N-Nitrosonorfloxacin
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74011-53-3N-Nitrosonorfloxacin

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Catalogue No.:VE0022548
CAS No.:74011-53-3
Mol. Formula:C16H17FN4O4
Mol. Weight:348.33 g/mol

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100 mg $199.00
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Additional information on CAS 74011-53-3

Parent drug

Norfloxacin

IUPAC Name

1-Ethyl-6-fluoro-7-(4-nitrosopiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Pharmacopoeial Synonyms

N/A

Other Synonyms

1-Ethyl-6-fluoro-1, 4-dihydro-7-(4-nitroso-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid

Smiles

O=C(C1=CN(CC)C2=C(C=C(F)C(N3CCN(N=O)CC3)=C2)C1=O)O

InChI

InChI=1S/C16H17FN4O4/c1-2-19-9-11(16(23)24)15(22)10-7-12(17)14(8-13(10)19)20-3-5-21(18-25)6-4-20/h7-9H, 2-6H2, 1H3, (H, 23, 24)

Description

N-Nitrosonorfloxacin (CAS 74011-53-3) is the N-nitrosamine derivative of norfloxacin, chemically classified as a potentially genotoxic impurity arising from nitrosation of the secondary amine functionality under acidic or oxidative manufacturing conditions. Its molecular formula is C16H17FN4O4 with a molecular weight of 348.33 g/mol. In regulatory assessment, this class of impurity is treated with heightened concern under ICH M7 due to possible DNA-reactive behavior. Trace-level determination typically requires highly selective LC-MS/MS, often supported by high-resolution mass spectrometry, and, where appropriate, GC-MS after derivatization or enrichment. Structural confirmation may also rely on isotopic pattern analysis and fragment ion mapping.

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