N-Desethylisotonitazene
Legal status
Legal status
Identifiers
  • N-ethyl-2-[5-nitro-2-[(4-propoxyphenyl)methyl]benzimidazol-1-yl]ethanamine
CAS Number
PubChem CID
UNII
Chemical and physical data
FormulaC21H26N4O3
Molar mass382.464 g·mol−1
3D model (JSmol)
  • CCNCCN1C2=C(C=C(C=C2)[N+](=O)[O-])N=C1CC3=CC=C(C=C3)OC(C)C
  • InChI=1S/C21H26N4O3/c1-4-22-11-12-24-20-10-7-17(25(26)27)14-19(20)23-21(24)13-16-5-8-18(9-6-16)28-15(2)3/h5-10,14-15,22H,4,11-13H2,1-3H3
  • Key:HHBRZWRJZICFRP-UHFFFAOYSA-N

N-Desethylisotonitazene (Norisotonitazene) is a benzimidazole derivative with potent opioid effects which has been sold as a designer drug. It was first identified as an active metabolite of the related compound isotonitazene, but was unexpectedly found to be similar potency compared to the parent compound, and is among the most potent opioid agonists in this family, around 20 times stronger than fentanyl. It has become an increasingly widespread drug of abuse in its own right, linked to numerous cases of drug overdose,and may be considered an analog of a schedule 1 drug in the US. On October 25 an intent to temporarily schedule Etonitazepipne and N-desethyl Isotonitazene was published. So on November 24 a month after publishing intent, it will most likely be placed in schedule 1.[1][2][3][4][5][6]

See also

References

  1. ↑ Krotulski AJ, Papsun DM, Kacinko SL, Logan BK (July 2020). "Isotonitazene Quantitation and Metabolite Discovery in Authentic Forensic Casework". Journal of Analytical Toxicology. 44 (6): 521–530. doi:10.1093/jat/bkaa016. PMID 32091095.
  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. ↑ Walton SE, Krotulski AJ, Logan BK (March 2022). "A Forward-Thinking Approach to Addressing the New Synthetic Opioid 2-Benzylbenzimidazole Nitazene Analogs by Liquid Chromatography-Tandem Quadrupole Mass Spectrometry (LC-QQQ-MS)". Journal of Analytical Toxicology. 46 (3): 221–231. doi:10.1093/jat/bkab117. PMC 8935987. PMID 34792157.
  4. ↑ Vandeputte MM, Tsai MM, Chen L, Glatfelter GC, Walther D, Stove CP, et al. (May 2023). "Comparative neuropharmacology of structurally distinct non-fentanyl opioids that are appearing on recreational drug markets worldwide". Drug and Alcohol Dependence. 249: 109939. doi:10.1016/j.drugalcdep.2023.109939. PMC 10330921. PMID 37276825. S2CID 258880063.
  5. ↑ Malcolm NJ, Palkovic B, Sprague DJ, Calkins MM, Lanham JK, Halberstadt AL, Stucke AG, McCorvy JD. Mu-opioid Receptor Selective Superagonists Produce Prolonged Respiratory Depression. ISCIENCE (2023) doi:10.1016/j.isci.2023.107121
  6. ↑ Taylor M (30 January 2023). "Opioid 20x More Potent than Fentanyl Detected in Pennsylvania, Florida". Forensic.
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