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M1021

Sigma-Aldrich

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

Sinônimo(s):

MPTP

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About This Item

Fórmula empírica (Notação de Hill):
C12H15N
Número CAS:
28289-54-5
Peso molecular:
173.25
Número CE:
248-939-7
Número MDL:
MFCD00006120
Código UNSPSC:
12352100

controle de medicamentos

regulated under CDSA - not available from Sigma-Aldrich Canada

p.e.

128-132 °C/12 mmHg (lit.)

cadeia de caracteres SMILES

CN1CCC(=CC1)c2ccccc2

InChI

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

chave InChI

PLRACCBDVIHHLZ-UHFFFAOYSA-N

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Ações bioquímicas/fisiológicas

Dopaminergic neurotoxin.

Advertência

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.

Pictogramas

Health hazardSkull and crossbones
GHS08,GHS06

Palavra indicadora

Danger

Frases de perigo

H301,H370

Declarações de precaução

P260 - P301 + P310 - P307 + P311

Classificações de perigo

Acute Tox. 3 Oral - STOT SE 1

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

235.4 °F - closed cup

Ponto de fulgor (°C)

113 °C - closed cup

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Lot/Batch Number

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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
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
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
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
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