Skip to Content
Merck
All Photos(1)

Documents

M103

Sigma-Aldrich

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

solid

Synonym(s):

2′-Methyl-MPTP hydrochloride

Sign Into View Organizational & Contract Pricing
All Photos(1)

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

Melatonin powder, ≥98% (TLC)

Sigma-Aldrich

M5250

Melatonin

Paraquat dichloride hydrate PESTANAL®, analytical standard

Supelco

36541

Paraquat dichloride hydrate

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
Acute Effects of 1-methyl-4-phenyl-1, 2, 3, 6-tetrahydropyridine (MPTP) or Paraquat on Core Temperature in C57BL/6J Mice
Jiao Y, et al.
Journal of Parkinson's Disease, 5(2), 389-401 (2015)
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
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
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service