1-Benzyl-4-piperidone

1-Benzyl-4-piperidone[1]
Names
IUPAC name
1-benzylpiperidin-4-one
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.020.712
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 °C [77 °F], 100 kPa).
Infobox references

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

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

  1. ^ "1-Benzyl-4-piperidone".
  2. ^ "1-Benzyl-4-piperidone - Hazardous Agents | Haz-Map". haz-map.com. Retrieved 2026-01-07.
  3. ^ "SAFETY DATA SHEET". ThermoFisher Scientific.
  4. ^ Stanton, Joseph D.; Whitley, Penn; LaRue, Leah; Bundy, William L.; Dawson, Eric; Huskey, Angela (2020-12-01). "Fentanyl analog positivity among near-real-time urine drug test results in patients seeking health care". Drug and Alcohol Dependence. 217 108264. doi:10.1016/j.drugalcdep.2020.108264. ISSN 0376-8716. PMID 32980789.
  5. ^ Vardanyan, Ruben S.; Hruby, Victor J. (March 2014). "Fentanyl-related compounds and derivatives: current status and future prospects for pharmaceutical applications". Future Medicinal Chemistry. 6 (4): 385–412. doi:10.4155/fmc.13.215. ISSN 1756-8927. PMC 4137794. PMID 24635521.
  6. ^ "Special Surveillance List of Chemicals, Products, Materials and Equipment Used in the Manufacture of Controlled Substances and Listed Chemicals". Federal Register. 2023-10-24. Retrieved 2026-01-07.
  7. ^ Branch, Legislative Services (2025-11-28). "Consolidated federal laws of Canada, Controlled Drugs and Substances Act". laws-lois.justice.gc.ca. Retrieved 2026-01-07.