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5-((4-nitrosopiperazin-1-yl)methyl)pyridin-2-amine

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Katalog-Nr.::	VE0028283
CAS-Nr.::	N/A
Summenformel::	C10H15N5O
Molare Masse::	221.26 g/mol

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Zusätzliche Informationen zu

Parent drug

Abemaciclib

IUPAC-Name

5-((4-nitrosopiperazin-1-yl)methyl)pyridin-2-amine

Pharmacopeial Synonyms

N/A

Synonyme

N/A

SMILES

O=NN1CCN(CC2=CN=C(N)C=C2)CC1

InChI

InChI=1S/C10H15N5O/c11-10-2-1-9(7-12-10)8-14-3-5-15(13-16)6-4-14/h1-2,7H,3-6,8H2,(H2,11,12)

Beschreibung

5-((4-nitrosopiperazin-1-yl)methyl)pyridin-2-amine is a process-related impurity characterized by a nitrosated piperazine moiety attached to a 2-aminopyridine scaffold. It arises from nitrosation of piperazinyl intermediates during synthesis or storage under nitrosating conditions and presents analytical and regulatory challenges due to the nitroso functionality. Analytical identification employs HPLC with orthogonal confirmation by LC-MS and NMR, often requiring sensitive methods or derivatization for trace-level quantification. Control strategies focus on prevention of nitrosation through raw material quality, strict control of acidic and nitrosating residuals, in-process quenching and validated removal steps. Risk assessment and specification setting are critical to ensure impurity is controlled to acceptable limits.