3-[(2R)-1-nitrosopiperidin-2-yl]pyridine

• ChemBase ID: 175424
• Molecular Formular: C10H13N3O
• Molecular Mass: 191.22972
• Monoisotopic Mass: 191.10586205
• SMILES: C1CC[C@@H](N(C1)N=O)c1cccnc1
• Canonical SMILES: O=NN1CCCC[C@@H]1c1cccnc1
• InChI: InChI=1S/C10H13N3O/c14-12-13-7-2-1-5-10(13)9-4-3-6-11-8-9/h3-4,6,8,10H,1-2,5,7H2/t10-/m1/s1
• InChIKey: BXYPVKMROLGXJI-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2R)-1-nitrosopiperidin-2-yl]pyridine
• IUPAC Traditional name: 3-[(2R)-1-nitrosopiperidin-2-yl]pyridine
• Synonyms: 3-[(2S)-1-Nitroso-2-piperidinyl]pyridine; 1-Nitrosoanabasine; (S)-3-(1-Nitroso-2-piperidinyl)pyridine; N-Nitrosoanabasine; NAB; N'-Nitrosoanabasine; (S)-N-Nitroso Anabasine

Database IDs

• CAS Number: 1133-64-8
• PubChem SID: 164231334
• PubChem CID: 7069271

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.3881894
• LogD (pH = 7.4): 1.4546136
• Log P: 1.4555477
• Molar Refractivity: 54.3184 cm^3
• Polarizability: 20.375591 Å^3
• Polar Surface Area: 45.56 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - N524245

The S-enantiomer metabolite of tobacco, a specific N-nitrosamines with carcinogenic activity.

REFERENCES

• Idris, A.M., et al.: Carcinogenesis, 13, 1001 (1992)
• Toropov, A.A., et al.: Eur. J. Med. Chem., 45, 3581 (1992)