144448-01-1

Basic information

• Product Name: 1-Piperidinecarboxylic acid, 3-[(acetyloxy)methyl]-, 1,1-dimethylethyl ester, (S)-
• CAS NO: 144448-01-1
• Molecular Formula: C13H23NO4
• Molecular Weight: 257.33
• Mol File: 144448-01-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-Piperidinecarboxylic acid, 3-[(acetyloxy)methyl]-, 1,1-dimethylethyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Piperidinecarboxylic acid, 3-[(acetyloxy)methyl]-, 1,1-dimethylethyl ester, (S)-(144448-01-1)
• EPA Substance Registry System: 1-Piperidinecarboxylic acid, 3-[(acetyloxy)methyl]-, 1,1-dimethylethyl ester, (S)-(144448-01-1)

Safety Data

• Hazardous Substances Data: 144448-01-1(Hazardous Substances Data)

Upstream product

• 108-05-4 vinyl acetate 
• 116574-71-1 (±)-tert-butyl 3-(hydroxymethyl)piperidine-1-carboxylate 

Downstream Products

• 700870-68-4 (S)-N-ethylpiperidin-3-ylmethyl valerate 
• 700870-66-2 (S)-N-ethylpiperidin-3-ylmethyl butyrate 
• 140695-84-7 tert-butyl (3S)-3-(hydroxymethyl)piperidine-1-carboxylate 

Relevant articles and documents

N-[18F]fluoroethylpiperidin-4ylmethyl acetate, a novel lipophilic acetylcholine analogue for PET measurement of brain acetylcholinesterase activity

The reduction of acetylcholinesterase (AChE) activity in the brain has been measured in dementia disorders such as Alzheimer's disease and dementia with Lewy bodies using 11C-labeled acetylcholine analogues, N-[ 11C]methylpiperidin-4-yl acetate and propionate, and positron emission tomography (PET). Our aim was to develop an 18F-labeled acetylcholine analogue useful for brain AChE mapping with PET, since 18F, with a longer half-life, has advantages over 11C. In a preliminary study, a series of N-[14C]ethylpiperidin-3-yl or -4-ylmethanol esters (acetyl and propionyl esters) were newly designed and evaluated in vitro regarding the reactivity with and specificity to AChE using purified human enzymes, leading to a novel 18F-labeled acetylcholine analogue, N-[18F]fluoroethylpiperidin-4-ylmethyl acetate. In rat experiments, the 18F-labeled candidate showed desirable properties for PET AChE measurement: high brain uptake of the authentic ester, high AChE specificity, a moderate hydrolysis rate, and low membrane permeability (metabolic trapping) of the metabolite.