective mass confirmation, with complementary HPLC-UV or high-resolution LC-MS used for quantification and impurity profiling in complex azithromycin matrices.

References

Chang, Yan, et al. Factors Influencing the HPLC Determination for Related Substances of Azithromycin.” Journal of Chromatographic Science, Aug. 2015, p. bmv127, https://doi.org/10.1093/chromsci/bmv127. Miguel, L., and C. Barbas. LC Determination of Impurities in Azithromycin Tablets.” Journal of Pharmaceutical and Biomedical Analysis, vol. 33, no. 2, Sept. 2003, pp. 211–17, https://doi.org/10.1016/s0731-7085(03)00258-9.