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Etonitazene (citrate)

Item No. 40424

Restricted Product (Schedule I)
Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(4-ethoxyphenyl)methyl]-N,N-diethyl-5-nitro-1H-benzimidazole-1-ethanamine, 2-hydroxy-1,2,3-propanetricarboxylate
Molecular Formula
C22H28N4O3 • C6H8O7
Formula Weight
588.6
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
SMILES
CCN(CC)CCN1C2=CC=C([N+]([O-])=O)C=C2N=C1CC3=CC=C(OCC)C=C3.OC(CC(O)=O)(CC(O)=O)C(O)=O
InChi Code
InChI=1S/C22H28N4O3.C6H8O7/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;7-3(8)1-6(13,5(11)12)2-4(9)10/h7-12,16H,4-6,13-15H2,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
InChi Key
VFEKXTQYNOHDBD-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 (citrate) (Item No. 40424) is an analytical reference standard categorized as an opioid.1,2,3 Etonitazene has analgesic effects in mice.4 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. 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

    Kozell, L.B., Eshelman, A., J., Wolfrum, K.M., et al. Pharmacologic characterization of substituted nitazenes at μ, κ, and Δ opioid receptors suggests high potential for toxicity. J. Pharmacol. Exp. Ther. 389(2), 219-228 (2024).