116591-83-4

Basic information

• Product Name: Piperidine, 1-[3-(4-fluorophenyl)-1-oxo-2-propenyl]-, (E)-
• CAS NO: 116591-83-4
• Molecular Formula: C14H16FNO
• Molecular Weight: 233.286
• Mol File: 116591-83-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Piperidine, 1-[3-(4-fluorophenyl)-1-oxo-2-propenyl]-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Piperidine, 1-[3-(4-fluorophenyl)-1-oxo-2-propenyl]-, (E)-(116591-83-4)
• EPA Substance Registry System: Piperidine, 1-[3-(4-fluorophenyl)-1-oxo-2-propenyl]-, (E)-(116591-83-4)

Safety Data

• Hazardous Substances Data: 116591-83-4(Hazardous Substances Data)

Upstream product

• 459-32-5 (E)-4-fluorocinnamic acid 
• 459-57-4 4-fluorobenzaldehyde 
• 110-89-4 piperidine 
• 13565-08-7 (E)-3-(4-fluorophenyl)acryloyl chloride 
• 13565-08-7 4-fluorocinnamoyl chloride 
• 321-77-7 fluorochloromethyl piperidino ketone 
• 146060-34-6 fluoroiodomethyl piperidino ketone 
• 1796-25-4 1-(2-bromoacetyl)piperidine 

Relevant articles and documents

Synthesis, Radiosynthesis and Biological Evaluation of Buprenorphine-Derived Phenylazocarboxamides as Novel μ-Opioid Receptor Ligands

Targeted structural modifications have led to a novel type of buprenorphine-derived opioid receptor ligand displaying an improved selectivity profile for the μ-OR subtype. On this basis, it is shown that phenylazocarboxamides may serve as useful bioisosteric replacements for the widely occurring cinnamide units, without loss of OR binding affinity or subtype selectivity. This study further includes functional experiments pointing to weak partial agonist properties of the novel μ-OR ligands, as well as docking and metabolism experiments. Finally, the unique bifunctional character of phenylazocarboxylates, herein serving as precursors for the azocarboxamide subunit, was exploited to demonstrate the accessibility of an 18F-fluorinated analogue.

Synthesis of 4-[18F]fluorophenyl-alkenes and -arenes via palladium-catalyzed coupling of 4-[18F]fluoroiodobenzene with vinyl and aryl tin reagents

The cross-coupling reaction of 4-[18F]fluoroiodobenzene 3a with vinyl or aryl tin reagents in the presence of tetrakis(triphenylphosphine)palladium was found to provide a convenient and rapid method for the preparation of 4-[18F]fluorostyrene or 4-[18F]fluorobiphenyl within 45-50 min and 47% or 86% radiochemical yields, respectively, counted from 3a. (E)-N-{3-(4-[18F]fluorophenyl}prop-2-enyl]piperidine 2a was obtained within 45 min and in 80% radiochemical yield from 3a. 4-[18F]Fluorobromobenzene 4a was prepared in 24-48% yield from 2-nitro-5-bromobenzaldehyde and [18F]KF in 95 min. Acta Chemica Scandinavica 1998.

A new one-pot synthesis of α,β-unsaturated amides

A new one-pot synthesis of α,β-unsaturated amides with high stereoselectivity by the reaction of aldehydes with bromoacetamides promoted by tri-n-butylphosphine and zinc is described.