4-[(2H3)methyl(nitroso)amino]-1-(pyridin-3-yl)(4,4-2H2)butan-1-ol

• ChemBase ID: 174132
• Molecular Formular: C10H15N3O2
• Molecular Mass: 209.245
• Monoisotopic Mass: 209.11642674
• SMILES: c1(cccnc1)C(CCCN(C)N=O)O
• Canonical SMILES: O=NN(CCCC(c1cccnc1)O)C
• InChI: InChI=1S/C10H15N3O2/c1-13(12-15)7-3-5-10(14)9-4-2-6-11-8-9/h2,4,6,8,10,14H,3,5,7H2,1H3
• InChIKey: OGRXKBUCZFFSTL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(^2H₃)methyl(nitroso)amino]-1-(pyridin-3-yl)(4,4-^2H₂)butan-1-ol
• IUPAC Traditional name: 4-[(^2H₃)methyl(nitroso)amino]-1-(pyridin-3-yl)(4,4-^2H₂)butan-1-ol
• Synonyms: α-[3-(Methylnitrosoamino)propyl]-3-pyridinemethanol-d5; 4-(N-Methyl-N-nitrosamino)-1-(3-pyridyl)butan-1-ol-d5; rac NNAL-d5; 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol-d5

Database IDs

• PubChem SID: 164230042
• PubChem CID: 71750529

CALCULATED PROPERTIES

• Acid pKa: 14.228966
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.43438536
• LogD (pH = 7.4): 0.49160963
• Log P: 0.492402
• Molar Refractivity: 57.9787 cm^3
• Polarizability: 21.738676 Å^3
• Polar Surface Area: 65.79 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Oil

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M325743

A metabolite of NNK (Cat. #M325750), a tobacco-specific nitrosamine.

REFERENCES

• Hecht, S.S., et al.: Cancer Res., 40, 4144 (1980)
• Kutzer, C., et al.: J. Chromatog. Sci., 35, 1 (1997)