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5545-17-5Acetylcysteine EP Impurity C
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| Catalogue No.: | VL1350003 |
|---|---|
| CAS No.: | 5545-17-5 |
| Mol. Formula: | C10H16N2O6S2 |
| Mol. Weight: | 324.37 g/mol |
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Additional information on CAS 5545-17-5
Parent drug
AcetylcysteineIUPAC Name
3,3′-Disulfanediylbis[(2R)-2-acetamidopropanoic acid]Pharmacopeial Synonyms
N,N’-Diacetyl-L-cystine; Acetylcysteine Related Compound CSynonyms
N,N’-Diacetylcystine; Acetylcysteine Disulfide (Dimer); (2R,2′R)-3,3′-disulfanediylbis[2-(acetylamino)propanoic acid]Smiles
O=C(O)[C@@H](NC(C)=O)CSSC[C@H](NC(C)=O)C(O)=OInChI
InChI=1S/C10H16N2O6S2/c1-5(13)11-7(9(15)16)3-19-20-4-8(10(17)18)12-6(2)14/h7-8H,3-4H2,1-2H3,(H,11,13)(H,12,14)(H,15,16)(H,17,18)/t7-,8-/m0/s1Description
Acetylcysteine EP Impurity C, CAS 5545-17-5, is N,N'-diacetyl-L-cystine, the symmetrical disulfide dimer of acetylcysteine. With molecular formula C10H16N2O6S2 and molecular weight 324.37 g/mol, it arises predominantly through oxidative coupling of two cysteine thiol residues during manufacture or storage, reflecting the redox lability of sulfur-containing APIs. This impurity is not a nitrosamine or classically genotoxic species, but its presence is relevant to compositional and stability assessment. Characterization typically relies on LC-MS/MS, high-resolution LC-MS, and orthogonal ion chromatography or capillary electrophoresis when resolving low-level dimeric sulfur species.References
Toussaint, B., et al. “Quantitative Analysis of N-Acetylcysteine and Its Pharmacopeial Impurities in a Pharmaceutical Formulation by Liquid Chromatography–UV Detection–Mass Spectrometry.” Journal of Chromatography A, vol. 896, no. 1-2, Oct. 2000, pp. 191–99, https://doi.org/10.1016/s0021-9673(00)00741-x.Request a Quote
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