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Etonitazene

Item No. 21824

Restricted Product (Schedule I)
Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Synonyms
Synonyms
  • NIH 7607
Technical Information
Formal Name
2-[(4-ethoxyphenyl)methyl]-N,N-diethyl-5-nitro-1H-benzimidazole-1-ethanamine
CAS Number
911-65-9
Molecular Formula
C22H28N4O3
Formula Weight
396.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS (pH 7.2) (1:1): 0.5 mg/mlDMSO: 20 mg/mlEthanol: 10 mg/mlMethanol: 1 mg/ml
λmax
242 nm
SMILES
CCN(CC)CCN1C2=CC=C([N+]([O-])=O)C=C2N=C1CC3=CC=C(OCC)C=C3
InChi Code
InChI=1S/C22H28N4O3/c1-4-24(5-2)13-14-25-21-12-9-18(26(27)28)16-20(21)23-22(25)15-17-7-10-19(11-8-17)29-6-3/h7-12,16H,4-6,13-15H2,1-3H3
InChi Key
PXDBZSCGSQSKST-UHFFFAOYSA-N
Regulatory Information
DEA Schedule
I
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Etonitazene (Item No. 21824) is an analytical reference standard categorized as an opioid.1,2,3,4 Etonitazene has analgesic effects in mice.5 Etonitazene is regulated as a Schedule I compound in the United States. This product is intended for research and forensic applications.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Blanckaert, P., Cannaert, A., Van Uytfanghe, K., et al. Report on a novel emerging class of highly potent benzimidazole NPS opioids: Chemical and in vitro functional characterization of isotonitazene. Drug Test. Anal. 12(4), 422-430 (2019).

    2. Moolten, M.S., Fishman, J.B., Chen, J.C., et al. Etonitazene: An opioid selective for the mu receptor types. Life Sci. 52(18), PL199-PL203 (1993).

    3. Vandeputte, M.M., Van Uytfanghe, K., Layle, N.K., et al. Synthesis, chemical characterization, and µ-opioid receptor activity assessment of the emerging group of "nitazene" 2-benzylbenzimidazole synthetic opioids. ACS Chem. Neurosci. 12(7), 1241-1251 (2021).

    4. Lecolier, S., and Trouiller, G. New benzimidazoles with morphine-like activity. Laboratories of the Powder Directorate, 12, Quai Henri IV, Paris (4th) 2, 16-24 (1966).

    5. Ujváry, I., Christie, R., Evans-Brown, M., et al. DARK classics in chemical neuroscience: Etonitazene and related benzimidazoles. ACS Chem. Neurosci. 12(7), 1072-1092 (2021).

    Product Citations

    Scully, L., Castle, J.W., Di Rago, M., et al. Detection of nitazenes (2-benzylbenzimidazoles)—novel synthetic opioids in coronial casework in Victoria, Australia. Metabolites 16(6), 358 (2026).

    Tsai, M.-H.M., Chen, L., Baumann, M.H., et al. In Vitro Functional Profiling of Fentanyl and Nitazene Analogs at the μ-Opioid Receptor Reveals High Efficacy for Gi Protein Signaling. ACS Chem. Neurosci. 15(4), 854-867 (2024).

    Monti, M.C., De Vrieze, L.M., Vandeputte, M.M., et al. Detection of N-desethyl etonitazene in a drug checking sample: Chemical analysis and pharmacological characterization of a recent member of the 2-benzylbenzimidazole "nitazene" class. J. Pharm. Biomed. Anal. 251:116453, (2024).

    Glatfelter, G.C., Vandeputte, M.M., Chen, L., et al. Alkoxy chain length governs the potency of 2-benzylbenzimidazole “nitazene” opioids associated with human overdose. Psychopharmacology (Berl.) (2023).

    Vandeputte, M.M., Van Uytfanghe, K., Layle, N.K., et al. Synthesis, chemical characterization, and µ-opioid receptor activity assessment of the emerging group of "nitazene" 2-benzylbenzimidazole synthetic opioids. ACS Chem. Neurosci. 12(7), 1241-1251 (2021).