55386-67-9

Basic information

• Product Name: 6-methyl-2,3,4,5-tetrahydropyridine 1-oxide
• CAS NO: 55386-67-9
• Molecular Formula: C₆H₁₁NO
• Molecular Weight: 113.1576
• Mol File: 55386-67-9.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 209.1°C at 760 mmHg
• Flash Point: 89.7°C
• Density: 0.96g/cm³
• Vapor Pressure: 0.298mmHg at 25°C
• Refractive Index: 1.477
• CAS DataBase Reference: 6-methyl-2,3,4,5-tetrahydropyridine 1-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 6-methyl-2,3,4,5-tetrahydropyridine 1-oxide(55386-67-9)
• EPA Substance Registry System: 6-methyl-2,3,4,5-tetrahydropyridine 1-oxide(55386-67-9)

Safety Data

• Hazardous Substances Data: 55386-67-9(Hazardous Substances Data)

Usage

Description

6-methyl-2,3,4,5-tetrahydropyridine 1-oxide, also known as MPTP, is a synthetic compound that is structurally similar to the neurotransmitter dopamine. It is not found naturally in the environment and is highly toxic to humans.
Used in Pharmaceutical Research:
6-methyl-2,3,4,5-tetrahydropyridine 1-oxide is used as a research tool for inducing Parkinson's disease-like symptoms in animal models. Its mechanism of action involves conversion to a toxic metabolite called MPP+ in the brain, which selectively damages dopamine-producing neurons, resulting in characteristic motor symptoms of Parkinson's disease.
Used in Neurological Research:
6-methyl-2,3,4,5-tetrahydropyridine 1-oxide is used as a valuable tool for studying the underlying causes of Parkinson's disease and developing potential treatments. Its ability to selectively damage dopamine-producing neurons provides insights into the neurodegenerative processes involved in the disorder.
Used in Drug Development:
6-methyl-2,3,4,5-tetrahydropyridine 1-oxide is used in the development of drugs targeting dopaminergic neurons and their protective agents. Its toxic effects on these neurons can help researchers understand the mechanisms of neuroprotection and develop therapies to prevent or slow the progression of Parkinson's disease.
Used in Toxicology Studies:
6-methyl-2,3,4,5-tetrahydropyridine 1-oxide is used in toxicology studies to investigate the effects of exposure to highly toxic chemicals on the human brain and nervous system. Understanding the mechanisms of MPTP toxicity can contribute to the development of safety guidelines and regulations for handling hazardous chemicals.
Used in Neurodegenerative Disease Research:
6-methyl-2,3,4,5-tetrahydropyridine 1-oxide is used in research on other neurodegenerative diseases, as its effects on dopaminergic neurons can provide insights into the shared mechanisms of neuronal degeneration and potential therapeutic targets for various disorders.

Upstream product

• 99687-80-6 2-methyl-1-hydroxypiperidine 
• 10226-30-9 6-chloro-2-hexanone 
• 109-05-7 2-Methylpiperidin 
• 80-62-6 methacrylic acid methyl ester 

Downstream Products

• 127983-46-4 cis-6-methyl-8-phenyl-9-oxa-1-azabicyclo<4.3.0>nonane 
• 124525-91-3 (3aR,3bS,8aS)-3b-Methyl-2-phenyl-hexahydro-8-oxa-2,7a-diaza-cyclopenta[a]indene-1,3-dione 
• 132235-37-1 (1'R,2S,2'S,5'R)-1-<(2-isopropyl-5-methylcyclohexyl)oxymethoxy>-2-methyl-2-piperidinecarbonitrile 
• 132235-35-9 (1'R,2R,2'S,5'R)-1-<(2-isopropyl-5-methylcyclohexyl)oxymethoxy>-2-methyl-2-piperidinecarbonitrile 
• 124525-95-7 (3R,3aS)-3-Benzenesulfonyl-3a-methyl-hexahydro-isoxazolo[2,3-a]pyridine 
• 109-05-7 2-Methylpiperidin 
• 155371-20-3 3a-methyl-2-phenyl-4,5,6,7-tetrahydro-3aH-isoxazolo[2,3-a]pyridine-3-carbaldehyde 
• 355019-38-4 3-[buta-1(E),3-dienyl]-3a-methyl-2-phenyl-4,5,6,7-tetrahydro-3aH-isoxazolo[2,3-a]pyridine 
• 132235-44-0 (2S)-2-methyl-2-piperidinecarboxamide 
• 132259-55-3 (2R)-2-methyl-2-piperidinecarboxamide 
• 89115-95-7 (S)-2-Methyl-2-piperidinecarboxylic acid 
• 105141-61-5 (R)-2-methyl-2-piperidinecarboxylic acid 
• 132235-39-3 (1'R,2R,2'S,5'R)-1-<(2-isopropyl-5-methylcyclohexyl)oxymethoxy>-2-methyl-2-piperidine carboxamide 
• 132235-41-7 (1'R,2S,2'S,5'R)-1-<(2-isopropyl-5-methylcyclohexyl)oxymethoxy>-2-methyl-2-piperidine carboxamide 

Relevant articles and documents

Strain-Release Driven Cycloadditions for Rapid Construction of Functionalized Pyridines and Amino Alcohols

This paper describes the development of a new variant of stereoselective strain-release driven reactions (formal homo [3 + 2] dipolar cycloadditions) which utilize housane (1) to construct functionalized amino alcohols and pyridine-substituted cyclopentanes in two to three steps from simple and easily available building blocks (nitrones and pyridine N-oxides respectively).

Molybdenum oxide/bipyridine hybrid material {[MoO3(bipy)] [MoO3(H2O)]}n as catalyst for the oxidation of secondary amines to nitrones

The inorganic-organic hybrid material {[MoO3(bipy)][MoO 3(H2O)]}n (bipy = 2,2′-bipyridine) can be used as a water-tolerant catalyst for the oxidation of secondary amines under mild conditions using either urea hydrogen peroxide (UHP) or tert-butylhydroperoxide (TBHP) as the oxidant. Under optimized reaction conditions (2 mol % catalyst, 3-4 equiv TBHP, CH2Cl2 as the solvent, 40 °C), the corresponding nitrones were obtained with different efficiency depending on the nature of the cyclic or acyclic amine used.

Process for the preparation of amine oxides

The present invention provides a process for the preparation of amine oxide by reacting a tertiary or a secondary amine with hydrogen peroxide as an oxidant in the presence of a recyclable heterogeneous catalyst comprising a layered double hydroxide exchanged with an anion in the presence of an additive selected from the group consisting of benzonitrile, propionitrile, isoburyronitrile, benzamide and isobutyramide.