Isotonitazepyne

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Isotonitazepyne
File:Isotonitazepyne structure.png
Identifiers
  • 5-nitro-2-[4-(2-propoxy)benzyl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-benzo[d]imidazole
CAS Number
PubChem CID
ChemSpider
E number{{#property:P628}}
CompTox Dashboard (EPA)
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Chemical and physical data
FormulaC23H28N4O3
Molar mass408.502 g·mol−1
3D model (JSmol)
  • CC(C)OC1=CC=C(C=C1)CC2=NC3=C(N2CCN4CCCC4)C=CC(=C3)[N+](=O)[O-]
  • InChI=1S/C23H28N4O3/c1-17(2)30-20-8-5-18(6-9-20)15-23-24-21-16-19(27(28)29)7-10-22(21)26(23)14-13-25-11-3-4-12-25/h5-10,16-17H,3-4,11-15H2,1-2H3
  • Key:VRKDSDBBRNHHCR-UHFFFAOYSA-N

Isotonitazepyne (N-pyrrolidino-isotonitazene, NPI) is a benzimidazole derivative with potent opioid effects, which has been sold as a designer drug over the internet. Its in vitro potency is approximately 1000 times that of morphine.[1] One sample of counterfeit oxycodone pills were found to contain between 3.3 and 3.5 mg of NPI per pill and no oxycodone.[2]

Timeline of detections

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NPI was first identified in the UK in August 2024 by WEDINOS as samples W054816 and W057074,[3][4] then the full chemical characterisation and first literature reported sample was provided by CanTEST in Australia in September 2024,.[5][2] NPI was later detected in the Netherlands in May 2025,[6] and in Finland in early 2025.[7]

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This section is not exhaustive and does not include information for all countries with laws covering isotonitazepyne.

USA

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Virginia

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It is specifically listed as an illegal drug in the US state of Virginia.[8]

United Kingdom

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Since 15 January 2025 it is covered by the UK's generic definition on 2-benzyl benzimidazole derived opioids[9][10] because it contains the backbone with only the following modifications:[11]

  • The nitrogen of the ethanamine (and no other atoms of the side chain) is included in a cyclic structure.
  • The phenyl ring of the benzyl system is substituted by an alkoxy group containing three carbon atoms.
  • The 5- position of the benzimidazole system is substituted by a nitro group.

See also

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References

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