3-(1-nitroso-1,2,3,6-tetrahydropyridin-2-yl)pyridine

• ChemBase ID: 157164
• Molecular Formular: C10H11N3O
• Molecular Mass: 189.21384
• Monoisotopic Mass: 189.09021199
• SMILES: c1cc(cnc1)C1CC=CCN1N=O
• Canonical SMILES: O=NN1CC=CCC1c1cccnc1
• InChI: InChI=1S/C10H11N3O/c14-12-13-7-2-1-5-10(13)9-4-3-6-11-8-9/h1-4,6,8,10H,5,7H2
• InChIKey: ZJOFAFWTOKDIFH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1-nitroso-1,2,3,6-tetrahydropyridin-2-yl)pyridine
• IUPAC Traditional name: 3-(1-nitroso-3,6-dihydro-2H-pyridin-2-yl)pyridine
• Synonyms: N-Nitrosoanatabine; 1,2,3,6-Tetrahydro-1-nitroso-2,3'-bipyridine; N'-Nitrosoanatabine; (R,S)-NAT; (R,S)-N-Nitroso Anatabine; N-亚硝基新烟草碱

Database IDs

• CAS Number: 887407-16-1
• MDL Number: MFCD01632691
• PubChem SID: 162251301
• PubChem CID: 528366

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.1825304
• LogD (pH = 7.4): 1.2486048
• Log P: 1.2495335
• Molar Refractivity: 55.281 cm^3
• Polarizability: 20.131771 Å^3
• Polar Surface Area: 45.56 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethanol; Methanol
• Apperance: Clear Yellow to Orange Oil

Safety Information

• Storage Condition: Amber Vial, Refrigerator, Under Inert Atmosphere
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC)
• Grade: analytical standard
• Empirical Formula (Hill Notation): C10H11N3O

DETAILS

Sigma Aldrich - 75281

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

Toronto Research Chemicals - N524750

(R,S)-N-Nitroso Anatabine is a metabolite of tobacco, a specific N-nitrosamines. (R,S)-N-Nitroso Anatabine shows mutagenic effects.

REFERENCES

• Hoffmann, D., et al.: Cancer Res., 39, 2505 (1979)
• Hecht, S., et al.: Chem. Res. Toxicol., 11, 559 (1979)
• Hecht, S., et al.: Mutation. Res., 424, 127 (1979)
• Wang, M., et al.: Chem. Res. Toxicol., 16, 616 (1979)