763924-54-5Azithromycin EP Impurity O

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Catalogue No.:	VL1860010
CAS No.:	763924-54-5
Mol. Formula:	C39H74N2O12
Mol. Weight:	763.01 g/mol

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Additional information on CAS 763924-54-5

Parent drug

Azithromycin

IUPAC Name

2-Desethyl-2-propylazithromycin

Pharmacopoeial Synonyms

2-Desethyl-2-propylazithromycin

Other Synonyms

(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-3,4,10-trihydroxy-13-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,6,8,10,12,14-heptamethyl-2-propyl-1-oxa-6-azacyclopentadecan-15-one

Smile

C[C@]([C@]([H])(O[C@@H]1O[C@H](C)[C@H](O)[C@](C)(OC)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@](CCC)([H])OC2=O

InChI

InChI=1S/C39H74N2O12/c1-15-16-28-39(10,47)32(43)25(6)41(13)20-21(2)18-37(8,46)34(53-36-30(42)27(40(11)12)17-22(3)49-36)23(4)31(24(5)35(45)51-28)52-29-19-38(9,48-14)33(44)26(7)50-29/h21-34,36,42-44,46-47H,15-20H2,1-14H3/t21-,22-,23+,24-,25-,26+,27+,28-,29+,30-,31+,32-,33+,34-,36+,37-,38-,39-/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 O, also designated 2-Desethyl-2-propylazithromycin, is a related substances reference corresponding to an O-dealkylated macrolide derivative of azithromycin. CAS 763924-54-5 identifies this entity with molecular formula C39H74N2O12 and molecular weight 763.01 g/mol. The structural change at the desethyl, propyl-substituted nitrogen side chain is consistent with a process- or degradation-associated impurity arising during semisynthetic manufacture or oxidative biotransformation. Characterization typically requires reversed-phase LC-MS/MS, high-resolution MS, and orthogonal LC-UV methods because of close chromatographic proximity to the parent drug and related analogues. It is relevant to impurity profiling under pharmacopeial and ICH Q3A/Q3B control strategies.