AP-238

AP-238 is an opioid designer drug related to drugs such as azaprocin and bucinnazine, with around the same potency as morphine.[1] It was first discovered in Italy in the 1960s but was never marketed,[2] subsequently appearing on the illicit market around 2020 and being detected in both Slovenia and the USA.[3][4]

AP-238
Legal status
Legal status
Identifiers
IUPAC name
  • 1-[(2R,6S)-2,6-dimethyl-4-[(E)-3-phenylprop-2-enyl]piperazin-1-yl]propan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC18H26N2O
Molar mass286.419 g·mol−1
3D model (JSmol)
SMILES
  • CCC(=O)N1[C@@H](CN(C[C@@H]1C)C/C=C/C2=CC=CC=C2)C
InChI
  • InChI=1S/C18H26N2O/c1-4-18(21)20-15(2)13-19(14-16(20)3)12-8-11-17-9-6-5-7-10-17/h5-11,15-16H,4,12-14H2,1-3H3/b11-8+/t15-,16+
  • Key:JELNWDOXWGBBLO-QJBCGIKSSA-N

See also

References
  1. Fogarty, Melissa F.; Vandeputte, Marthe M.; Krotulski, Alex J.; Papsun, Donna; Walton, Sara E.; Stove, Christophe P.; Logan, Barry K. (2022). "Toxicological and pharmacological characterization of novel cinnamylpiperazine synthetic opioids in humans and in vitro including 2-methyl AP-237 and AP-238". Archives of Toxicology. doi:10.1007/s00204-022-03257-7. ISSN 1432-0738. PMID 35275255.
  2. Cignarella G, Testa E (May 1968). "2,6-Dialkylpiperazines. IV. 1-Propionyl-4-substituted cis-2,6-dimethylpiperazines structurally related to the analgetic 8-acyl-3,8-diazabicyclo[3.2.1]octanes". Journal of Medicinal Chemistry. 11 (3): 592–4. doi:10.1021/jm00309a039. PMID 5656502.
  3. "Analytical Report. AP-238. 1‐{2,6‐dimethyl‐4‐[(2E)‐3‐phenylprop‐2‐en‐1‐yl]piperazin‐1‐yl}propan‐1‐one" (PDF). Nacionalni Forenzični Laboratorij. 20 October 2020.
  4. "AP-238" (PDF). NPS Discovery at CFSRE. Center for Forensic Science Research and Education (CFSRE). 11 November 2020.


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