(2H3)methyl[(3E)-4-(pyridin-3-yl)but-3-en-1-yl]amine

• ChemBase ID: 173979
• Molecular Formular: C10H14N2
• Molecular Mass: 162.23156
• Monoisotopic Mass: 162.11569846
• SMILES: c1ccc(cn1)/C=C/CCNC
• Canonical SMILES: CNCC/C=C/c1cccnc1
• InChI: InChI=1S/C10H14N2/c1-11-7-3-2-5-10-6-4-8-12-9-10/h2,4-6,8-9,11H,3,7H2,1H3/b5-2+
• InChIKey: JUOSGGQXEBBCJB-GORDUTHDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (^2H₃)methyl[(3E)-4-(pyridin-3-yl)but-3-en-1-yl]amine
• IUPAC Traditional name: (^2H₃)methyl[(3E)-4-(pyridin-3-yl)but-3-en-1-yl]amine
• Synonyms: (E)-N-[Methyl-d3]-4-(3-pyridinyl)-3-buten-1-amine, [Methyl-d3]RJR2403; Rivanicline-d3; (E)-Metanicotine-d3; Methyl Metanicotine-d3

Database IDs

• CAS Number: 220088-40-4
• PubChem SID: 164229889
• PubChem CID: 10725717

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -2.1087213
• LogD (pH = 7.4): -1.6371292
• Log P: 1.2124991
• Molar Refractivity: 52.2227 cm^3
• Polarizability: 20.038181 Å^3
• Polar Surface Area: 24.92 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil
• Boiling Point: 99-101°C/0.4mm Hg

DETAILS

Toronto Research Chemicals - M321255

An alkaloid found in the leaves of Duboisia Hopwoodii, and a constitutent of tobacco smoke. Also used a potential drug for the treatment of senile dementia of the Alzheimer’s type and currently being investigated as a nicotinic agonist with CNS selectivi

REFERENCES

• Schmeltz, I., et al.: J. Sci. Food Agric., 15, 744 (1964)
• Griffin, W.J. and Luanratana, O.: Phytochemistry, 21, 499 (1964)
• Jacob III, P., et al.: J. Chromatogr., 619, 49 (1964)
• Lippiello, P.M., et al.: J. Pharm. Exp. Therap., 279, 1422 (1996)