methyl 1-(2H3)methyl-1,2,5,6-tetrahydro(2,6-2H2)pyridine-3-carboxylate hydrobromide

• ChemBase ID: 160796
• Molecular Formular: C8H14BrNO2
• Molecular Mass: 236.10626
• Monoisotopic Mass: 235.02079069
• SMILES: C1CC=C(CN1C)C(=O)OC.Br
• Canonical SMILES: COC(=O)C1=CCCN(C1)C.Br
• InChI: InChI=1S/C8H13NO2.BrH/c1-9-5-3-4-7(6-9)8(10)11-2;/h4H,3,5-6H2,1-2H3;1H
• InChIKey: AXOJRQLKMVSHHZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1-(^2H₃)methyl-1,2,5,6-tetrahydro(2,6-^2H₂)pyridine-3-carboxylate hydrobromide
• IUPAC Traditional name: methyl 1-(^2H₃)methyl-5,6-dihydro(2,6-^2H₂)-2H-pyridine-3-carboxylate hydrobromide
• Synonyms: 1,2,5,6-Tetrahydro-1-(methyl-d3)-3-pyridine-2,6-d2-carboxylic Acid, Methyl Ester Hydrobromide; 1-Methyl-1,2,5,6-tetrahydro-pyridine-3-carboxylic Acid-d5 Methyl Ester; Arecaidine-d5 Methyl Ester; Arecolin-d5; Methylarecaidine-d5; NSC 56321-d5; Arecoline-d5 Hydrobromide Salt

Database IDs

• CAS Number: 131448-18-5
• PubChem SID: 162254931
• PubChem CID: 12305195

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -2.0103986
• LogD (pH = 7.4): -0.23643036
• Log P: 0.64880264
• Molar Refractivity: 43.861 cm^3
• Polarizability: 16.78932 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 162-165°C
• Boiling Point: 209°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A767502

Labelled Arecoline, a cholinergic alkaloid from seeds of the betel nut palm Areca catechu. Anthelmintic (Cestodes); cathartic.

REFERENCES

• Sitaram, N., et al.: Science, 201, 274 (1978)
• Soncrant, T.T., et al.: Psychopharmacology, 112, 421 (1978)