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M103

Sigma-Aldrich

1-Methyl-4-(2′-methylphenyl)-1,2,3,6-tetrahydropyridine hydrochloride

solid

Synonyme(s) :

2′-Methyl-MPTP hydrochloride

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About This Item

Formule empirique (notation de Hill):
C13H17N · HCl
Numéro CAS:
127382-79-0
Poids moléculaire :
223.74
Numéro MDL:
MFCD00055222
Code UNSPSC :
12352200
ID de substance PubChem :
329817848
Nomenclature NACRES :
NA.77

Forme

solid

Couleur

white

Solubilité

H2O: soluble
ethanol: soluble

Chaîne SMILES 

Cl[H].CN1CCC(=CC1)c2ccccc2C

InChI

1S/C13H17N.ClH/c1-11-5-3-4-6-13(11)12-7-9-14(2)10-8-12;/h3-7H,8-10H2,1-2H3;1H

Clé InChI

QLIQCKBPYIWPTE-UHFFFAOYSA-N

Application

1-Methyl-4-(2′-methylphenyl)-1,2,3,6-tetrahydropyridine hydrochloride has been used to study its effect on core temperature in C57BL/6J mice.

Actions biochimiques/physiologiques

1-Methyl-4-(2′-methylphenyl)-1,2,3,6-tetrahydropyridine hydrochloride (MPTP) is a tertiary amine. It is widely used to induce experimental parkinsonism in mice.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301

Classification des risques

Acute Tox. 3 Oral

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificats d'analyse (COA)

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C Gagnon et al.
Neuroscience letters, 163(1), 31-35 (1993-11-26)
Four monkeys were rendered parkinsonian by N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) i.v. administration and then treated chronically with increasing doses of the D1 agonist CY 208-243 (0.05, 0.1 and 0.5 mg/kg). All animals showed a dose-dependent improvement of their parkinsonian signs after the
S K Youngster et al.
Journal of neurochemistry, 48(3), 929-934 (1987-03-01)
Several analogs of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) were synthesized and screened for their capacity to be oxidized by monoamine oxidase (MAO-A or MAO-B) and their capacity to produce nigrostriatal dopaminergic neurotoxicity in mice. All of the compounds were relatively weak substrates for
R Srivastava et al.
Neurobiology of aging, 14(4), 295-301 (1993-07-01)
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine, (MPTP), produces a parkinsonian syndrome both in man and in experimental animals. Its toxicity is mediated by a metabolite, the 1-methyl-4-phenylpyridinium ion (MPP+). When injected into the striatum, MPP+ is accumulated by dopaminergic nerve terminals and retrogradely transported to
D E Dluzen et al.
Brain research, 609(1-2), 98-102 (1993-04-23)
Male mice treated with MPTP or vehicle were tested for their ability to demonstrate a memory-recognition response as evaluated in a habituation-dishabituation task. Treatment with MPTP severely disrupted the male's habituation-dishabituation response profile compared to vehicle treated animals. Administration of
E H Lee et al.
Neuroscience letters, 165(1-2), 149-152 (1994-01-03)
The interactive effects of clorgyline, deprenyl and 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) on striatal dopamine (DA), serotonin (5HT) and hippocampal norepinephrine (NE) were examined in the present study. Results indicated that clorgyline did not have a preventive effect against MPTP's toxicity on DA
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