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M103

Sigma-Aldrich

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

solid

Synonym(s):

2′-Methyl-MPTP hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C13H17N · HCl
CAS Number:
127382-79-0
Molecular Weight:
223.74
MDL number:
MFCD00055222
UNSPSC Code:
12352200
PubChem Substance ID:
329817848
NACRES:
NA.77

form

solid

color

white

solubility

H2O: soluble
ethanol: soluble

SMILES string

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

InChI key

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.

Biochem/physiol Actions

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.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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N Yoshimura et al.
Neuropharmacology, 32(4), 315-321 (1993-04-01)
A pharmacological study using monkeys, in which parkinsonism was induced by 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP), was undertaken to elucidate the mechanism underlying urinary bladder dysfunctions in Parkinson's disease. Under ketamine anesthesia, cystometrograms showed that, in MPTP-treated monkeys, a contraction of the urinary
T May
Neuroscience letters, 162(1-2), 55-58 (1993-11-12)
The in vitro binding of [3H]pargyline and [3H]harman ([3H]1-methyl-beta-carboline) to monoamine oxidase A (MAO-A; EC 1.4.3.4) on membranes of rat cerebral cortex was evaluated. Displacement of the [3H]pargyline binding on MAO-A (L(-)-deprenyl suppressed binding to MAO-B) by harman, 1-methyl-4-phenylpyridinium (MPP+)
P K Sonsalla et al.
The Journal of pharmacology and experimental therapeutics, 242(3), 850-857 (1987-09-01)
1-Methyl-4-(2'-methylphenyl)-1,2,3,6-tetrahydropyridine (2'CH3-MPTP) was shown previously to be a more potent neurotoxicant than 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) in mice. The present investigation was conducted to determine possible reasons for the greater potency of 2'CH3-MPTP and to determine if its neurotoxic action might be
Voloshin MYa et al.
Neuroscience, 53(3), 845-854 (1993-04-01)
Activity of entopeduncular neurons was studied in chronic experiments on cats during performance of instrumental movement: pedal pressing and holding. One-hundred and twenty-four neurons were extracellularly investigated in intact animals and 81 neurons in cats treated with N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) (5
F F Cruz-Sanchez et al.
Molecular and chemical neuropathology, 19(1-2), 163-176 (1993-05-01)
In order to compare the recovery capacity of the nigrostriatal system between adult and old mice, MPTP hydrochloride was administered to 48 BL/C57 male mice, which were sacrificed 24 h or 10 d after the second dose. The animals were
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