1-(2H3)methyl-1,2,5,6-tetrahydro(2,6-2H2)pyridine-3-carboxylic acid

• ChemBase ID: 160794
• Molecular Formular: C7H11NO2
• Molecular Mass: 141.16774
• Monoisotopic Mass: 141.0789786
• SMILES: C1CC=C(CN1C)C(=O)O
• Canonical SMILES: CN1CC(=CCC1)C(=O)O
• InChI: InChI=1S/C7H11NO2/c1-8-4-2-3-6(5-8)7(9)10/h3H,2,4-5H2,1H3,(H,9,10)
• InChIKey: DNJFTXKSFAMXQF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(^2H₃)methyl-1,2,5,6-tetrahydro(2,6-^2H₂)pyridine-3-carboxylic acid
• IUPAC Traditional name: 1-(^2H₃)methyl-5,6-dihydro(2,6-^2H₂)-2H-pyridine-3-carboxylic acid
• Synonyms: 1,2,5,6-Tetrahydro-1-methyl-3-pyridinecarboxylic Acid-d5 Hydrobromide; 1,2,5,6-Tetrahydro-1-methylnicotinic Acid-d5 Hydrobromide; Arecaine-d5 Hydrobromide; N-Methylguvacine-d5 Hydrobromide; NSC 76017-d5 Hydrobromide; Arecaidine-d5 Hydrobromide

Database IDs

• CAS Number: 131448-17-4
• PubChem SID: 162254929
• PubChem CID: 46780474

CALCULATED PROPERTIES

• Acid pKa: 3.7813406
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.4627926
• LogD (pH = 7.4): -2.462997
• Log P: -2.4583297
• Molar Refractivity: 39.0919 cm^3
• Polarizability: 14.704802 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Crystalline Solid
• Melting Point: >213°C (dec.)

DETAILS

Toronto Research Chemicals - A767002

A labelled metabolite of Arecoline, a cholinergic agonist.

REFERENCES

• Boyland, E., et al.: Biochem. J., 113, 123 (1969)
• Wenke, G., et al.: J. Cancer Res. Clin. Oncol., 108, 110 (1969)
• Winstock, A., et al.: Addict. Biol., 7, 133 (1969)
• Kulanthaivel, P., et al.: Drug Metab. Dispos., 32, 966 (1969)
• Hukkanen, J., et al.: Ph