1-Benzyl-4-piperidone

Chemical compound From Wikipedia, the free encyclopedia

1-Benzyl-4-piperidone, also called N-benzyl-4-piperidone, is a derivative of 4-piperidone.

Quick facts Names, Identifiers ...
1-Benzyl-4-piperidone[1]
Names
IUPAC name
1-benzylpiperidin-4-one
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.020.712 Edit this at Wikidata
EC Number
  • 222-782-4
UNII
  • InChI=1S/C12H15NO/c14-12-6-8-13(9-7-12)10-11-4-2-1-3-5-11/h1-5H,6-10H2
    Key: SJZKULRDWHPHGG-UHFFFAOYSA-N
  • C1CN(CCC1=O)CC2=CC=CC=C2
Properties
C12H15NO
Molar mass 189.258 g·mol−1
12 g/L (20 °C)
Except where otherwise noted, data are given for materials in their standard state (at 25 Â°C [77 Â°F], 100 kPa).
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Physical properties

1-Benzyl-4-piperidone is normally in liquid state with a yellow color.[2] It also has a strong odor. Additionally, 1-benzyl-4-piperidone has a solubility of 12 g/L in water at room temperature.[3]

Pharmaceutical chemistry usage

Like the related compound 4-piperidone, 1-benzyl-4-piperidone can be used in the synthesis of fentanyl. While using 1-benzyl-4-piperidone as the starting precursor initially yields benzylfentanyl (which is considered as virtually inactive), the resulting compound can be converted to fentanyl, according to Paul Jassen's works.[4][5]

Regulations

As other drug precursors, 1-benzyl-4-piperidone is heavily regulated like its parent chemical. It is for example a compound on the DEA list[6] and a Class A precursor under Canada's CDSA law.[7]

References

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