M0896
MPTP Hydrochloride
≥98% (AgNO3), powder, dopaminergic neurotoxin
Synonym(s):
MPTP HCl, Pyridine, 1,2,3,6-tetrahydro-1-methyl-4-phenyl-, hydrochloride, MPTP hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C12H15N · HCl
CAS Number:
Molecular Weight:
209.72
Beilstein:
3707312
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Product Name
1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride, powder
form
powder
Quality Level
drug control
kontrollierte Droge in Deutschland
color
white to off-white
SMILES string
Cl[H].CN1CCC(=CC1)c2ccccc2
InChI
1S/C12H15N.ClH/c1-13-9-7-12(8-10-13)11-5-3-2-4-6-11;/h2-7H,8-10H2,1H3;1H
InChI key
KOWJANGMTAZWDT-UHFFFAOYSA-N
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General description
MPTP shows its effects by causing inflammation, excitotoxicity, mitochondrial apoptosis, formation of inclusion bodies, and oxidative stress that leads to dopaminergic neuronal damage in the striatum and substantia nigra. In dopaminergic neurons, MPTP blocks the mitochondrial complex I which leads to mitochondrial dysfunction.
Application
1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride has been used to induce Parkinson′s disease (PD) in animal models:
- to study the effect of docosahexaenoic acid on the apelin distribution of the nervous system
- to study the behavioral impairments correlated to neurochemical deficits
- to study the effects of treadmill exercise on neuroprotection and neuroinflammation
MPTP has been used to study its effects on microglial innate immune memory. It has also been used to study the protective effects of phenylpropionamides in Pakinson’s diseased mice models.
Biochem/physiol Actions
1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) is a piperidine derivative and dopaminergic neurotoxin, useful in neurological research. MPTP is metabolized to 1-methyl-4-phenylpyridine (MPP+), which in turn can cause free radical production in vivo and lead to oxidative stress. Thus MPP+ is generally acknowledged as the active metabolite of MPTP. MPTP is widely used in in vivo research studies as a model for Parkinsonism. A review describes the application of MPTP in studies related to programmed cell death in neurogenerative diseases.
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 Parkinsonian condition in humans and monkeys.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral - STOT SE 1
Target Organs
Nervous system
Storage Class Code
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 3
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Studies in Natural Products Chemistry, 34, 753-787 (2008)
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The Journal of neuroscience : the official journal of the Society for Neuroscience, 29(4), 1105-1114 (2009-01-30)
Despite considerable evidence for contributions of both Zn(2+) and Ca(2+) in ischemic brain damage, the relative importance of each cation to very early events in injury cascades is not well known. We examined Ca(2+) and Zn(2+) dynamics in hippocampal slices
Fei Sa et al.
Neuroscience letters, 593, 7-12 (2015-03-17)
Dibenzocyclooctadiene lignans represent a unique group of natural chemical structures, are considered as protectants against neuronal cell death and cognitive impairment in neurological disorders. Among the family of dibenzocyclooctadiene lignan analogs from the fruit of Schisandra chinensis (Turcz.) Baill, neuroprotective
N S Sampson et al.
The Journal of biological chemistry, 276(36), 34182-34188 (2001-07-12)
Kidney fibrosis is the hallmark of most types of progressive kidney disease, including the genetic disorder Alport's syndrome. We undertook gene expression analysis in Alport's syndrome mouse kidneys using microchip arrays to characterize the development of fibrosis. In addition to
Irene García-Domínguez et al.
Frontiers in cellular neuroscience, 12, 398-398 (2018-11-22)
The impact of systemic inflammation in nigral dopaminergic cell loss remains unclear. Here, we have investigated the role of peripheral inflammation induced by systemic lipopolysaccharide (LPS) administration in the MPTP-based model of Parkinson's disease. Brain inflammation, microglia and astroglia activation
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