69675-08-7

Usage

Initial purpose

Potential antihypertensive drug
Developed to treat high blood pressure

Notoriety

Neurotoxic effects
Known for its ability to induce symptoms similar to Parkinson's disease

Affects species

Humans and non-human primates
Both species experience similar neurotoxic effects

Metabolism

Converted to MPP+ (a toxic compound)
MPTP is metabolized in the body, leading to the formation of MPP+

Target

Dopamine-producing neurons
MPP+ selectively damages neurons in the substantia nigra region of the brain

Consequence

Irreversible degeneration of dopamine system
Damage to the neurons leads to the degeneration of the dopamine system

Symptoms

Parkinson's disease motor symptoms
Includes tremors, rigidity, and bradykinesia

Scientific significance

Development of animal models for Parkinson's disease
Discovery of MPTP's neurotoxicity has been instrumental in creating models for studying the disease

Contribution

Understanding the underlying mechanisms of Parkinson's disease
MPTP's effects have helped researchers gain insight into the disease's mechanisms

Upstream product

• 100617-72-9 3,6-dimethyl-6-p-tolyl-tetrahydro-[1,3]oxazine 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 454482-11-2 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl )-1,2,3,6-tetrahydropyridine 
• 108-88-3 toluene 
• 2417-95-0 p-tolyllithium 
• 1445-73-4 1-Methyl-4-piperidone 
• 1195-32-0 1-methyl-4-isopropenylbenzene 

Downstream Products

• 4423-10-3 4-(p-tolyl)pyridine 
• 1100765-99-8 1-ethoxycarbonylmethyl-1-methyl-4-(4-methylphenyl)-1,2,3,6-tetrahydropyridinium chloride 

Relevant academic research and scientific papers

Preparation method of para-substituted aryl compound

The invention discloses a preparation method of a para-substituted aryl compound shown as a formula (I) which is described in the specfication. The preparation method is characterized by comprising the following step of: subjecting an aryl sulfonium salt shown as a formula (II) which is described in the specfication and boride to a coupling reaction in a solvent in an inert atmosphere under the action of alkali and a palladium catalyst to obtain the para-substituted aryl compound. According to the method, mono-substituted aromatic hydrocarbon is taken as a substrate, the aryl sulfonium salt isconstructed in situ, and the palladium catalyst catalyzes the aryl sulfonium salt constructed in situ to undergo the Suzuki-Miyaura coupling reaction, so a mono-substituted aromatic hydrocarbon para-arylation or alkenylation product is constructed quickly and efficiently. The method is mild in conditions, high in substrate universality and wide in tolerance of a heterocyclic coupling substrate.

para-Selective arylation and alkenylation of monosubstituted arenes using thianthreneS-oxide as a transient mediator

Using thianthreneS-oxide (TTSO) as a transient mediator,para-arylation and alkenylation of mono-substituted arenes have been demonstratedviaapara-selective thianthrenation/Pd-catalyzed thio-Suzuki-Miyaura coupling sequence under mild conditions. This reaction features a broad substrate scope, and functional group and heterocycle tolerance. The versatility of this approach was further demonstrated by late-stage functionalization of complex bioactive scaffolds, and direct synthesis of some pharmaceuticals, including Tetriprofen, Ibuprofen, Bifonazole, and LJ570.

Assessment of structural requirements for the monoamine oxidase-B- catalyzed oxidation of 1,4-disubstituted-1,2,3,6-tetrahydropyridine derivatives related to the neurotoxin 1-methyl-4-phenyl-1,2,3,6- tetrahydropyridine

The monoamine oxidase B (MAO-B) substrate properties and distance measurements along the N1-C4 axis of 38 1,4-disubstituted-1,2,3,6- tetrahydropyridine derivatives, including seven newly synthesized MPTP analogs, were used to define

In vivo intracerebral microdialysis studies in rats of MPP+ analogues and related charged species

The in vivo dopaminergic neurotoxic properties of 45 MPTP and MPP+ analogues and related compounds were examined by an intrastriatal microdialysis assay in conscious rats. MPP+-like toxicity, as evidenced by the irreversible effects