618-42-8

Basic information

• Product Name: 1-ACETYLPIPERIDINE
• Synonyms: N-ACETYL PIPERIDINE;1-ACETYLPIPERIDINE;1-PIPERIDIN-1-YL-ETHANONE;1-acetyl-piperidin;Acetic acid, piperidide;Ethanone, 1-(1-piperidinyl)-;methyl1-piperidylketone;N-Acetylpiperidin
• CAS NO: 618-42-8
• Molecular Formula: C₇H₁₃NO
• Molecular Weight: 127.18
• EINECS: 210-550-5
• Product Categories: PHARMACEUTICAL INTERMEDIATES
• Mol File: 618-42-8.mol
• Article Data: 101

Chemical Properties

• Melting Point: -13.4°C
• Boiling Point: 226 °C
• Flash Point: 97°C
• Appearance: /
• Density: 0,003 g/cm3
• Refractive Index: 1.4790-1.4820
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -0.41±0.20(Predicted)
• CAS DataBase Reference: 1-ACETYLPIPERIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ACETYLPIPERIDINE(618-42-8)
• EPA Substance Registry System: 1-ACETYLPIPERIDINE(618-42-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RTECS: TM3975000
• Hazardous Substances Data: 618-42-8(Hazardous Substances Data)

Usage

Uses

1-Acetylpiperidine is used as a reactant in the preparation of benzopyranones and pyrimidoisoquinolinones for DNA-dependent protein kinase inhibitory activity.

Definition

ChEBI: An N-acylpiperidine that is piperidine in which the hydrogen attached to the nitrogen is replaced by an acetyl group.

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 5997, 1955 DOI: 10.1021/ja01627a060Synthetic Communications, 4, p. 351, 1974 DOI: 10.1080/00397917408064095

InChI:InChI=1/C7H13NO/c1-7(9)8-5-3-2-4-6-8/h2-6H2,1H3

Upstream product

• 110-89-4 piperidine 
• 141-78-6 ethyl acetate 
• 30074-98-7 1-Acetyl-4(1H)-pyridinon 
• 102107-09-5 Bis--Harnstoff 
• 131148-35-1 1-Acetyl-2,4-dioxo-hexahydro-1,3,5-triazine 
• 18312-45-3 propan-2-one O-acetyl oxime 
• 20102-12-9 2-hydroxy-2-phenylpropionitrile 
• 172217-04-8 α,α,α-trifluoro-o-diacetotoluidide 
• 405-51-6 4-fluorophenyl acetate 
• 626-67-5 N-methylcyclohexylamine 
• 201230-82-2 carbon monoxide 
• 507-02-8 acetyl iodide 
• 766-09-6 1-ethyl-piperidine 
• 66552-58-7 N-(2-nitrobenzenesulfenyl)-piperidine 

Downstream Products

• 29823-47-0 N-benzyl-N-methylacetamide 
• 5422-81-1 (E)-3-phenyl-1-(piperidin-1-yl)-prop-2-en-1-one 
• 112-14-1 n-octyl acetate 
• 37112-01-9 1-(piperidin-1-yl)-3-(p-tolyl)propan-1-one 
• 113-45-1 METHYLPHENIDATE 
• 19395-41-6 Ritalinic acid 
• 19615-27-1 1-(3,4-dihydro-2H-pyridin-1-yl)ethanone 
• 63853-83-8 N-acetyl-2,6-dimethoxypiperidine 
• 63050-18-0 1-acetyl-2-methoxy-piperidine 
• 1632298-87-3 C₁₅H₁₉NO₂ 
• 1449216-49-2 2-(4-(tert-butyl)phenyl)-2-phenyl-1-(piperidin-1-yl)ethanone 
• 4107-00-0 2,2-diphenyl-1-(piperidin-1-yl)ethanone 
• 3626-62-8 2-phenyl-1-(1-piperidinyl)ethanone 
• 21924-11-8 1-(3-phenylpropanoyl)piperidine 

Relevant articles and documents

An efficient, economical and eco-friendly acylation of alcohols and amines by alum doped nanopolyaniline under solvent free condition

We report acylation of alcohols and amines employing acetic acid as an acylating agent in solvent free condition by using alum doped nanopolyaniline (NDPANI) as a catalyst. This environmentally benign method does not use corrosive acid anhydrides and acid chlorides for acylation and does not produce waste product. Also, a non-toxic potash alum was used for doping of polyaniline rather than corrosive acids. The reaction conditions represent an advance over established method not only in omitting the need for expensive catalysts or solvents but also in shortening the reaction time significantly. The advantages of this catalyst are non-hazardous, cheap, reusable, easy to prepare and handling.

Deconstructing Noncovalent Kelch-like ECH-Associated Protein 1 (Keap1) Inhibitors into Fragments to Reconstruct New Potent Compounds

Targeting the protein-protein interaction (PPI) between nuclear factor erythroid 2-related factor 2 (Nrf2) and Kelch-like ECH-associated protein 1 (Keap1) is a potential therapeutic strategy to control diseases involving oxidative stress. Here, six classes of known small-molecule Keap1-Nrf2 PPI inhibitors were dissected into 77 fragments in a fragment-based deconstruction reconstruction (FBDR) study and tested in four orthogonal assays. This gave 17 fragment hits of which six were shown by X-ray crystallography to bind in the Keap1 Kelch binding pocket. Two hits were merged into compound 8 with a 220-380-fold stronger affinity (Ki = 16 μM) relative to the parent fragments. Systematic optimization resulted in several novel analogues with Ki values of 0.04-0.5 μM, binding modes determined by X-ray crystallography, and enhanced microsomal stability. This demonstrates how FBDR can be used to find new fragment hits, elucidate important ligand-protein interactions, and identify new potent inhibitors of the Keap1-Nrf2 PPI.

N-acetylation of amines in continuous-flow with acetonitrile—no need for hazardous and toxic carboxylic acid derivatives

A continuous-flow acetylation reaction was developed, applying cheap and safe reagent, acetonitrile as acetylation agent and alumina as catalyst. The method developed utilizes milder reagent than those used conventionally. The reaction was tested on various aromatic and aliphatic amines with good conversion. The catalyst showed excellent reusability and a scale-up was also carried out. Furthermore, a drug substance (paracetamol) was also synthesized with good conversion and yield.