3-[methyl(nitroso)amino]propanoic acid

• ChemBase ID: 175478
• Molecular Formular: C4H8N2O3
• Molecular Mass: 132.11792
• Monoisotopic Mass: 132.05349213
• SMILES: C(CC(=O)O)N(C)N=O
• Canonical SMILES: O=NN(CCC(=O)O)C
• InChI: InChI=1S/C4H8N2O3/c1-6(5-9)3-2-4(7)8/h2-3H2,1H3,(H,7,8)
• InChIKey: JZVIGHIXBBLOEB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[methyl(nitroso)amino]propanoic acid
• IUPAC Traditional name: 3-[methyl(nitroso)amino]propanoic acid
• Synonyms: N-Methyl-N-nitroso-β-alanine; 3-(Methylnitrosoamino)propanoic Acid; 3-(N-Nitroso-N-methylamino)propionic Acid; NMPA; N-Nitroso-N-methyl-3-aminopropionic Acid

Database IDs

• CAS Number: 10478-42-9
• PubChem SID: 164231388
• PubChem CID: 151519

CALCULATED PROPERTIES

• Acid pKa: 4.093186
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.7276748
• LogD (pH = 7.4): -3.3886092
• Log P: -0.5355318
• Molar Refractivity: 30.8345 cm^3
• Polarizability: 11.273721 Å^3
• Polar Surface Area: 69.97 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Off-White to Pale Yellow Low Melting Solid

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Moisture Sensitive

DETAILS

Toronto Research Chemicals - N529200

Tobacco products have been reported to contain various N-nitroso compounds, including several volatile N-nitrosamines. Nitrosamines are known carcinogens in a wide range of animal species. The occurence of N-nitrosamino acids such as N-nitroso-N-methylam

REFERENCES

• Ohshima, H., et al.: Cancer Lett., 26, 153, (1985)