5F-ADB

Chemical compound From Wikipedia, the free encyclopedia

5F-ADB

5F-ADB (also known as MDMB-5F-PINACA using systematic EMCDDA nomenclature[2] and 5F-MDMB-PINACA) is an indazole-based synthetic cannabinoid from the indazole-3-carboxamide family, which has been used as an active ingredient in synthetic cannabis products and has been sold online as a designer drug.[3][4] 5F-ADB is a potent agonist of the CB1 receptor,[5] though it is unclear whether it is selective for this target.

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5F-ADB
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Legal status
Legal status
Identifiers
  • Methyl (S)-2-[1-(5-fluoropentyl)-1H-indazole-3-carboxamido]-3,3-dimethylbutanoate
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.257.468
Chemical and physical data
FormulaC20H28FN3O3
Molar mass377.460 g·mol−1
3D model (JSmol)
  • FCCCCC[N]2C1=CC=CC=C1C(=N2)C(=O)N[C@H](C(=O)OC)C(C)(C)C
  • InChI=1S/C20H28FN3O3/c1-20(2,3)17(19(26)27-4)22-18(25)16-14-10-6-7-11-15(14)24(23-16)13-9-5-8-12-21/h6-7,10-11,17H,5,8-9,12-13H2,1-4H3,(H,22,25)/t17-/m1/s1
  • Key:PWEKNGSNNAKWBL-QGZVFWFLSA-N
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5F-ADB was first identified in November 2014 from post-mortem samples taken from an individual who had died after using a product containing this substance. Subsequent testing identified 5F-ADB to have been present in a total of ten people who had died from unexplained drug overdoses in Japan between September 2014 and December 2014. 5F-ADB is believed to be extremely potent based on the very low levels detected in tissue samples, and appears to be significantly more toxic than earlier synthetic cannabinoid drugs that had previously been sold.[6]

In 2018, 5F-ADB was the most common synthetic cannabinoid to be identified in Drug Enforcement Administration seizures.[7] 5F-ADB was also identified in cannabidiol (CBD) products from a US-based CBD manufacturer in 2018.[8]

Deaths

5F-MDMB-PINACA has been associated with 25 deaths in Europe between 2015 and 2017.[9]

In the United States, 5F-ADB is a schedule I controlled substance.[10]

5F-ADB was added to the Japanese banned drug list in December 2014.

See also

The positional isomer, 4F-MDMB-PINACA has been characterised and is sometimes known as 4F-ADB,[11] despite "ADB" not having been used as a name for MDMB-PINACA. This is distinct from 4F-MDMB-BINACA which is a notable compound in its own right.

References

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