1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride

• ChemBase ID: 156250
• Molecular Formular: C12H16ClN
• Molecular Mass: 209.71514
• Monoisotopic Mass: 209.0971272
• SMILES: CN1CCC(=CC1)c1ccccc1.Cl
• Canonical SMILES: CN1CCC(=CC1)c1ccccc1.Cl
• InChI: InChI=1S/C12H15N.ClH/c1-13-9-7-12(8-10-13)11-5-3-2-4-6-11;/h2-7H,8-10H2,1H3;1H
• InChIKey: KOWJANGMTAZWDT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride
• IUPAC Traditional name: MPTP hydrochloride
• Synonyms: MPTP hydrochloride; 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride; 1,2,3,6-Tetrahydro-1-methyl-4-phenylpyridine Hydrochloride; NSC 139654 Hydrochloride; 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine Hydrochloride

Database IDs

• CAS Number: 23007-85-4
• MDL Number: MFCD00012790
• Beilstein Number: 3707312
• PubChem SID: 162250388
• PubChem CID: 161406

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: 22.088713 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White Solid
• Melting Point: 252-254°C

Safety Information

• Storage Condition: -20°C Freezer
• RTECS: UT8358950
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 25-39/23/24/25
• Safety Statements: 45
• RID/ADR: UN 2811 6.1/PG 2
• Drug Control: kontrollierte Droge in Deutschland

Product Information

• Purity: ≥98.0% (N)
• Empirical Formula (Hill Notation): C12H15N · HCl

DETAILS

Sigma Aldrich - 68750

Biochem/physiol Actions
Dopaminergic neurotoxin.
Warning
Reportedly causes a severe and irreversible Parkinsonian condition in humans and monkeys.

Toronto Research Chemicals - M325913

1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride 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)