1-methyl-4-(2H5)phenyl-1,2,3,6-tetrahydropyridine

• ChemBase ID: 174183
• Molecular Formular: C12H15N
• Molecular Mass: 173.2542
• Monoisotopic Mass: 173.12044949
• SMILES: C1(=CCN(CC1)C)c1ccccc1
• Canonical SMILES: CN1CCC(=CC1)c1ccccc1
• InChI: InChI=1S/C12H15N/c1-13-9-7-12(8-10-13)11-5-3-2-4-6-11/h2-7H,8-10H2,1H3
• InChIKey: PLRACCBDVIHHLZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-4-(^2H₅)phenyl-1,2,3,6-tetrahydropyridine
• IUPAC Traditional name: 1-methyl-4-(^2H₅)phenyl-3,6-dihydro-2H-pyridine
• Synonyms: 1,2,3,6-Tetrahydro-1-methyl-4-(phenyl-d5)pyridine; MPTP-d5; NSC 139654-d5; 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine-d5

Database IDs

• PubChem SID: 164230093
• PubChem CID: 71750549

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -0.5582506
• LogD (pH = 7.4): 1.1854286
• Log P: 2.35042
• Molar Refractivity: 57.4697 cm^3
• Polarizability: 22.111908 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M325912

Labelled 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine (M325910). 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine is a dopaminergic neurotoxin that reportedly causes a severe and irreversible Parkinsonian condition in humans and monkeys.

REFERENCES

• Burns, R.S., et al.: Proc. Natl. Acad.Sci. USA, 80, 4546 (1983)
• Langston, J.W., et al.: Science, 219, 979 (1983)
• Mogi, M., et al.: Neurosci. Lett., 250, 25 (1983)
• Przedborski, S. and Jackson-Lewis, V., Mov. Disord., 13, 35 (1983)