146060-58-4

Basic information

• Product Name: (E)-cyclohexyl-1-(piperidin-1-yl)prop-2-en-1-one
• Synonyms: (E)-cyclohexyl-1-(piperidin-1-yl)prop-2-en-1-one
• CAS NO: 146060-58-4
• Molecular Weight: 221.343
• Mol File: 146060-58-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (E)-cyclohexyl-1-(piperidin-1-yl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-cyclohexyl-1-(piperidin-1-yl)prop-2-en-1-one(146060-58-4)
• EPA Substance Registry System: (E)-cyclohexyl-1-(piperidin-1-yl)prop-2-en-1-one(146060-58-4)

Safety Data

• Hazardous Substances Data: 146060-58-4(Hazardous Substances Data)

Upstream product

• 146060-34-6 fluoroiodomethyl piperidino ketone 
• 2043-61-0 cyclohexanecarbaldehyde 
• 321-77-7 fluorochloromethyl piperidino ketone 
• 1796-25-4 1-(2-bromoacetyl)piperidine 
• 27982-53-2 (1-piperidinylcarbonylmethylene)triphenylphosphorane 
• 175355-34-7 N-(cyclohexylmethylene)-4-methylbenzenesulfonamide 
• 56453-86-2 (E)-3-cyclohexylprop-2-enoic acid 
• 110-89-4 piperidine 
• 52331-62-1 (E)-3-cyclohexylacryloyl chloride 

Relevant articles and documents

Quorum sensing and nf-κb inhibition of synthetic coumaperine derivatives from piper nigrum

Bacterial communication, termed Quorum Sensing (QS), is a promising target for virulence attenuation and the treatment of bacterial infections. Infections cause inflammation, a process regulated by a number of cellular factors, including the transcription Nuclear Factor kappa B (NF-κB); this factor is found to be upregulated in many inflammatory diseases, including those induced by bacterial infection. In this study, we tested 32 synthetic derivatives of coumaperine (CP), a known natural compound found in pepper (Piper nigrum), for Quorum Sensing Inhibition (QSI) and NF-κB inhibitory activities. Of the compounds tested, seven were found to have high QSI activity, three inhibited bacterial growth and five inhibited NF-κB. In addition, some of the CP compounds were active in more than one test. For example, compounds CP-286, CP-215 and CP-158 were not cytotoxic, inhibited NF-κB activation and QS but did not show antibacterial activity. CP-154 inhibited QS, decreased NF-κB activation and inhibited bacterial growth. Our results indicate that these synthetic molecules may provide a basis for further development of novel therapeutic agents against bacterial infections.

Stereoseleetive synthesis of polysubstituted alkenes through a phosphine-mediated three-component system of aldehydes, α-halo carbonyl compounds, and terminal alkenes

A study was conducted to demonstrate stereoselective synthesis of polysubstituted alkenes through a phosphine-mediated three-component system of aldehydes, α-halo carbonyl compounds, and terminal alkenes. Triphenylphosphine, α-halo carbonyl compounds, and methyl acrylate were added to a solution of aldehyde in chloroform or 1-propanol under nitrogen at room temperature. The resulting mixture was stirred at the specified temperature until transformation was completely observed by thin layer chromatography (TLC) analysis. The mixture was cooled to room temperature and purified by column chromatography on silica gel, eluting with petroleum ether/ethyl acetate. The study demonstrated that the first one-pot and three-component reaction of aldehydes, α-haloacetates, and terminal alkenes was developed in the presence of phenylphosphine to produce a wide range of trisubstituted alkenes with significant stereoselectivity.