4-[methyl(nitroso)amino]-1-(pyridin-3-yl)butan-1-ol

• ChemBase ID: 157177
• Molecular Formular: C10H15N3O2
• Molecular Mass: 209.245
• Monoisotopic Mass: 209.11642674
• SMILES: CN(CCCC(c1cccnc1)O)N=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-[methyl(nitroso)amino]-1-(pyridin-3-yl)butan-1-ol
• IUPAC Traditional name: 4-[methyl(nitroso)amino]-1-(pyridin-3-yl)butan-1-ol
• Synonyms: NNAL; 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol; α-[3-(Methylnitrosoamino)propyl]-3-pyridinemethanol; 4-(N-Methyl-N-nitrosamino)-1-(3-pyridyl)butan-1-ol; rac NNAL; 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol; 4-(甲基亚硝胺)-1-(3-吡啶基)-1-丁醇

Database IDs

• CAS Number: 76014-81-8
• MDL Number: MFCD00870462
• PubChem SID: 162251314
• PubChem CID: 104856

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; Ethyl Acetate; Methanol
• Apperance: Light Yellow Oil

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥92.0% (TLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C10H15N3O2

DETAILS

Sigma Aldrich - 59773

General description
Standard for Supelco MIP SPE cartridges. For more information request Supelco Literature T407075, T706031

Toronto Research Chemicals - M325740

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)