905986-94-9

Usage

Type of Compound

Piperidinone derivative

Structural Feature

A phenylmethyl group attached to the piperidinone ring

Field of Application

Organic synthesis and pharmaceutical research

Potential Therapeutic Applications

Interaction with biological systems, modulation of enzyme or receptor activities

Building Block

Used for the synthesis of various organic compounds

Applications

Development of new drugs

Interest to Researchers

Medicinal chemistry and drug discovery due to structural complexity and potential bioactivity

Upstream product

• 802874-67-5 8-(4-methoxybenzyl)-1,4-dioxa-8-azaspiro[4.5]decane 
• 21937-59-7 1-(4-methoxybenzyl)piperidin-4-ol 
• 5382-16-1 4-HYDROXYPIPERIDINE 
• 824-94-2 p-methoxybenzyl chloride 
• 177-11-7 4,4-ethylenedioxy-piperidine 
• 2393-23-9 4-methoxy-benzylamine 
• 1189373-23-6 C₁₆H₂₃NO₅ 
• 1225937-63-2 C₁₅H₁₉NO₄ 

Downstream Products

• 562824-88-8 N-[1-(4-methoxy-benzyl)-piperidin-4-ylidene]-N'-(2-nitro-phenyl)-hydrazine 
• 1266543-39-8 N-(4-methoxybenzyl)-3,5-bis(4-methylbenzylidene)-4-piperidone 
• 1354566-70-3 N-(4-methoxybenzyl)-3,5-bis(4-chlorobenzylidene)-4-piperidone 
• 1350909-76-0 N-(4-methoxybenzyl)-3,5-bis(benzylidene)-4-piperidone 
• 1354566-67-8 C₂₉H₂₉NO₄ 
• 78471-35-9 1-(4-methoxyphenyl)methyl-4-amino piperidine 
• 1352565-13-9 5-(4-methoxylbenzyl)-7-(4-methylbenzylidene)-3,3a,4,5,6,7-hexahydro-3-(4-methylphenyl)-2-phenyl-2H-pyrazolo[4,3-c]pyridine 
• 1160755-63-4 4-aminomethyl-1-(4-methoxybenzyl)-piperidin-4-ylamine 

Relevant academic research and scientific papers

Highly chemoselective aerobic oxidation of amino alcohols into amino carbonyl compounds

The direct oxidation of unprotected amino alcohols to their corresponding amino carbonyl compounds has often posed serious challenges in organic synthesis and has constrained chemists to adopting an indirect route, such as a protection/deprotection strategy, to attain their goal. Described herein is a highly chemoselective aerobic oxidation of unprotected amino alcohols to their amino carbonyl compounds in which 2-azaadamantane N-oxyl (AZADO)/copper catalysis is used. The catalytic system developed leads to the alcohol-selective oxidation of various unprotected amino alcohols, carrying a primary, secondary, or tertiary amino group, in good to high yield at ambient temperature with exposure to air, thus offering flexibility in the synthesis of nitrogen-containing compounds. Strong as an ox: The highly chemoselective aerobic oxidation of unprotected amino alcohols to their corresponding amino carbonyl compounds has been achieved by using 2-azaadamantane N-oxyl (AZADO)/copper catalysis. This catalytic system oxidizes not only alcohols with tertiary amino groups but also those with secondary and primary amines in good to high yield at ambient temperature in air. bpy=2,2-bipyridyl, DMAP=4-(N,N-dimethylamino)pyridine.

Novel 2H-pyrazolo[4,3-c]hexahydropyridine derivatives: Synthesis, crystal structure, fluorescence properties and cytotoxicity evaluation against human breast cancer cells

A series of novel 2H-pyrazolo[4,3-c]hexahydropyridine derivatives (II) have been designed and synthesized. The target compounds have been identified by elemental analysis and spectral (1H NMR, IR, and MS) data and the absolute configuration of compound (II 1 ) was confirmed by single crystal X-ray diffraction. The cytotoxicity of the target compounds have been evaluated in vitro against two human breast cancer cell lines MCF-7 and MDA-MB-231 by MTT assay. Most compounds exhibited good inhibition, and compounds II 21 (IC50 = 4.7 μM for MCF-7 and IC50 = 9.3 μM for MDA-MB-231), II 33 (IC50 = 2.4 μM for MCF-7 and IC50 = 4.2 μM for MDA-MB-231) and II 40 (IC50 = 3.3 μM for MCF-7 and IC50 =8.6 μM for MDA-MB-231) displayed better inhibitory activity than 5-fluorouracil (IC 50 = 4.8 μM for MCF-7 and IC50 = 9.6 μM for MDA-MB-231, respectively). Flow cytometric analysis and DNA fragmentation suggest that II 33 is cytotoxic and able to induce the apoptosis of MCF-7 cells. The fluorescence properties of compounds II 1, II 6, II 11, II 16, II 23, II 28, and II 35 were also studied and compound II 28 afforded the highest photoluminescence quantum yield (38%).

Novel symmetrical trans-bis-Schiff bases of N-substituted-4- piperidones: Synthesis, characterization, and preliminary antileukemia activity mensurations

A series of novel symmetrical trans-bis-Schiff bases (11a, 11b, 11c, 11d, 11e, 11f, 11g, 11h, 11i, 11j, 11k, 11l, 11m) were designed and prepared as novel anticancer analogues, with the trans-configuration confirmed by X-ray diffraction. Preliminary inhibitory effects of these compounds on CML K562 cell growth were investigated, and the potential analogue 11e showed an excellent anti-leukemia activity (IC50=6.35 μg/mL), which is higher than that of the clinical drug 5-fluorouracil (IC50=8.48 μg/mL). Complete assignments had been achieved for the title compounds by spectroscopic techniques, and their structure-activity relationships have been studied.

N-(substituted benzyl)-3,5-bis(benzylidene)-4-piperidones: Synthesis and preliminary anti-leukemia activity (I)

A series of novel N-(substituted benzyl)-3,5-bis(benzylidene)-4-piperidones 5a-5o were synthesized with substituted benzylamines as raw materials via a series of Michael addition, Dieckmann condensation, hydrolysis decarboxylation and aldol condensation.

PESTICIDAL SUBSTITUTED PIPERIDINES

The invention relates to the use of piperidine derivatives encompassed from the general formula (I) for the control of pests, including arthropods and helminths, and a method for the control of pests.

Spiro[1,2,4-benzotriazine-3(4H),4′-(1′-substituted)piperidines] and related compounds as ligands for sigma receptors

As analogues of some conformationally restricted spiropiperidine derivatives which are endowed with high affinity for σ1 receptor, a set of 16 spiro[1,2,4-benzotriazine-3(4H),4′-(1′-substituted)piperidines] and congeneric compounds was prepared and tested for affinity to σ1 receptor subtype. All N-arylalkyl substituted derivatives exhibited high affinity for the relevant receptor, with Ki in the low nanomolar range. Affinity for σ2 subtype (assayed only for a few representative compounds) was from one to three order of magnitude lower. Spiro[1,2,4-benzotriazine-3(4H),4′-(1′-benzyl)piperidine] (2), with a ratio Kiσ2/Kiσ1=7000 should represent the most selective σ1 ligand so far described.