Synthesis and analysis of isotopically stable labeled nitrosamines as mass spectrometry standards for drug impurity quality control

Abstract

We describe a simple and easy pathway to synthesize nitrosamine mass spectrometry standards in good to moderate yields. N-alkylation of Boc-protected primary or secondary amines using stable isotope labeled alkyl halides yielded the key intermediates that were deprotected, and then, the nitrosamine was formed with sodium nitrite and sodium hydrogensulfate. Special attention to safety, disposal of waste, and surface cleaning was carried throughout.

The Future of (Radio)‐Labeled Compounds in Research and Development within the Life Science Industry

“…Examples of deuterated nitrosamine MS standards 8-14 for LCMS impurity quantification. [92] To identify the nature of residues in edible tissue of livestock, milk, and eggs.…”

Die Zukunft (Radio‐)‐isotopenmarkierter Verbindungen in Forschung und Entwicklung der modernen Lebenswissenschaften

“… Beispiele für deuterierte Nitrosamin‐MS‐Standards 8 – 14 für die Quantifizierung von LCMS‐Verunreinigungen [92] …”

“…Beispiele für deuterierte Nitrosamin-MS-Standards 8-14 für die Quantifizierung von LCMS-Verunreinigungen. [92] Angewandte Chemie gen zufolge wird die Weltbevölkerung bis 2050 ca. 9.7 Milliarden Menschen erreichen, was einem Anstieg von 32 % gegenüber 7.3 Milliarden im Jahr 2017 entspricht.…”