40240-12-8

Basic information

• Product Name: N-Benzyl-1,2,3,6-tetrahydropyridine
• Synonyms: N-Benzyl-1,2,3,6-tetrahydropyridine;1-Benzyl-1,2,3,6-tetrahyd...;1-(Phenylmethyl)-1,2,3,6-tetrahydropyridine
• CAS NO: 40240-12-8
• Molecular Formula: C₁₂H₁₅N
• Molecular Weight: 173.258
• Mol File: 40240-12-8.mol
• Article Data: 44

Chemical Properties

• Boiling Point: 256℃
• Flash Point: 99℃
• Appearance: /
• Density: 1.024
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.09±0.20(Predicted)
• CAS DataBase Reference: N-Benzyl-1,2,3,6-tetrahydropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzyl-1,2,3,6-tetrahydropyridine(40240-12-8)
• EPA Substance Registry System: N-Benzyl-1,2,3,6-tetrahydropyridine(40240-12-8)

Safety Data

• Hazardous Substances Data: 40240-12-8(Hazardous Substances Data)

Usage

Description

N-Benzyl-1,2,3,6-tetrahydropyridine, commonly referred to as MPTP, is a synthetic chemical compound that has been instrumental in scientific research for understanding Parkinson's disease. It is known to be converted into a potent neurotoxin, MPP+, within the body, which specifically targets and damages the dopaminergic neurons in the substantia nigra, a region of the brain critical for motor control. This conversion results in a Parkinson's-like syndrome, making MPTP a valuable tool in the creation of animal models for studying the disease's mechanisms and potential treatments.

Uses

Used in Parkinson's Disease Research:
N-Benzyl-1,2,3,6-tetrahydropyridine is utilized as a neurotoxin in the creation of animal models for Parkinson's disease. It serves as a critical tool for scientists to investigate the pathophysiology of the disease, test potential therapeutic interventions, and understand the mechanisms of neurodegeneration associated with Parkinson's.
Used in Pharmaceutical Development:
In the field of pharmaceuticals, MPTP is used to evaluate the efficacy and safety of drugs intended for the treatment of Parkinson's disease. By inducing a Parkinson's-like state in animal models, researchers can assess how new compounds may protect or restore the function of dopaminergic neurons, offering insights into potential treatments for the disease.
Used in Toxicology Studies:
N-Benzyl-1,2,3,6-tetrahydropyridine is also employed in toxicological research to explore the effects of neurotoxins on the brain and develop methods for detoxification or protection against similar toxic exposures. This helps in understanding the broader implications of environmental or occupational toxin exposure on human health.
Safety Precautions:
Given its high toxicity, MPTP requires stringent safety measures when handled in laboratory settings. Proper protective equipment, secure storage, and disposal methods are essential to minimize the risk of accidental exposure and ensure the safety of researchers and the environment.

InChI:InChI=1S/C12H15N/c1-3-7-12(8-4-1)11-13-9-5-2-6-10-13/h1-5,7-8H,6,9-11H2

Upstream product

• 67686-01-5 1-benzyl-4-piperidinemethanol 
• 694-05-3 1,2,3,6-tetrahydropyridine 
• 100-39-0 benzyl bromide 
• 22065-85-6 N-benzyl-4-formylpiperidine 
• 4727-72-4 1-benzyl-4-hydroxypiperidine 
• 110-86-1 pyridine 
• 41780-52-3 N’-(1-benzylpiperidin-4-ylidene)-4-methylbenzenesulfonohydrazide 
• 90892-59-4 1-(1-methylphenyl)piperidin-4-yl methanesulfonate 
• 280-64-8 9-bora-bicyclo[3.3.1]nonane 
• 53234-67-6 4-(1-phenylmethyl-1,2,5,6-tetrahydro-4-pyridyl)morpholine 
• 100-46-9 benzylamine 
• 98-88-4 benzoyl chloride 
• 3612-20-2 1-phenylmethyl-4-piperidone 
• 1833-31-4 benzyl(chloro)dimethylsilane 

Downstream Products

• 63588-62-5 (+/-)-1-benzyl-3r,4t-dibromo-piperidine 
• 60460-73-3 1-benzyl-1,2,3,4-tetrahydropyridine 
• 726185-35-9 methyl 1'-phenylmethyl-[1,4']bipiperidinyl-4-acetate 
• 63588-62-5 1-benzyl-3,4-dibromo-piperidine 
• 725715-12-8 3-(phenylmethyl)-7-oxa-3-azabicyclo[4.1.0]heptane 
• 66207-23-6 1-benzyloxycarbonyl-1,2,3,6-tetrahydropyridine 
• 80477-52-7 1-phenylmethyl-1,2,3,6-tetrahydropyridine hydrochloride 
• 80477-53-8 N⁽¹⁾-benzyl-3,4-dihydroxypiperidine 

Relevant articles and documents

Trans-3-Hydroxy-4-morpholinopiperidine - The pH-triggered conformational switch with a double flip

Derivatives of trans-3-hydroxy-4-aminopiperidine are suggested as potential pH-sensitive conformational switches able to perform two consecutive flips (or flip-flop) when basicity/acidity of solution changes. Such a double switch of conformation was detected by 1H NMR for a model compound - trans-3-hydroxy-4-morpholinopiperidine. A combination of hydrogen bonding and electrostatic/dipole-dipole interactions was suggested for rationalization. Computational studies provided additional insight into the complex intra- and intermolecular forces that determine the relative stabilities of conformers. In similar structures an incorporated trans-3-hydroxy-4-aminopiperidine moiety can serve as a conformational pH-trigger when equipped with substituents designed to perform certain geometry-dependent functions, for example, as cation chelators or as lipid tails.

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The 3,3-bis(trimethylsilyl)propene reacts with iminium ions (generated in situ from primary amines) by an aminomethylation-desilylation process and a subsequent cyclization, leading to N-alkyl-1,2,3,6-tetrahydropyridines as principal products. Tetrahydro-1,3-oxazines with a bis(trimethylsilyl)methyl group may also be observed. When primary amines with a tertiary group are used, the reaction leads only to ω-aminovinylsilanes, the steric hindrance inhibiting the progression of the reaction.

PRMT5 INHIBITORS

The present invention provides a compound selected from: compounds A, B, C, D and the pharmaceutically acceptable salts, esters, and prodrugs thereof, which are PRMT5 inhibitors. Also provided are methods of making compounds disclosed herein, pharmaceutic

ENANTIOMERIC COMPOUNDS

The present invention relates to enantiomeric compounds, their use in stereospecific reactions and to a method of preparing enantiomeric compounds.

Oxidative Dehydroxymethylation of Alcohols to Produce Olefins

Catalyst compositions for the conversion of aldehyde compounds and primary alcohol compounds to olefins are disclosed herein. Reactions include oxidative dehydroxymethylation processes and oxidative dehydroformylation methods, which are beneficially conducted in the presence of a sacrificial acceptor of H2 gas, such as N,N-dimethylacrylamide.