methyl 1-nitroso-1,2,5,6-tetrahydropyridine-3-carboxylate

• ChemBase ID: 175457
• 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-tetrahydropyridine-3-carboxylate
• IUPAC Traditional name: methyl 1-nitroso-5,6-dihydro-2H-pyridine-3-carboxylate
• Synonyms: 1,2,5,6-Tetrahydro-1-nitroso-3-pyridinecarboxylic Acid Methyl Ester; Nitrosoguvacoline; N-Nitroso Guvacoline

Database IDs

• CAS Number: 55557-02-3
• PubChem SID: 164231367
• PubChem CID: 62103

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

PROPERTIES

Physical Property

• Solubility: Chloroform; Water
• Apperance: Yellow Liquid (low-melting Solid)
• Boiling Point: 95-100°C@0.1Torr

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - N527625

N-Nitrosoguvacoline (NG), 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)