120014-32-6

Basic information

• Product Name: 4-Piperidineacetaldehyde, 1-(phenylmethyl)-
• CAS NO: 120014-32-6
• Molecular Formula: C14H19NO
• Molecular Weight: 217.311
• Mol File: 120014-32-6.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 4-Piperidineacetaldehyde, 1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Piperidineacetaldehyde, 1-(phenylmethyl)-(120014-32-6)
• EPA Substance Registry System: 4-Piperidineacetaldehyde, 1-(phenylmethyl)-(120014-32-6)

Safety Data

• Hazardous Substances Data: 120014-32-6(Hazardous Substances Data)

Upstream product

• 137996-00-0 1-benzyl-4-(methoxyethenyl)piperidine 
• 1126-09-6 4-carbethoxypiperidine 
• 59184-90-6 ethyl (piperidin-4-yl)acetate 
• 55022-82-7 2-(1-benzylpiperidin-4-ylidene)acetonitrile 
• 40110-55-2 ethyl 2-(1-benzylpiperidine-4-ylidene)acetate 
• 3612-20-2 1-phenylmethyl-4-piperidone 
• 79-37-8 oxalyl dichloride 
• 76876-70-5 N-benzyl-4-(2-hydroxyethyl)piperidine 
• 71879-59-9 ethyl (1-benzylpiperidin-4-yl)acetate 
• 24228-40-8 N-benzyl isonipecotic acid ethyl ester 
• 100-44-7 benzyl chloride 
• 67686-01-5 1-benzyl-4-piperidinemethanol 
• 22065-85-6 N-benzyl-4-formylpiperidine 
• 78056-67-4 1-(phenylmethyl)-4-piperidineacetonitrile 

Downstream Products

• 137995-56-3 1-benzyl-4-<2-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-2-hydroxyethyl>piperidine 
• 137995-59-6 2-(1-Benzyl-piperidin-4-yl)-1-(4-methylsulfanyl-phenyl)-ethanol 
• 137995-60-9 2-(1-Benzyl-piperidin-4-yl)-1-(4-trifluoromethyl-phenyl)-ethanol 
• 1415570-70-5 4-(1-benzylpiperidin-4-yl)butan-1-amine 
• 1609078-45-6 N-[2-(1-benzylpiperidin-4-yl)ethyl]prop-2-yn-1-amine 
• 1609078-46-7 3-(1-benzylpiperidin-4-yl)-2-(prop-2-yn-1-ylamino)propanenitrile 
• 137995-58-5 2-(1-Benzyl-piperidin-4-yl)-1-(4-methoxy-phenyl)-ethanol 

Relevant articles and documents

Design, synthesis, and evaluation of multitarget-directed ligands against Alzheimer's disease based on the fusion of donepezil and curcumin

By fusing donepezil and curcumin, a novel series of compounds were obtained as multitarget-directed ligands against Alzheimer's disease. Among them, compound 11b displayed potent acetylcholinesterase (AChE) inhibition (IC50?=?187?nM) and the highest BuChE/AChE selectivity (66.3). Compound 11b also inhibited 45.3% Aβ1–42 self-aggregation at 20?μM and displayed remarkable antioxidant effects. The metal-chelating property of compound 11b was elucidated by determining the 1:1 stoichiometry for the 11b–Cu(II) complex. The excellent blood–brain barrier permeability of 11b also indicated the potential for the compound to penetrate the central nervous system.

Targeting Alzheimer's disease by investigating previously unexplored chemical space surrounding the cholinesterase inhibitor donepezil

A series of twenty seven acetylcholinesterase inhibitors, as potential agents for the treatment of Alzheimer's disease, were designed and synthesised based upon previously unexplored chemical space surrounding the molecular skeleton of the drug donepezil, which is currently used for the management of mild to severe Alzheimer's disease. Two series of analogues were prepared, the first looking at the replacement of the piperidine ring in donepezil with different sized saturated N-containing ring systems and the second looking at the introduction of different linkers between the indanone and piperidine rings in donepezil. The most active analogue 5,6-dimethoxy-1-oxo-2,3-dihydro-1H-inden-2-yl 1-benzylpiperidine-4-carboxylate (67) afforded an in vitro IC50value of 0.03 ± 0.07 μM against acetylcholinesterase with no cytotoxicity observed (IC50of >100 μM, SH-SY5Y cell line). In comparison donepezil had an IC50of 0.05 ± 0.06 μM and an observed cytotoxicity IC50of 15.54 ± 1.12 μM. Molecular modelling showed a strong correlation between activity and in silico binding in the active site of acetylcholinesterase.

Multi-target-oriented protective agent neurocyte

PROBLEM TO BE SOLVED: To provide a promising multi target direction type pharmaceutical candidate molecule which is promising for treatments of Alzheimer-type dementia (AD), which is a molecule having good cell membrane permeability including blood brain barrier.SOLUTION: A compound designed by a conjunction method with which a benzylpiperidine part of an acetylcholine esterase (AChE) inhibitor, donepezil is connected through an oligomethylene linker and combined with a propargyl part having a monoamine oxidase(MAO) inhibition activity and 8-hydroxy-5-methylaminoquinoline functional group, i.e. a center nitrogen atom substituted by a pro-chelator motif of a biochemical metal, interacts with AChE and butyrylcholinesterase(BuChE), further MAOA and B.