4-[(2H3)methylamino]-1-(pyridin-3-yl)butan-1-one

• ChemBase ID: 173294
• Molecular Formular: C10H14N2O
• Molecular Mass: 178.23096
• Monoisotopic Mass: 178.11061308
• SMILES: c1ccncc1C(=O)CCCNC
• Canonical SMILES: CNCCCC(=O)c1cccnc1
• InChI: InChI=1S/C10H14N2O/c1-11-6-3-5-10(13)9-4-2-7-12-8-9/h2,4,7-8,11H,3,5-6H2,1H3
• InChIKey: SGDIDUFQYHRMPR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(^2H₃)methylamino]-1-(pyridin-3-yl)butan-1-one
• IUPAC Traditional name: 4-[(^2H₃)methylamino]-1-(pyridin-3-yl)butan-1-one
• Synonyms: 4-(Methyl-d3-amino)-1-(3-pyridinyl)-1-butanone; Pseudooxynicotine-d3; 4-(Methyl-d3-amino)-1-(3-pyridyl)-1-butanone Dihydrochloride

Database IDs

• CAS Number: 1189727-40-9
• PubChem SID: 164229204
• PubChem CID: 45039758

CALCULATED PROPERTIES

• Acid pKa: 15.8441105
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.8900373
• LogD (pH = 7.4): -2.374458
• Log P: 0.3473454
• Molar Refractivity: 51.8926 cm^3
• Polarizability: 20.216673 Å^3
• Polar Surface Area: 41.99 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 188-192°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M287002

An amino ketone metabolite of nicotine, and precursor to NNK.

REFERENCES

• Stephen S. Hect, Sharon E. Murphy, et. al. , Proc. Natl. Acad. Sci. USA, Oct. 24, 2000.