13314-67-5

Basic information

• Product Name: 1-Benzyl-4-(4-methylphenyl)tetrahydropyridine
• Synonyms: 1-BENZYL-4-(4-METHYLPHENYL)TETRAHYDROPYRIDINE;1,2,3,6-Tetrahydro-4-(4-Methylphenyl)-1-(phenylMethyl)pyridine
• CAS NO: 13314-67-5
• Molecular Formula: C₁₉H₂₁N
• Molecular Weight: 263.38
• Mol File: 13314-67-5.mol

Chemical Properties

• Boiling Point: 391.2 °C at 760 mmHg
• Flash Point: 170.5 °C
• Appearance: /
• Density: 1.063g/cm³
• Vapor Pressure: 2.5E-06mmHg at 25°C
• Refractive Index: 1.599
• PKA: 7.78±0.40(Predicted)
• CAS DataBase Reference: 1-Benzyl-4-(4-methylphenyl)tetrahydropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyl-4-(4-methylphenyl)tetrahydropyridine(13314-67-5)
• EPA Substance Registry System: 1-Benzyl-4-(4-methylphenyl)tetrahydropyridine(13314-67-5)

Safety Data

• Hazardous Substances Data: 13314-67-5(Hazardous Substances Data)

Usage

Uses

Used in Research and Development:
1-Benzyl-4-(4-methylphenyl)tetrahydropyridine is used as a research tool for creating animal models of Parkinson's disease. It helps scientists understand the progression of the condition and the impact on dopaminergic neurons.
Used in Pharmaceutical Testing:
1-Benzyl-4-(4-methylphenyl)tetrahydropyridine is utilized in laboratory experiments to test potential treatments and therapies for Parkinson's disease. It allows researchers to evaluate the effectiveness of new drugs and interventions in mitigating the symptoms and neurodegenerative aspects of the disease.
Used in Neurobiology Studies:
1-Benzyl-4-(4-methylphenyl)tetrahydropyridine is employed in neurobiological research to explore the mechanisms underlying Parkinson's disease and related neurodegenerative conditions. It aids in the investigation of neuronal function and the development of targeted therapies.
Note: Due to its toxicity, 1-Benzyl-4-(4-methylphenyl)tetrahydropyridine is not used in clinical or therapeutic applications.

InChI:InChI=1/C19H21N/c1-16-7-9-18(10-8-16)19-11-13-20(14-12-19)15-17-5-3-2-4-6-17/h2-11H,12-15H2,1H3

Upstream product

• 1195-32-0 1-methyl-4-isopropenylbenzene 
• 936231-01-5 1-benzyl-4-(benzyldimethylsilanyl)-1,2,3,6-tetrahydro-pyridine hydrochloride 
• 624-31-7 4-tolyl iodide 
• 106-38-7 para-bromotoluene 
• 50-00-0 formaldehyd 
• 5720-05-8 4-methylphenylboronic acid 
• 107301-61-1 N-benzyl-4-amino-1-butyne 
• 3612-20-2 1-phenylmethyl-4-piperidone 
• 106-43-4 para-chlorotoluene 
• 13299-35-9 1-benzyl-4-(4-methylphenyl)piperidin-4-ol 
• 126781-38-2 1-benzyl-4-(trifluoromethylsulfonyloxy)-1,2,5,6-tetrahydropyridine 
• 195062-57-8 p-tolylboronic pinacol ester 

Downstream Products

• 109309-78-6 (1-Benzyl-4-p-tolyl-1,2,3,6-tetrahydro-[3]pyridyl)-methanol 
• 13299-35-9 1-benzyl-4-(4-methylphenyl)piperidin-4-ol 
• 874352-28-0 N-[1-benzyl-4-(4-methyl-phenyl)-piperidin-4-yl]-acetamide 
• 13314-68-6 C₁₉H₂₁N*ClH 

Relevant articles and documents

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.

A strategy for isotope containment during radiosynthesis - Devolatilisation of bromobenzene by fluorous-tagging-Ir-catalysed borylation en route to the 4-phenylpiperidine pharmacophore

Syntheses of two 4-phenylpiperidines from bromobenzene have been developed involving anchoring to a fluorous-tag, Ir-catalysed borylation, Pd- and Co-catalysed elaboration then traceless cleavage. Although performed using 'cold' (i.e. unlabelled) bromoben

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.

Piperidine derivatives having renin inhibiting activity

Novel piperidine derivatives, their manufacture and use as medicaments, are disclosed. The invention is concerned with the novel piperidine derivatives of general formula I wherein R1, R2, R3, R4, Q, X, Z, m and n are as described herein.