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:
Molecular Weight:
173.25
EC Number:
248-939-7
UNSPSC Code:
12352100
MDL number:
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.)
Biochem/physiol Actions
Dopaminergic neurotoxin.
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.
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.
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.
signalword
Danger
hcodes
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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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
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)
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
Dominic J Hare et al.
Metallomics : integrated biometal science, 5(2), 91-109 (2013-01-17)
1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) is a potent toxin used to selectively destroy dopaminergic neurons in the substantia nigra and induce parkinsonism. MPTP is metabolised to the 1-methyl-4-phenylpyridinium ion (MPP(+)) in glia, after which it enters the neuron via the dopamine transporter and
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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