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Metonitazene

Item No. 26398

Restricted Product (Schedule I)
Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N-diethyl-2-[(4-methoxyphenyl)methyl]-5-nitro-1H-benzimidazole-1-ethanamine
CAS Number
14680-51-4
Molecular Formula
C21H26N4O3
Formula Weight
382.5
Purity
≥98%
Formulation
A solution in acetonitrile
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/ml
λmax
246, 320 nm
SMILES
CCN(CC)CCN1C(CC2=CC=C(OC)C=C2)=NC3=CC([N+]([O-])=O)=CC=C31
InChi Code
InChI=1S/C21H26N4O3/c1-4-23(5-2)12-13-24-20-11-8-17(25(26)27)15-19(20)22-21(24)14-16-6-9-18(28-3)10-7-16/h6-11,15H,4-5,12-14H2,1-3H3
InChi Key
HNGZTLMRQTVPBH-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

    Metonitazene (Item No. 26398) is an analytical reference standard categorized as an opioid.1 Metonitazene has analgesic effects in mice.2 Metonitazene 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. 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).

    2. 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

    Truver, M.T., Roman, M., Gomonit, M.M., et al. Fatal intoxications with nitazenes: Postmortem findings, toxicology, and in vitro characterization at the μ-opioid receptor of six nitazene analogues. Arch. Toxicol. (2026).

    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).

    Vandeputte, M.M., Glatfelter, G.C., Walther, D., et al. Characterization of novel nitazene recreational drugs: Insights into their risk potential from in vitro µ-opioid receptor assays and in vivo behavioral studies in mice. Pharmacol. Res. 210, 107503 (2024).

    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).

    Taoussi, O., Berardinelli, D., Zaami, S., et al. Human metabolism of four synthetic benzimidazole opioids: Isotonitazene, metonitazene, etodesnitazene, and metodesnitazene. Arch. Toxicol. (2024).

    Malcolm, N.J., Palkovic, B., Sprague, D.J., et al. Mu-opioid receptor selective superagonists produce prolonged respiratory depression. iScience 26(7), 107121 (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).

    Krotulski, A.J., Papsun, D.M., Walton, S.E., et al. Metonitazene in the United States-Forensic toxicology assessment of a potent new synthetic opioid using liquid chromatography mass spectrometry. Drug Test Anal. 13(10), 1697-1711 (2021).