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Merck
CN

M1021

1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine

Synonym(s):

MPTP

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About This Item

Empirical Formula (Hill Notation):
C12H15N
CAS Number:
28289-54-5
Molecular Weight:
173.25
EC Number:
248-939-7
UNSPSC Code:
12352100
MDL number:
MFCD00006120

Key Documents

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InChI key

PLRACCBDVIHHLZ-UHFFFAOYSA-N

InChI

1S/C12H15N/c1-13-9-7-12(8-10-13)11-5-3-2-4-6-11/h2-7H,8-10H2,1H3

SMILES string

CN1CCC(=CC1)c2ccccc2

drug control

kontrollierte Droge in Deutschland
regulated under CDSA - not available from Sigma-Aldrich Canada

bp

128-132 °C/12 mmHg (lit.)

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Legal Information

German
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.

English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.

Biochem/physiol Actions

Dopaminergic neurotoxin.

Disclaimer

Reportedly causes a severe and irreversible Parkinsonism condition in humans and monkeys. New Engl. J. Med. 1983, 309, 310. Science 1983, 219, 979. ibid. 1984, 224, 1083, 1451. ibid. 1984, 225, 529. J. Med. Chem. 1985, 28, 997.

pictograms

Health hazardSkull and crossbones
GHS08,GHS06

signalword

Danger

hcodes

H301,H370

Hazard Classifications

Acute Tox. 3 Oral - STOT SE 1

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

Regulatory Information

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Rui D S Prediger et al.
Current pharmaceutical design, 17(5), 489-507 (2011-03-08)
Parkinson's disease (PD) is the second most common neurodegenerative disorder affecting approximately 1% of the population older than 60 years. Classically, PD is considered to be a motor system disease and its diagnosis is based on the presence of a
Some features of the nigrostriatal dopaminergic neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) in the mouse.
R E Heikkila et al.
Molecular and chemical neuropathology, 10(3), 171-183 (1989-06-01)
Cécile Moro et al.
BMC neuroscience, 14, 40-40 (2013-03-28)
We have shown previously that near-infrared light (NIr) treatment or photobiomodulation neuroprotects dopaminergic cells in substantia nigra pars compacta (SNc) from degeneration induced by 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) in Balb/c albino mice, a well-known model for Parkinson's disease. The present study explores
Sang-Bing Ong et al.
Thrombosis and haemostasis, 113(3), 513-521 (2014-09-26)
The mechanism through which the protein kinase Akt (also called PKB), protects the heart against acute ischaemia-reperfusion injury (IRI) is not clear. Here, we investigate whether Akt mediates its cardioprotective effect by modulating mitochondrial morphology. Transfection of HL-1 cardiac cells
Serge Przedborski et al.
Annals of the New York Academy of Sciences, 991, 189-198 (2003-07-09)
Experimental models of dopaminergic neurodegeneration play a critical role in our quest to elucidate the cause of Parkinson's disease (PD). Despite the recent development of "genetic models" that have followed upon the discovery of mutations causing rare forms of familial
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