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Metonitazene (citrate)

Item No. 31303

Technical Information
Formal Name
N,N-diethyl-2-[(4-methoxyphenyl)methyl]-5-nitro-1H-benzimidazole-1-ethanamine, 2-hydroxy-1,2,3-propanetricarboxylate
Molecular Formula
C21H26N4O3 • C6H8O7
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 10 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
241, 306 nm
SMILES
CCN(CC)CCN1C(CC2=CC=C(OC)C=C2)=NC3=CC([N+]([O-])=O)=CC=C31.OC(CC(O)=O)(C(O)=O)CC(O)=O
InChi Code
InChI=1S/C21H26N4O3.C6H8O7/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;7-3(8)1-6(13,5(11)12)2-4(9)10/h6-11,15H,4-5,12-14H2,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
InChi Key
HJRWCNRBAWVTKS-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 (citrate) (Item No. 31303) 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 alSynthesis, 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 alDARK classics in chemical neuroscience: Etonitazene and related benzimidazoles. ACS Chem. Neurosci. 12(7), 1072-1092 (2021).

    Product Citations

    Hataoka, K., Hojo, M., Nomura, S., et alEvaluation of rewarding effects of nitazene analogs: results from conditioned place preference tests and in vivo microdialysis experiments in mice. J. Toxicol. Sci. 50(1), 33-43 (2025).

    Tsai, M.-H.M., Chen, L., Baumann, M.H., et alIn 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).

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