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111321-02-9Clarithromycin EP Impurity J
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| Catalogue No.: | VL740012 |
|---|---|
| CAS No.: | 111321-02-9 |
| Mol. Formula: | C37H68N2O13 |
| Mol. Weight: | 748.94 g/mol |
Additional information on CAS 111321-02-9
Parent drug
Clarithromycin/ Erythromycin/ RoxithromycinIUPAC Name
Erythromycin A (E)-9-oximePharmacopeial Synonyms
Roxithromycin EP Impurity C; Clarithromycin Impurity JSynonyms
Erythromycin 9-(E)-oxime; (E)-Erythromycin A Oxime; (E)-Erythromycin OximeSmiles
CC[C@@H]1[C@@]([C@@H]([C@H](/C(=N/O)/[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)OInChI
InChI=1S/C37H68N2O13/c1-14-25-37(10,45)30(41)20(4)27(38-46)18(2)16-35(8,44)32(52-34-28(40)24(39(11)12)15-19(3)48-34)21(5)29(22(6)33(43)50-25)51-26-17-36(9,47-13)31(42)23(7)49-26/h18-26,28-32,34,40-42,44-46H,14-17H2,1-13H3/b38-27+/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1Description
Clarithromycin EP Impurity J, also designated Roxithromycin EP Impurity C and Erythromycin 9-(E)-oxime, is the oxime derivative of the erythromycin A ketone at C-9, corresponding to CAS 111321-02-9. This macrolide-related impurity, formula C37H68N2O13 and molecular weight 748.94 g/mol, may arise during oxime-forming synthesis steps or from chemical modification of the parent 9-keto macrolide. Its structural assignment requires orthogonal characterization by LC-MS/MS, high-resolution mass spectrometry, and NMR, with chromatographic separation often challenging due to close polarity and conformational similarity to related macrolides. Regulatory assessment focuses on impurity profiling rather than mutagenic concern, unless process-specific liabilities are demonstrated.References
Wang, Fan, et al. “Characterization of Nineteen Impurities in Roxithromycin by HPLC/TOF and Ion Trap Mass Spectrometry.†Chromatographia, vol. 76, no. 23-24, Sept. 2013, pp. 1683–95, https://doi.org/10.1007/s10337-013-2557-9. Young, Ronald A., et al. “Roxithromycin.†Drugs, vol. 37, no. 1, Jan. 1989, pp. 8–41, https://doi.org/10.2165/00003495-198937010-00002. ‌ ‌Request a Quote
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