4-[methyl(nitroso)amino]-4-(pyridin-3-yl)butanal

• ChemBase ID: 174104
• Molecular Formular: C10H13N3O2
• Molecular Mass: 207.22912
• Monoisotopic Mass: 207.10077667
• SMILES: c1ccncc1C(CCC=O)N(C)N=O
• Canonical SMILES: O=CCCC(c1cccnc1)N(N=O)C
• InChI: InChI=1S/C10H13N3O2/c1-13(12-15)10(5-3-7-14)9-4-2-6-11-8-9/h2,4,6-8,10H,3,5H2,1H3
• InChIKey: FRJHUNPWTKLYGL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[methyl(nitroso)amino]-4-(pyridin-3-yl)butanal
• IUPAC Traditional name: 4-[methyl(nitroso)amino]-4-(pyridin-3-yl)butanal
• Synonyms: γ-(Methylnitrosoamino)-3-pyridinebutanal; 4-(N-Methyl-N-nitrosamino)-4-(3-pyridyl)-1-butanal; NNA; 4-(N-Methyl-N-nitrosamino)-4-(3-pyridyl)butanal

Database IDs

• CAS Number: 64091-90-3
• PubChem SID: 164230014
• PubChem CID: 62228

CALCULATED PROPERTIES

• Acid pKa: 13.86576
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.38280258
• LogD (pH = 7.4): 0.44928735
• Log P: 0.45022258
• Molar Refractivity: 56.79 cm^3
• Polarizability: 21.197983 Å^3
• Polar Surface Area: 62.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol; Water
• Apperance: Light Brownish Oil

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M325650

A tobacco smoke-derived nitrosamine which is activated by multiple human cytochrome P 450s including the polymorphic human cytochrome P 4502D6.

REFERENCES

• Castonguay, A., et al.: Cancer Lett., 46, 93 (1989)
• Crespi, C.L., et al.: Carcinogenesis, 12, 1197 (1989)