13314-69-7

Usage

Uses

Used in Scientific Research:
1-Benzyl-4-(4-methoxyphenyl)tetrahydropyridine is used as a neurotoxin in scientific research for inducing Parkinson's-like symptoms in animal models. This application is crucial for studying the pathophysiology of Parkinson's disease and for evaluating potential treatments and therapies aimed at alleviating or reversing the disease's progression.
Used in Forensic Toxicology:
MPTP is also utilized in forensic toxicology to investigate its potential role in causing parkinsonism in individuals who have used recreational drugs. Understanding the toxic effects of MPTP in such cases can aid in the development of preventive measures and interventions for drug users at risk of developing Parkinson's-like symptoms.

Upstream product

• 3612-20-2 1-phenylmethyl-4-piperidone 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 936231-01-5 1-benzyl-4-(benzyldimethylsilanyl)-1,2,3,6-tetrahydro-pyridine hydrochloride 
• 696-62-8 para-iodoanisole 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 623-12-1 4-chloromethoxybenzene 
• 50-00-0 formaldehyd 
• 5720-07-0 4-methoxyphenylboronic acid 
• 70882-08-5 N-benzylbuta-2,3-dien-1-amine 
• 107301-61-1 N-benzyl-4-amino-1-butyne 
• 6717-00-6 1-benzyl-4-(4-methoxy-phenyl)-piperidin-4-ol 
• 7732-18-5 water 

Downstream Products

• 188866-44-6 (±)-(3,4-trans)-4-(4-hydroxyphenyl)piperidin-3-ol 
• 188874-90-0 (3R,4S,5S)-4-(4-Hydroxy-phenyl)-piperidine-3,5-diol 
• 188874-86-4 RS)-1-benzyl-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridin-3-ol 
• 188874-87-5 (RS)-1-benzyl-3-ethoxy-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridine 
• 188874-91-1 (3R,4S,5S)-3,5-Dihydroxy-4-(4-hydroxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 188874-42-2 (3R,4S,5S)-4-[4-(3-Benzyloxy-propoxy)-phenyl]-3,5-dihydroxy-piperidine-1-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Substituted piperidines - Highly potent renin inhibitors due to induced fit adaptation of tile active site

The identification, synthesis and activity of a novel class of piperidine renin inhibitors is presented. The most active compounds show activities in the picomolar range and are among the most potent renin inhibitors ever identified.

Design, syntheses, and characterization of pharmacophore based chemokine receptor CCR5 antagonists as anti prostate cancer agents

Accumulating evidence has shown multiple roles that chemokine receptor CCR5 may play to promote the progression of several types of cancer. The mechanism of such promotion is believed to involve chronic inflammation that creates a microenvironment which e

BMS-986163, a Negative Allosteric Modulator of GluN2B with Potential Utility in Major Depressive Disorder

There is a significant unmet medical need for more efficacious and rapidly acting antidepressants. Toward this end, negative allosteric modulators of the N-methyl-d-aspartate receptor subtype GluN2B have demonstrated encouraging therapeutic potential. We

Selective NR2B Antagonists

The disclosure generally relates to compounds of formula I, including their salts, as well as compositions and methods of using the compounds. The compounds are ligands of the NR2B receptor and may be useful for the treatment of various disorders of the c

Synthesis and SAR study of 4-arylpiperidines and 4-aryl-1,2,3,6- tetrahydropyridines as 5-HT2C agonists

A series of substituted 4-arylpiperidines and a smaller family of 4-aryl-1,2,3,6-tetrahydropyridines were synthesized and their biological activity at the 5-HT2C receptor studied to determine whether either series showed noteworthy agonist activity. Structure-activity relationships were developed from the performed receptor binding assays and functional studies, and the results of the analysis are presented herein.

Pd-catalyzed cross-coupling reactions with carbonyls: Application in a very efficient synthesis of 4-aryltetrahydropyridines

A method is proposed to prepare 4-aryltetrahydropyridines by a Pd-catalyzed cross-coupling reaction by using tosylhydrazone as the nucleophilic coupling agent without stoichiometric organometallic reagent. Palladium-catalyzed couplings can be used for the formation of C-C linkages. It was observed during study that tosylhydrazone can be generated by employing 4-piperidones directly in the cross-coupling reaction with tetrahydropyridines in very high yields. It was also found during study that the ketones and aldehydes can be employed as nucleophilic coupling partners in a reaction without using stoichiometric organometallic reagent. The study concluded that the method can be used to prepare different types of di- and trisubstituted olefins at large scale.

Palladium(0)-catalyzed alkynyl and allenyl iminium ion cyclizations leading to 1,4-disubstituted 1,2,3,6-tetrahydropyridines

(Chemical Equation Presented) The biologically important title heterocyclic compounds can be synthesized by two methods based on the cyclization of alkynyl and allenyl iminium ions generated in situ in the presence of organometallic reagents (see scheme).

SYNTHESIS OF UNSATURATED PIPERIDINES FROM PIPERIDONES WITH A SILYL REAGENT

Syntheses of unsaturated piperidines from piperidones through a silyl pipehdine reagent via the Shapiro reaction and palladium-catalyzed cross- coupling reactions with organo halides.

Synthesis of 4-arylpiperidines from 1-benzyl-4-piperidone: Application of the shapiro reaction and alkenylsilane cross-coupling

Equation Presented 1-Benzyl-3,4-unsaturated-4-piperidinyl benzyldimethylsilane has been prepared and observed to readily undergo palladium-catalyzed cross-coupling reactions with a variety of aryl iodides and aryl bromides to generate 3,4-unsaturated 4-arylpiperidines, often at ambient temperature.

A critical structural determinant of opioid receptor interaction with phenolic 5-phenylmorphans.

The opioid receptor binding affinities of N-methyl- and N-phenethyl-5-phenylmorphans with a meta-hydroxy substituent [3-(2-methyl-2-azabicyclo[3.3.1]non-5-yl)-phenol (1a), and 3-(2-phenethyl-2-azabicyclo[3.3.1]non-5-yl)-phenol (1b)] were compared with the