Metodesnitazene - Misplaced Pages

Chemical compound

Pharmaceutical compound

Metodesnitazene
Legal status

Legal status	UK: Under Psychoactive Substances Act US: Schedule I
Identifiers
IUPAC name N,N-diethyl-2-benzimidazol-1-yl]ethanamine
CAS Number	14030-77-4 1071546-40-1 (HCl)
PubChem CID	26412
CompTox Dashboard (EPA)	DTXSID80161305
Chemical and physical data
Formula	C₂₁H₂₇N₃O
Molar mass	337.467 g·mol
3D model (JSmol)	Interactive image
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

Metodesnitazene (also known as Metazene) is a benzimidazole derivative with opioid effects, though unlike related compounds such as metonitazene and etodesnitazene which are quite potent, metodesnitazene is only around the same potency as morphine in animal studies. It is illegal in both the US and UK.

References

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.
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.
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.
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.
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. PMC 9922096. PMID 34459514. S2CID 240520700.