3-[(2H3)methyl(nitroso)amino](3,3-2H2)propanal

• ChemBase ID: 174123
• Molecular Formular: C4H8N2O2
• Molecular Mass: 116.11852
• Monoisotopic Mass: 116.05857751
• SMILES: N(CCC=O)(C)N=O
• Canonical SMILES: O=CCCN(N=O)C
• InChI: InChI=1S/C4H8N2O2/c1-6(5-8)3-2-4-7/h4H,2-3H2,1H3
• InChIKey: CQGSPCLZUXSVHE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(^2H₃)methyl(nitroso)amino](3,3-^2H₂)propanal
• IUPAC Traditional name: 3-[(^2H₃)methyl(nitroso)amino](3,3-^2H₂)propanal
• Synonyms: 3-(Methylnitrosoamino)propionaldehyde-d5; 3-(N-Nitrosomethylamino)propionaldehyde-d5; 3-(Methylnitrosamino)propanal-d5

Database IDs

• PubChem SID: 164230033
• PubChem CID: 71750524

CALCULATED PROPERTIES

• Acid pKa: 13.78064
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.4056116
• LogD (pH = 7.4): -0.40501425
• Log P: -0.40500638
• Molar Refractivity: 29.9091 cm^3
• Polarizability: 10.729472 Å^3
• Polar Surface Area: 49.74 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M325712

Labelled 3-(Methylnitrosamine)propionaldehyde (MNPA) ( M325710). It was detected for the 1st time in the saliva of betel quid chewers and is a potent carcinogen. It exhibits higher cytotoxicity than Nitrosoguvacine (NGC), Nitrosoguvacoline (NG) and 3-(Met

REFERENCES

• Bartsch, H., et al.: Mutat. Res., 250, 103 (1991)
• Su, T., et al.: Drug Metab. Dispos., 24, 884 (1991)
• Guengerich, F., et al.: Chem. Res. Toxicol., 14, 611 (1991)