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27653-68-5Trimethoprim Impurity 13

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Catalogue No.:	VE0025778
CAS No.:	27653-68-5
Mol. Formula:	C14H18N4O4
Mol. Weight:	306.32 g/mol

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Additional information on CAS 27653-68-5

Parent drug

Trimethoprim

IUPAC Name

2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine 1-oxide

Smiles

COC1=CC(CC2=C[N+]([O-])=C(N)N=C2N)=CC(OC)=C1OC

InChI

InChI=1S/C14H18N4O4/c1-20-10-5-8(6-11(21-2)12(10)22-3)4-9-7-18(19)14(16)17-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17)

Description

Trimethoprim Impurity 13, also designated Trimethoprim 1-N-Oxide, is the N-oxidation product of the 4,5-dimethoxy-2,4-diaminopyrimidine trimethoprim scaffold, CAS 27653-68-5. With molecular formula C14H18N4O4 and molecular weight 306.32 g/mol, it represents a polar oxidative degradant or process-related byproduct formed by metabolic or chemical oxidation at the ring nitrogen. Because such heteroaromatic N-oxides can alter basicity and chromatographic behavior, trace determination commonly requires LC-MS/MS, high-resolution LC-MS, or LC-UV with orthogonal confirmation. Its structural assignment is relevant in impurity profiling and stability studies under ICH Q3A and related regulatory expectations.