1-methyl-4-phenyl-1,2,3,6-tetra-*hydropyridine hy

1-methyl-4-phenyl-1,2,3,6-tetra-*hydropyridine hy - 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

1-methyl-4-phenyl-1,2,3,6-tetra-*hydropyridine hy - 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.

1-methyl-4-phenyl-1,2,3,6-tetra-*hydropyridine hy - 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

1-methyl-4-phenyl-1,2,3,6-tetra-*hydropyridine hy - Reference

Reference

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