Azithromycin EP Impurity A
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76801-85-9Azithromycin EP Impurity A

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Catalogue No.:VL1860013
CAS No.:76801-85-9
Mol. Formula:C37H70N2O12
Mol. Weight:734.95 g/mol

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100 mg $129.00
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Additional information on CAS 76801-85-9

Parent drug

Azithromycin/ Erythromycin

IUPAC Name

6-demethyl Azithromycin

Pharmacopeial Synonyms

Azaerythromycin A; 9-Deoxo-9a-aza-9a-homoerythromycin A

Synonyms

N6-Demethylazithromycin; 10-Dihydro-10-deoxo-11-azaerythromycin A; (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-(((2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-2-ethyl-3,4,10-trihydroxy-13-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-3,5,8,10,12,14-hexamethyl-1-oxa-6-azacyclopentadecan-15-one

Smiles

CC[C@@H]1[C@@]([C@@H]([C@H](NC[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O)C)C)O)(C)O

InChI

InChI=1S/C37H70N2O12/c1-14-26-37(10,45)30(41)23(6)38-18-19(2)16-35(8,44)32(51-34-28(40)25(39(11)12)15-20(3)47-34)21(4)29(22(5)33(43)49-26)50-27-17-36(9,46-13)31(42)24(7)48-27/h19-32,34,38,40-42,44-45H,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 A, CAS 76801-85-9, is identified as Azaerythromycin A, also termed N6-Demethylazithromycin or 9-Deoxo-9a-aza-9a-homoerythromycin A. It is a related macrolide process and degradant impurity arising from structural modification of the 15-membered azalide framework rather than a classic mutagenic alert species. The compound, C37H70N2O12, MW 734.95 g/mol, differs from azithromycin by replacement and demethylation at the desosamine-linked nitrogen site. Characterization typically requires LC-MS/MS with high-resolution MS and, where needed, NMR comparison against reference spectra for positional assignment and impurity profiling in stability or synthesis studies.

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