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

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

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

• 110-86-1 pyridine 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 694-05-3 1,2,3,6-tetrahydropyridine 
• 100-52-7 benzaldehyde 
• 50-00-0 formaldehyd 
• 109838-89-3 N-benzyl-(Z)-4-(trimethylsilyl)-3-buten-1-ylamine 
• 153681-99-3 (S)-N-benzyl-N-(Z)-(1-methyl-4-trimethylsilylbut-3-enyl)amine 
• 2876-13-3 N-benzylpyridinium chloride 
• 53234-67-6 4-(1-phenylmethyl-1,2,5,6-tetrahydro-4-pyridyl)morpholine 
• 109154-23-6 3,3-bis(trimethylsilyl)prop-1-ene 
• 100-46-9 benzylamine 
• 259822-47-4 allyl-benzyl-(3,3-bis-phenylsulfanyl-propyl)-amine 
• 41780-52-3 N’-(1-benzylpiperidin-4-ylidene)-4-methylbenzenesulfonohydrazide 

Downstream Products

• 63588-62-5 (+/-)-1-benzyl-3r,4t-dibromo-piperidine 
• 52003-32-4 ethyl 1,2,3,6-tetrahydropyridine-1-carboxylate 
• 102666-89-7 N-benzyl-5-(1-benzylpiperidin-2-yl)-1,2,3,4-tetrahydropyridine 
• 89873-51-8 1-benzyl-1,2,5,6-tetrahydropyridine-N-oxide 
• 725715-12-8 3-(phenylmethyl)-7-oxa-3-azabicyclo[4.1.0]heptane 
• 40240-41-3 1-chlorocarbonyl-3,6-dihydro-1(2H)-pyridine 
• 694-05-3 1,2,3,6-tetrahydropyridine 
• 60460-73-3 1-benzyl-1,2,3,4-tetrahydropyridine 
• 89873-67-6 1-benzyl-1,2,3,6-tetrahydropyridine-2-carbonitrile 
• 85617-07-8 (+/-)-1-benzyl-2-cyano-3-piperideine 
• 726185-35-9 methyl 1'-phenylmethyl-[1,4']bipiperidinyl-4-acetate 
• 188863-87-8 1-benzyl-4-(4-bromo-phenyl)-1,2,3,6-tetrahydro-pyridine 
• 194288-97-6 4-(2-fluorobenzyl)piperidine 
• 63588-62-5 1-benzyl-3,4-dibromo-piperidine 

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.

Fliposomes: New amphiphiles based on trans-3,4-bis(acyloxy)-piperidine able to perform a pH-triggered conformational flip and cause an instant cargo release from liposomes

Amphiphilic trans-3,4-bis(acyloxy)-1-benzylpiperidines able to perform a pH-triggered conformational flip (flipids) have been suggested as components of a new type of pH-sensitive liposomes (fliposomes). According to 1H NMR, their acid-induced conformational flip occurs in methanol-d4 when the apparent pD decreases from 6 to 3. The protonation-generated intramolecular hydrogen bond and electrostatic interactions make the conformer with axial acyloxy-groups predominant, which drastically increases the separation of hydrocarbon chains. The power of this trigger was estimated as ≥10 kJ/mol. This flip perturbs the liposome membrane causing rapid release of the liposome cargo specifically in response to lowered pH. The pH-sensitive fliposomes containing one of these flipids, POPC and PEG-ceramide, and loaded with ANTS/DPX performed a content release within a few seconds at pH 5 demonstrating a potential of the piperidine derivatives as pH-switches for the design of liposomes for drug/gene delivery.

Trans-3,4-diacetoxypiperidine as a model for novel pH-triggered conformational switches

An acid-induced conformational flip of trans-3,4-diacetoxy-1- benzylpiperidine has been determined by 1H NMR. It occurs while the apparent pH (pD) of the d4-methanol solution decreases from 6 to 3. Due to an intramolecular hydrogen bond, the conformer with axial position of both acetoxy groups becomes strongly predominant. The separation of the acetoxy groups increases drastically. Thus, in similar structures an incorporated trans-3,4-disubstituted piperidine 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. The power of this trigger was estimated as ～10 kJ/mol.

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

PRMT5 INHIBITORS

The present invention provides a compound of Formula (I) and the pharmaceutically acceptable salts, esters, and prodrugs thereof, which are PRMT5 inhibitors. Also provided are methods of making compounds of Formula I, pharmaceutical compositions comprising compounds of Formula I, and methods of using these compounds to treat cancer, sickle cell, and hereditary persistence of foetal hemoglobin (HPFH) mutations.

ENANTIOMERIC COMPOUNDS

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

N-benzyl-tetrahydropyridine compound and preparation method thereof

The invention provides an N-benzyl-tetrahydropyridine compound and a preparation method thereof, and the preparation method comprises the following steps: S1, adding benzyl bromide into a pyridine compound to carry out nucleophilic substitution reaction t

A comparison between KbH4 and NaBH4 in their reduction of pyridinium salts

This paper compares potassium borohydride and sodium borohydride in the reduction of pyridinium salts to tetrahydropyridines. The results indicate that potassium borohydride is more suitable for this reaction with low costs, mild reaction conditions and i

Normal Alpha Olefin Synthesis Using Dehydroformylation or Dehydroxymethylation

The present invention discloses processes for producing normal alpha olefins, such as 1-hexene, 1-octene, 1-decene, and 1-dodecene in a multistep synthesis scheme from another normal alpha olefin. Also disclosed are reactions for converting aldehydes, primary alcohols, and terminal vicinal diols into normal alpha olefins.

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.