16339-07-4N-Methyl-N’-nitrosopiperazine (MNP)

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Catalogue No.:	VE006124
CAS No.:	16339-07-4
Mol. Formula:	C5H11N3O
Mol. Weight:	129.16 g/mol

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Additional information on CAS 16339-07-4

Parent drug

N/A

Characterization Data (Included)

HPLC, MASS/LC-MS, 1H NMR, FT-IR, Potency, and Structure Elucidation Report (SER).

Additional Characterization Data

QNMR, D2O Exchange, 13C NMR, 13C APT, COSY NMR, NOESY NMR, 15N NMR, HSQC NMR, HMQC NMR, and HMBC NMR. These are available upon request and may be free or subject to additional charges.

IUPAC Name

1-Methyl-4-nitrosopiperazine

Pharmacopeial Synonyms

N/A

Synonyms

1-Nitroso-4-methylpiperazine; Piperazine, 1-methyl 4-nitroso

Smiles

O=NN1CCN(C)CC1

InChI

InChI=1S/C5H11N3O/c1-7-2-4-8(6-9)5-3-7/h2-5H2,1H3

Shipping Condition

Ambient Temperature

FDA Potency Category 3 NDSRI

400 ng/day is the U.S. FDA’s current Acceptable Intake (AI) limit for 1-methyl-4-nitrosopiperazine (MNP) (NDSRI). Refer to the FDA nitrosamine page for the latest guidance.

Description

N-Methyl-N’-nitrosopiperazine (MNP), CAS 16339-07-4, is a cyclic nitrosamine impurity with molecular formula C5H11N3O and molecular weight 129.16 g/mol. As a member of the N-nitrosamine class, it is of regulatory concern because structurally related species are frequently associated with mutagenic and potentially carcinogenic risk assessments under ICH M7 principles. MNP may arise from nitrosation of methylpiperazine or related piperazine intermediates during synthesis or from contamination by nitrosating reagents. Trace-level determination typically requires highly selective LC-MS/MS or GC-MS methods, often with isotope dilution and careful control of matrix effects due to low expected concentrations.

References

Bartsch, H. “Predictive Value of Mutagenicity Tests in Chemical Carcinogenesis.” Mutation Research/Environmental Mutagenesis and Related Subjects, vol. 38, no. 3, June 1976, pp. 177–89, https://doi.org/10.1016/0165-1161(76)90189-8.?