Crotonylfentanyl

Crotonylfentanyl is an opioid analgesic that is an analog of fentanyl and structural isomer of cyclopropylfentanyl[1] and has been sold online as a designer drug.[2][3] In December 2019, the UNODC announced scheduling recommendations placing crotonylfentanyl into Schedule I.[4]

Crotonylfentanyl
Legal status
Legal status
  • CA: Schedule I
  • DE: Anlage II (Authorized trade only, not prescriptible)
  • UK: Class A
  • UN: Narcotic Schedule I
Identifiers
IUPAC name
  • (2E)-N-Phenyl-N-[1-(2-phenylethyl)-4-piperidinyl]-2-butenamide
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC23H28N2O
Molar mass348.490 g·mol−1
3D model (JSmol)
SMILES
  • O=C(/C=C/C)N(c1ccccc1)C3CCN(CCc2ccccc2)CC3
InChI
  • InChI=1S/C23H28N2O/c1-2-9-23(26)25(21-12-7-4-8-13-21)22-15-18-24(19-16-22)17-14-20-10-5-3-6-11-20/h2-13,22H,14-19H2,1H3/b9-2+
  • Key:VDYXGPCGBKLRDA-XNWCZRBMSA-N

  • InChI=1/C23H28N2O/c1-2-9-23(26)25(21-12-7-4-8-13-21)22-15-18-24(19-16-22)17-14-20-10-5-3-6-11-20/h2-13,22H,14-19H2,1H3/b9-2+
  • Key:VDYXGPCGBKLRDA-XNWCZRBMBF

See also

References
  1. Mallette, Jennifer R.; Casale, John F.; Hays, Patrick A. (January 2019). "Characterization and differentiation of cyclopropylfentanyl from E-crotonylfentanyl, Z-crotonylfentanyl, and 3-butenylfentanyl". Science & Justice. 59 (1): 67–74. doi:10.1016/j.scijus.2018.07.005. ISSN 1355-0306. PMID 30654970. S2CID 58646707.
  2. Varshneya, Neil B.; Walentiny, D. Matthew; Moisa, Lea T.; Walker, Teneille D.; Akinfiresoye, Luli R.; Beardsley, Patrick M. (June 2019). "Opioid-like antinociceptive and locomotor effects of emerging fentanyl-related substances". Neuropharmacology. 151: 171–179. doi:10.1016/j.neuropharm.2019.03.023. ISSN 0028-3908. PMC 8992608. PMID 30904478. S2CID 84182661.
  3. Palaty J, Konforte D, Karakosta T, Wong E, Stefan C (March 2018). "Rapid identification of cyclopropyl fentanyl/crotonyl fentanyl in clinical urine specimens: A case study of clinical laboratory collaboration in Canada". Clinical Biochemistry. 53: 164–167. doi:10.1016/j.clinbiochem.2018.01.013. PMID 29395089.
  4. "December 2019 – WHO: World Health Organization recommends 12 NPS for scheduling".
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