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| | 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride Basic information |
| Product Name: | 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride | | Synonyms: | 1-methyl-4-phenyl-1,2,3,6-tetrahydro pyridine HCL;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;N-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE HYDROCHLORIDE;1,2,3,6-tetrahydro-1-methyl-4-phenylpyridinehydrochloride;1,2,3,6-tetrahydro-1-methyl-4-phenyl-pyridinhydrochloride | | CAS: | 23007-85-4 | | MF: | C12H16ClN | | MW: | 209.72 | | EINECS: | | | Product Categories: | Heterocyclic Compounds;Neurochemicals | | Mol File: | 23007-85-4.mol |  |
| | 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride Chemical Properties |
| Melting point | 249.0 to 254.0 °C | | storage temp. | Inert atmosphere,Room Temperature | | 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 Codes | T | | Risk Statements | 25-39/23/24/25-36/37/38 | | Safety Statements | 45-39-26 | | RIDADR | 2811 | | WGK Germany | 3 | | RTECS | UT8358950 | | HS Code | 2933.39.9200 | | HazardClass | 6.1(b) | | PackingGroup | III |
| | 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride Usage And Synthesis |
| Chemical Properties | White Solid | | 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] | | 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. | | Biochem/physiol Actions | Dopaminergic neurotoxin. | | 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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| | 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride Preparation Products And Raw materials |
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