3-(1-nitrosopiperidin-2-yl)(2H4)pyridine

• ChemBase ID: 175425
• Molecular Formular: C10H13N3O
• Molecular Mass: 191.22972
• Monoisotopic Mass: 191.10586205
• SMILES: c1cncc(c1)C1N(CCCC1)N=O
• Canonical SMILES: O=NN1CCCCC1c1cccnc1
• 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
• InChIKey: BXYPVKMROLGXJI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1-nitrosopiperidin-2-yl)(^2H₄)pyridine
• IUPAC Traditional name: 3-(1-nitrosopiperidin-2-yl)(^2H₄)pyridine
• Synonyms: NAB-d4; 5-(1-Nitroso-2-piperidinyl)pyridine-2,3,4,6-d4; (R,S)-N-Nitroso Anabasine-d4

Database IDs

• CAS Number: 1020719-68-9
• PubChem SID: 164231335
• PubChem CID: 45040111

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: 20.40005 Å^3
• Polar Surface Area: 45.56 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Yellow Oil

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - N524252

A labelled metabolite of tobacco, a specific N-nitrosamines. Shows mutagenic effects; a potent esophageal carcinogen.

REFERENCES

• Idris, A.M., et al.: Carcinogenesis, 13, 1001 (1992)