N-Desethyletonitazene (NDE, Noretonitazene) is a benzimidazole derivative with potent opioid effects which has been sold as a designer drug. It is better known as an active metabolite of the related compound etonitazene, but has similar activity to the parent compound and has sometimes appeared as a drug of abuse in its own right,[2][3] first being identified in New Zealand in 2024.[4][5]

N-Desethyletonitazene
Legal status
Legal status
Identifiers
  • 2-[2-[(4-ethoxyphenyl)methyl]-5-nitrobenzimidazol-1-yl]-N-ethylethanamine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H24N4O3
Molar mass368.437 g·mol−1
3D model (JSmol)
  • CCNCCN1C2=C(C=C(C=C2)[N+](=O)[O-])N=C1CC3=CC=C(C=C3)OCC
  • InChI=1S/C20H24N4O3/c1-3-21-11-12-23-19-10-7-16(24(25)26)14-18(19)22-20(23)13-15-5-8-17(9-6-15)27-4-2/h5-10,14,21H,3-4,11-13H2,1-2H3
  • Key:RESPFUMJVJRUMB-UHFFFAOYSA-N

See also

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References

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  1. ^ Anvisa (2024-05-28). "RDC Nº 877 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 877 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União. Archived from the original on 2024-09-25. Retrieved 2024-09-25.
  2. ^ Vandeputte MM, Van Uytfanghe K, Layle NK, St Germaine DM, Iula DM, Stove CP (April 2021). "Synthesis, Chemical Characterization, and μ-Opioid Receptor Activity Assessment of the Emerging Group of "Nitazene" 2-Benzylbenzimidazole Synthetic Opioids". ACS Chemical Neuroscience. 12 (7): 1241–1251. doi:10.1021/acschemneuro.1c00064. hdl:1854/LU-8714061. PMID 33759494. S2CID 232337929.
  3. ^ Pergolizzi Jr J, Raffa R, LeQuang JK, Breve F, Varrassi G (21 June 2023). "Old Drugs and New Challenges: A Narrative Review of Nitazenes". Cureus. 15 (6): e40736. doi:10.7759/cureus.40736. PMC 10361140. PMID 37485167.
  4. ^ "Highly potent synthetic opioid detected in fake diazepam tablet". High Alert. New Zealand Government. 2024.
  5. ^ Campbell G (9 May 2024). "N-Desethyletonitazene found in second fake tablet, this time in Tauranga". New Zealand Herald.