4-(4-fluorophenyl)-1-methyl-1,2,3,6-tetrahydropyridine hydrochloride

• ChemBase ID: 169174
• Molecular Formular: C12H15ClFN
• Molecular Mass: 227.7056032
• Monoisotopic Mass: 227.08770539
• SMILES: C1(=CCN(CC1)C)c1ccc(cc1)F.Cl
• Canonical SMILES: CN1CCC(=CC1)c1ccc(cc1)F.Cl
• InChI: InChI=1S/C12H14FN.ClH/c1-14-8-6-11(7-9-14)10-2-4-12(13)5-3-10;/h2-6H,7-9H2,1H3;1H
• InChIKey: ASGHTQNAMCDXPA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(4-fluorophenyl)-1-methyl-1,2,3,6-tetrahydropyridine hydrochloride
• IUPAC Traditional name: 4-(4-fluorophenyl)-1-methyl-3,6-dihydro-2H-pyridine hydrochloride
• Synonyms: 4-(4-Fluorophenyl)-1,2,3,6-tetrahydro-1-methylpyridine Hydrochloride; 1-Methyl-4-(4'-fluorophenyl)-1,2,3,6-tetrahydropyridine Hydrochloride; 4-(4-Fluorophenyl)-1-methyl-1,2,3,6-tetrahydropyridine Hydrochloride

Database IDs

• CAS Number: 1012886-75-7
• PubChem SID: 162263306
• PubChem CID: 24799451

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -0.28805137
• LogD (pH = 7.4): 1.4782003
• Log P: 2.4931219
• Molar Refractivity: 57.6861 cm^3
• Polarizability: 21.655972 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 171-174°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - F595220

The active metabolite of 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) (M325910), N-Methyl-4-phenylpyridinium (MPP+), selectively destroys the dopaminergic neurons and induces the symptoms of Parkinson's disease.

REFERENCES

• Gerlach, M., et al.: Eur. J. Pharmacol., 208, 273 (1991)
• Tipton, K., et al.: J. Neurochem., 61, 1191 (1991)
• Wimalasena, D., et al.: J. Biol. Chem., 279, 15298 (1991)