Metodesnitazene

Metodesnitazene (also known as Metazene) is a benzimidazole derivative with opioid effects, though unlike related compounds such as metonitazene and etodesnitazene which are many times more potent, metodesnitazene is only around the same potency as morphine in animal studies.[1][2][3][4][5] It was proposed by the DEA to be placed under legal control in the US in December 2021.[6]

Metodesnitazene
Legal status
Legal status
Identifiers
IUPAC name
  • N,N-diethyl-2-[2-[(4-methoxyphenyl)methyl]benzimidazol-1-yl]ethanamine
CAS Number
PubChem CID
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H27N3O
Molar mass337.467 g·mol−1
3D model (JSmol)
SMILES
  • CCN(CC)CCN1C2=CC=CC=C2N=C1CC3=CC=C(C=C3)OC
InChI
  • InChI=1S/C21H27N3O/c1-4-23(5-2)14-15-24-20-9-7-6-8-19(20)22-21(24)16-17-10-12-18(25-3)13-11-17/h6-13H,4-5,14-16H2,1-3H3
  • Key:SFNKTTXBZXVGOH-UHFFFAOYSA-N

See also

References
  1. Hunger A, Kebrle J, Rossi A, Hoffmann K (1960). "Benzimidazol‐derivate und verwandte Heterocyclen. II. Synthese von 1‐aminoalkyl‐2‐benzyl‐benzimidazolen". Helvetica Chimica Acta. 43 (3): 800–809. doi:10.1002/hlca.19600430323.
  2. Vandeputte M, Van Uytfanghe K, Layle N, Germaine DS, Iula D, Stove C (12 November 2020). "Synthesis, chemical characterization, and µ-opioid receptor activity assessment of the emerging group of nitazene new synthetic opioids". Authorea. doi:10.22541/au.160520665.59016513/v1. S2CID 234646245.
  3. Ujváry I, Christie R, Evans-Brown M, Gallegos A, Jorge R, de Morais J, Sedefov R (April 2021). "DARK Classics in Chemical Neuroscience: Etonitazene and Related Benzimidazoles". ACS Chemical Neuroscience. 12 (7): 1072–1092. doi:10.1021/acschemneuro.1c00037. PMID 33760580. S2CID 232356192.
  4. Lamy FR, Daniulaityte R, Barratt MJ, Lokala U, Sheth A, Carlson RG (August 2021). ""Etazene, safer than heroin and fentanyl": Non-fentanyl novel synthetic opioid listings on one darknet market". Drug and Alcohol Dependence. 225: 108790. doi:10.1016/j.drugalcdep.2021.108790. PMID 34091156. S2CID 235362241.
  5. Sisco E, Burns A, Moorthy A (2021). "Development and Evaluation of a Synthetic Opioid Targeted Gas Chromatography Mass Spectrometry (GC-MS) Method". Journal of Forensic Sciences. 66 (6): 2369–2380. doi:10.33774/chemrxiv-2021-0pcnq. PMID 34459514. S2CID 240520700.
  6. "Schedules of Controlled Substances: Temporary Placement of Butonitazene, Etodesnitazene, Flunitazene, Metodesnitazene, Metonitazene, N-pyrrolidino etonitazene, and Protonitazene in Schedule I." A Proposed Rule by the Drug Enforcement Administration. 7 December 2021.



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