methyl 1-nitroso-1,2,5,6-tetrahydro(2,2,6,6-2H4)pyridine-3-carboxylate

• ChemBase ID: 175458
• Molecular Formular: C7H10N2O3
• Molecular Mass: 170.1659
• Monoisotopic Mass: 170.06914219
• SMILES: N1(CCC=C(C1)C(=O)OC)N=O
• Canonical SMILES: COC(=O)C1=CCCN(C1)N=O
• InChI: InChI=1S/C7H10N2O3/c1-12-7(10)6-3-2-4-9(5-6)8-11/h3H,2,4-5H2,1H3
• InChIKey: NXEUEKXJAAVKCT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1-nitroso-1,2,5,6-tetrahydro(2,2,6,6-^2H₄)pyridine-3-carboxylate
• IUPAC Traditional name: methyl 1-nitroso(2,2,6,6-^2H₄)-5H-pyridine-3-carboxylate
• Synonyms: 1,2,5,6-Tetrahydro-1-nitroso-3-pyridinecarboxylic Acid-d4 Methyl Ester; Nitrosoguvacoline-d4; N-Nitroso Guvacoline-d4

Database IDs

• PubChem SID: 164231368
• PubChem CID: 71751130

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.4969191
• LogD (pH = 7.4): 0.49724287
• Log P: 0.497247
• Molar Refractivity: 43.9234 cm^3
• Polarizability: 15.983702 Å^3
• Polar Surface Area: 58.97 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N527627

Labelled N-Nitrosoguvacoline (NG) (N527625). One of the N-nitrosation products of arecoline, is the only one N-nitrosamine found in Taiwanese betel quid chewing saliva. It is used as a standard for the determination of Nitrosamine in tobacco smoke.

REFERENCES

• Ohshima, H., et al.: Cancer Lett., 44(3)
• 211 (3)
• Wang, C.K., et al.: Mutation Res., 360, 165 (3)