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
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Beilstein/REAXYS Number:
3707312
MDL number:
Product Name
1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride, powder
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
form
powder
Quality Level
color
white to off-white
Related Categories
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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - STOT SE 1
target_organs
Nervous system
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
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Yi-Kai Jiang et al.
Fitoterapia, 175, 105883-105883 (2024-03-09)
Parkinson's disease (PD) is the second most common neurodegenerative disease in the world. As one of the major degradation pathways, autophagy plays a pivotal role in maintaining the effective turnover of proteins and damaged organelles in cells. Lewy bodies composed
Musa Mustapha et al.
Bosnian journal of basic medical sciences, 21(4), 422-433 (2020-12-29)
Among the popular animal models of Parkinson's disease (PD) commonly used in research are those that employ neurotoxins, especially 1-methyl- 4-phenyl-1, 2, 3, 6-tetrahydropyridine (MPTP). This neurotoxin exerts it neurotoxicity by causing a barrage of insults, such as oxidative stress
Hypoxia inducible factor-1? regulates microglial innate immune memory and the pathology of Parkinson?s disease
Dong, et al.
Journal of Neuroinflammation (2024)
Isoquinuclidines: a review of chemical and pharmacological properties
Khan MOF, et al.
Studies in Natural Products Chemistry, 34, 753-787 (2008)
Ibrahim Kaya et al.
NPJ Parkinson's disease, 9(1), 118-118 (2023-07-27)
Metabolism of MPTP (1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine) to the neurotoxin MPP+ in the brain causes permanent Parkinson's disease-like symptoms by destroying dopaminergic neurons in the pars compacta of the substantia nigra in humans and non-human primates. However, the complete molecular pathology underlying MPTP-induced
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