MPTP
1-methyl-4-phenyl-1,2,3,6-tetrahydropyri dine hydrochloride
CAS: 23007-85-4
Molecular Formula: C12H16ClN
MPTP - Names and Identifiers
| Name | 1-methyl-4-phenyl-1,2,3,6-tetrahydropyri dine hydrochloride |
| Synonyms | MPTP MPTP HYDROCHLORIDE 1-methyl-4-phenyl-1,2,3,6-tetrahydro pyridine HCL 1-methyl-4-phenyl-1,2,3,6-tetra-*hydropyridine hy 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-TETRAHYDROPYRIDINE HYDROCHLORIDE 1-methyl-4-phenyl-1,2,3,6-tetrahydropyri dine hydrochloride |
| CAS | 23007-85-4 |
| InChI | InChI=1/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 |
MPTP - Physico-chemical Properties
| Molecular Formula | C12H16ClN |
| Molar Mass | 209.72 |
| Melting Point | 249.0 to 254.0 °C |
| Boling Point | 258.6°C at 760 mmHg |
| Flash Point | 105.8°C |
| Solubility | Soluble in DMSO and Water. |
| Vapor Presure | 0.0136mmHg at 25°C |
| Appearance | White solid |
| Color | white to off-white |
| BRN | 3707312 |
| Storage Condition | Inert atmosphere,Room Temperature |
| Sensitive | Sensitive to heat and easy to absorb moisture |
| MDL | MFCD00012790 |
| In vitro study | When N2AB-1 and glioma cells were exposed to various concentrations of MPTP, their morphology did not change, and at the same time, the proliferation of C6 glial cells was not affected. MPTP promotes apoptosis and Tau phosphorylation in human neuroblastoma M17 cells, and MPTP significantly increases the phosphorylation level of Tau protein at ser262. MPTP causes elevation of intracellular α-synuclein levels in human neuroblastoma M17 cells. MPTP promotes the phosphorylation of Tau in the brain by activating PKA and GSK3β. |
| In vivo study | The number of tyrosine hydroxylase-positive neurons was reduced in the substantia nigra pars compacta of MPTP-treated mice. In the mouse midbrain, MPTP reduces the expression and activity of thioredoxin type 1 reductase and reduces thioredoxin type 1 reductase-positive cells in the substantia nigra pars compacta. MPTP can cause neurochemical, behavioral, and histopathological changes in humans and non-human primates, similar to the symptoms of Parkinson's. Compared to primates, rodents are less sensitive to MPTP. MPTP can be administered through a variety of routes, such as feeding method, positioning injection method, but the most common, repeatable route is systemic administration, including subcutaneous, intravenous, intraperitoneal, intramuscular injection. MPTP is a lipophilic protoxin that permeates the blood-brain barrier. It must enter the brain and MPTP is converted to 1-methyll-4-phenylpyriridine by monoamine oxidase B. MPTP has been shown to be toxic to dopaminergic neurons in the nigrostriatal system of humans, monkeys and mice, continuously depleting dopamine and producing its metabolites in the striatum. |
MPTP - Risk and Safety
| Hazard Symbols | T - Toxic |
| Risk Codes | R25 - Toxic if swallowed R39/23/24/25 - R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S39 - Wear eye / face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| UN IDs | 2811 |
| WGK Germany | 3 |
| RTECS | UT8358950 |
| Hazard Class | 6.1(b) |
| Packing Group | III |
MPTP - Reference
| Reference Show more | 1. [IF=6.183] Xinyu Li et al."Preparation of levodopa-loaded crystalsomes through thermally induced crystallization reverses functional deficits in Parkinsonian mice."Biomater Sci-Uk. 2019 Mar;7(4):1623-1631 2. [IF=2.77] Qianqian Liu et al."Resveratrol synergizes with low doses of L-DOPA to improve MPTP-induced Parkinson disease in mice."Behav Brain Res. 2019 Jul;367:10 3. [IF=5.893] Hongli Li et al."Pepper component 7-ethoxy-4-methylcoumarin, a novel dopamine D2 receptor agonist, ameliorates experimental Parkinson’s disease in mice and Caenorhabditis elegans."Pharmacol Res. 2021 Jan;163:105220 4. [IF=2.77] Qianqian Liu et al."The parthenolide derivative ACT001 synergizes with low doses of L-DOPA to improve MPTP-induced Parkinson’s disease in mice."Behav Brain Res. 2020 Feb;379:112337 |
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