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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.

55386-67-9

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55386-67-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 55386-67-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,5,3,8 and 6 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 55386-67:
(7*5)+(6*5)+(5*3)+(4*8)+(3*6)+(2*6)+(1*7)=149
149 % 10 = 9
So 55386-67-9 is a valid CAS Registry Number.

55386-67-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-methyl-1-oxido-2,3,4,5-tetrahydropyridin-1-ium

1.2 Other means of identification

Product number -
Other names 3,4,5,6-TETRAHYDRO-2-METHYL-PYRIDINE 1-OXIDE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:55386-67-9 SDS

55386-67-9Relevant academic research and scientific papers

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

Clementson, Sebastian,Radaelli, Alessio,Fjelbye, Kasper,Tanner, David,Jessing, Mikkel

supporting information, p. 4763 - 4766 (2019/06/24)

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).

Gold Supported on Silica Catalyzes the Aerobic Oxidation of N,N-Disubstituted Hydroxylamines to Nitrones

D'Adamio, Giampiero,Parmeggiani, Camilla,Goti, Andrea,Cardona, Francesca

supporting information, p. 6541 - 6546 (2015/10/19)

A new method for the preparation of nitrones through the aerobic oxidation of the corresponding N,N-disubstituted hydroxylamines has been developed by exploring a new catalytic reactivity of gold supported on silica. The oxidation occurs under very mild c

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

Abrantes, Marta,Gonalves, Isabel S.,Pillinger, Martyn,Vurchio, Carolina,Cordero, Franca M.,Brandi, Alberto

experimental part, p. 7079 - 7082 (2012/01/30)

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

-

Page/Page column 8, (2008/06/13)

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.

Two new methodologies for the deoxygenation and reduction of nitrones based on the use of lithium and DTBB (cat.)

Radivoy,Alonso,Yus

, p. 427 - 430 (2007/10/03)

A variety of nitrones undergo deoxygenation when treated with an excess of lithium powder and a catalytic amount of 4,4′-di-tert-butylbiphenyl (DTBB) (10 mol%) in THF at room temperature to give the corresponding imines. The Li/DTBB system, when combined with nickel(II) chloride dihydrate allows the reduction of a series of nitrones to secondary amines. The use of the deuterium oxide-containing nickel(II) salt transforms the starting nitrones to deuterated secondary amines.

Synthesis of nitrones using the methyltrioxorhenium/hydrogen peroxide system

Murray, Robert W.,Iyanar, Kaliappan,Chen, Jianxin,Wearing, James T.

, p. 8099 - 8102 (2007/10/03)

Secondary amines are oxidized by the methyltrioxorhenium/hydrogen peroxide system to the corresponding nitrones in excellent yield. The results provide a further example of the parallel between the chemistry of this metal system and that of the dioxiranes.

Synthesis of nitrones by methyltrioxorhenium catalyzed direct oxidation of secondary amines

Goti, Andrea,Nannelli, Luca

, p. 6025 - 6028 (2007/10/03)

Oxidation of secondary amines catalyzed by methyltrioxorhenium (MTO) with H2O2 or urea-hydrogen peroxide complex (UHP) at room temperature gives the corresponding nitrones in good yields.

Oxidation of secondary amines to nitrones using urea-hydrogen peroxide complex (UHP) and metal catalysts

Marcantoni, Enrico,Petrini, Marino,Polimanti, Olga

, p. 3561 - 3562 (2007/10/02)

Secondary amines can be readily oxidized to the corresponding nitrones using urea-hydrogen peroxide complex (UHP) and metal catalysts in methanol at room temperature. Sodium tungstate is the most effective catalyst in several runs and common protecting groups are tolerated in these conditions.

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