| Identification | Back Directory | [Name]
1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride | [CAS]
23007-85-4 | [Synonyms]
MPTP
MPTP HYDROCHLORIDE
NSC 139654 Hydrochloride
1-METHYL-4-PHENYL-1 2 3 6-TETRAHYDROPYR&
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridinehydr
1-methyl-4-phenyl-1,2,3,6-tetra-*hydropyridine hy
1-methyl-4-phenyl-1,2,3,6-tetrahydro pyridine HCL
1,2,3,6-tetrahydro-1-methyl-4-phenylpyridinehydrochloride
1,2,3,6-tetrahydro-1-methyl-4-phenyl-pyridinhydrochloride
1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE HYDROCHLORIDE
N-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE HYDROCHLORIDE
1- Methyl-4-phenyl -1,2,3,6-four hydrogen pyridinehydrochloride
1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride, >=99%
Pyridine,1,2,3,6-tetrahydro-1-methyl-4-phenyl-, hydrochloride (1:1)
1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride,MPTP hydrochloride | [Molecular Formula]
C12H16ClN | [MDL Number]
MFCD00012790 | [MOL File]
23007-85-4.mol | [Molecular Weight]
209.72 |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
249.0 to 254.0 °C | [storage temp. ]
-20°C Freezer | [solubility ]
DMSO (Slightly), Methanol (Slightly), Water (Slightly) | [form ]
White solid | [color ]
white to off-white | [BRN ]
3707312 | [Stability:]
Light Sensitive | [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 | [SMILES]
C1(=CCN(C)CC1)C1C=CC=CC=1.Cl | [CAS DataBase Reference]
23007-85-4 |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
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. | [Uses]
MPTP is a neurotoxin used to cause selective destruction of dopaminergic neurons in animal models of parkinsonism. MPTP is metabolized by monoamine oxidase B to produce MPDP+ and MPP+, with MP+ being the active toxic agent. MPP+ induces neurotoxicity primarily by inhibiting complex I of the mitochondrial electron transport chain, resulting in ATP depletion and increased oxidative stress. The key features of different neurotoxic models of Parkinson’s disease, including the MPTP model, have been detailed.[Cayman Chemical] | [Biochem/physiol Actions]
Dopaminergic neurotoxin. | [storage]
Store at -20°C | [Purification Methods]
Purify MPTP by recrystallisation from pKEst ~ Me2CO/isoPrOH. The free base has m 40-42o(from heptane), b 99-100o/1.3mm, 128-132o/12mm, (137-142o/0.8mm), n 25 1.5347. The hydrochloride has m 251-252o(from Me2CO/isoPrOH) [Schmidle & Mansfield J Am Chem Soc 78 425 1956, Defeudis Drug Dev Res 15 1 1988, Beilstein 20 III/IV 3240, 20/7 V 121.] | [References]
[1] Lun-Yi Zang, Hara P Misra. “Inactivation of acetylcholinesterase by 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride.” Molecular and Cellular Biochemistry 254 1–2 (2003): 131–6.
[2] Gregory L. Willis, Alan D. Robertson. “Recovery from experimental Parkinson’s disease in the 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride treated marmoset with the melatonin analogue ML-23.” Pharmacology Biochemistry and Behavior 80 1 (2005): Pages 9-26.
[3] Atsushi Fujita. “Connexin 30 deficiency attenuates A2 astrocyte responses and induces severe neurodegeneration in a 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride Parkinson’s disease animal model.” Journal of Neuroinflammation (2018): 227.
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