ABC00268GA

Azithromycin EP Impurity A

Azithromycin EP Impurity A is a structurally related byproduct arising from the glycosylation pathway during azithromycin synthesis. It features a 14-membered lactone core with a truncated desosamine sugar moiety, lacking the 3'-acetyl group present in the parent compound. This impurity exhibits a hydroxyl substitution at the C-9 position of the macrolide ring, distinguishing it from azithromycin’s methylated analog. It serves as a critical HPLC reference standard for quantifying process-related impurities in azithromycin drug substances.

On Request
Molecular Formula C37H70N2O12
Molecular Weight 735.0000
CAS Number 76801-85-9 ✓ Verified
PubChem CID 9810601 ↗
Purity N/A
Product Type API Impurity
Parent Drug Azithromycin
Lead Time On Request
IUPAC Name (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,8,10,12,14-hexamethyl-1-oxa-6-azacyclopentadecan-15-one
Official Reference Standards
Std Catalog # Quantity Price
USP 1045600 ↗ 100 mg USD 930.00

📝 Synonyms

76801-85-9 Azaerythromycin A DD-Azaerythromycin A 9-Deoxo-9a-aza-9a-homoerythromycin A 4LSP9FJT5B 10-Dihydro-10-deoxo-11-azaerythromycin A RefChem:560445 616-385-9 Azathramycin MFCD09038719

🔬 Chemical Identifiers

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=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
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