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Adamantyl-THPINACA

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Chemical compound Pharmaceutical compound
Adamantyl-THPINACA
Legal status
Legal status
Identifiers
IUPAC name
  • N-(2-Adamantyl)-1-(tetrahydropyran-4-ylmethyl)indazole-3-carboxamide
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC24H31N3O2
Molar mass393.531 g·mol
3D model (JSmol)
SMILES
  • C12C(C3CC(CC(C1)C3)C2)NC(=O)C2=NN(C3=CC=CC=C23)CC2CCOCC2
InChI
  • InChI=1/C24H31N3O2/c28-24(25-22-18-10-16-9-17(12-18)13-19(22)11-16)23-20-3-1-2-4-21(20)27(26-23)14-15-5-7-29-8-6-15/h1-4,15-19,22H,5-14H2,(H,25,28)/f/h25H
  • Key:XFZLBNDGZVRJNJ-UHFFFAOYSA-N

Adamantyl-THPINACA (ATHPINACA, AD-THPINACA) is an indazole-based synthetic cannabinoid, which was first reported to Europol in Slovenia in January 2015. It is known as both the 1-adamantyl and 2-adamantyl isomers (SGT-40 and SGT-194 respectively), which can be distinguished by GC-EI-MS. It is banned in Sweden and Russia. Both the 1-adamantyl and 2-adamantyl isomers are specifically listed as illegal drugs in Japan. Given the known metabolic liberation (and presence as an impurity) of amantadine in the related compound APINACA, it is suspected that metabolic hydrolysis of the amide group of Adamantyl-THPINACA may also release amantadine.

See also

References

  1. "ATHPINACA isomer 1 (CAS 1400742-48-4)". Caymen Chemical. Retrieved 29 April 2017.
  2. "Muuntohuumeiden esiintyvyys 2015" (PDF). Finnish Medicines Agency. 7 May 2015. Retrieved 10 March 2021.
  3. Europol 2015 Annual Report on the implementation of Council Decision 2005/387/JHA
  4. Asada A, Doi T, Tagami T, Takeda A, Sawabe Y (March 2017). "Isomeric discrimination of synthetic cannabinoids by GC-EI-MS: 1-adamantyl and 2-adamantyl isomers of N-adamantyl carboxamides". Drug Testing and Analysis. 9 (3): 378–388. doi:10.1002/dta.2124. PMID 27770510.
  5. "Fler ämnen föreslås bli klassade som narkotika eller hälsofarlig vara". Folkhälsomyndigheten. Retrieved 24 July 2015.
  6. List of substances prohibited in the Russian Federation
  7. 指定薬物一覧
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