5134-62-3

Basic information

• Product Name: 1-(TOLUENE-4-SULFONYL)-PIPERIDINE-3-CARBOXYLIC ACID
• Synonyms: ASISCHEM X58955;IFLAB-BB F0306-0036;1-(TOLUENE-4-SULFONYL)-PIPERIDINE-3-CARBOXYLIC ACID;1-[(4-METHYLPHENYL)SULFONYL]PIPERIDINE-3-CARBOXYLIC ACID;AKOS BBS-00001482;1-(4-methylphenyl)sulfonylnipecotic acid;3-Piperidinecarboxylicacid, 1-[(4-methylphenyl)sulfonyl]-;1-tosylpiperidine-3-carboxylic acid
• CAS NO: 5134-62-3
• Molecular Formula: C₁₃H₁₇NO₄S
• Molecular Weight: 283.34
• Mol File: 5134-62-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 477.6 °C at 760 mmHg
• Flash Point: 242.6 °C
• Appearance: /
• Density: 1.328 g/cm³
• Vapor Pressure: 6.28E-10mmHg at 25°C
• CAS DataBase Reference: 1-(TOLUENE-4-SULFONYL)-PIPERIDINE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(TOLUENE-4-SULFONYL)-PIPERIDINE-3-CARBOXYLIC ACID(5134-62-3)
• EPA Substance Registry System: 1-(TOLUENE-4-SULFONYL)-PIPERIDINE-3-CARBOXYLIC ACID(5134-62-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 5134-62-3(Hazardous Substances Data)

Usage

Uses

1-(4-methylphenyl)sulfonylpiperidine-3-carboxylic acid is a useful reactant in the synthesis of terminal and substituted alkynes via decarboxylative alkynylation.

InChI:InChI=1/C13H17NO4S/c1-10-4-6-12(7-5-10)19(17,18)14-8-2-3-11(9-14)13(15)16/h4-7,11H,2-3,8-9H2,1H3,(H,15,16)/p-1/t11-/m1/s1

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 498-95-3 nipecotic acid 
• 349621-05-2 C₁₅H₂₁NO₄S 
• 71962-74-8 Ethyl nipecotate 

Downstream Products

• 1234836-23-7 3-(4-bromophenyl)-1-p-toluenesulfonylpiperidine 
• 1196712-27-2 3-fluoro-1-[(4-methylphenyl)sulfonyl]piperidine 
• 856967-20-9 3-(4,9-dihydro-3H-β-carbolin-1-yl)-1-(toluene-4-sulfonyl)-piperidine 
• 847169-21-5 1-(toluene-4-sulfonyl)-piperidine-3-carboxylic acid-(2-indol-3-yl-ethylamide) 

Relevant articles and documents

Synthesis, characterization, in silico and in vitro evaluations of symmetrical 1,3-Diketones

1,3-Dicarbonyl compounds have gained significant importance since they are abundantly available in the natural products and possess myriad biological activities. The new symmetrical 1,3-diketones bearing L-proline, 2-methyl-5-iodobenzoic acid, piperidine-3-carboxylic acid and naphthalene-1-acetic acid moieties were synthesized by coupling reaction of appropriate ketone with N-acyl triazole in the presence of MgBr2·Et2O and DIPEA. The chemical structure of the compounds were confirmed from the spectral data such as 1H, 13C NMR, FT-IR and HRMS. Molecular docking studies were carried out for all the compounds with tumor associated protein tyrosine kinase-6 (PTK6) and inflammatory protein cyclooxygenase-2 (COX2). The in vitro evaluation was carried out using breast cancer cell lines (MTT assay) and HRBC stabilization assays. During in silico studies, the ki values obtained against PTK6 and COX2 for (5a-d) compounds were in the range (-7.5 to -10.6) and (-7.6 to -9.8) kcal/mol, respectively. The compound 5d was selected for MTT assay, since it exhibited the highest binding affinity (-10.6 kcal/mol) against PTK6 and gave IC50 - 2.4 μg/mL against breast cancer cell lines. The HRBC stabilization of all the compounds (5a-5d) were in the range (59.28-93.4) %, with highest stabilization value by 5d, which also displayed higher binding affinity with -7.6 kcal/mol towards COX2. Thus, the synthesized symmetrical 1,3-diketones with suitable functionality can be both anticancer and anti-inflammatory agents.