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Etonitazepipne

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From Wikipedia, the free encyclopedia

Benzimidazole derivative

Pharmaceutical compound

Etonitazepipne
Legal status

Legal status	DE: NpSG (Industrial and scientific use only) UK: Under Psychoactive Substances Act
Identifiers
IUPAC name 2-[(4-Ethoxyphenyl)methyl]-5-nitro-1-(2-piperidin-1-ylethyl)benzimidazole
CAS Number	734496-28-7
PubChemCID	162623834
UNII	7AF6EZ8PMY
CompTox Dashboard(EPA)	DTXSID401337650
Chemical and physical data
Formula	C₂₃H₂₈N₄O₃
Molar mass	408.502 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCOC1=CC=C(C=C1)CC2=NC3=C(N2CCN4CCCCC4)C=CC(=C3)[N+](=O)[O-]
InChI InChI=1S/C23H28N4O3/c1-2-30-20-9-6-18(7-10-20)16-23-24-21-17-19(27(28)29)8-11-22(21)26(23)15-14-25-12-4-3-5-13-25/h6-11,17H,2-5,12-16H2,1H3 Key:UMGXRAISFRUVKD-UHFFFAOYSA-N

Etonitazepipne (N-piperidino etonitazene) is abenzimidazole derivative withopioid effects around 100 times more potent thanmorphine,^[1]^[2] which has been sold over the internet as adesigner drug.^[3]^[4]^[5]^[6]

References

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^Hunger A, Kebrle J, Rossi A, Hoffmann K (1960). "Benzimidazol-Derivate und verwandte Heterocyclen III. Synthese von 1-Aminoalkyl-2-benzyl-nitro-benzimidazolen".Helvetica Chimica Acta.43 (4):1032–1046.doi:10.1002/hlca.19600430412.
^Berardinelli D, Taoussi O, Carlier J, Tini A, Zaami S, Sundermann T, et al. (July 2024). "In vitro,in vivo metabolism and quantification of the novel synthetic opioid N-piperidinyl etonitazene (etonitazepipne)".Clinical Chemistry and Laboratory Medicine.62 (8):1580–1590.doi:10.1515/cclm-2023-1360.PMID 38311816.
^"Alert from NDEWS Web Monitoring Team: Increase in discussion of etonitazepipne".National Drug Early Warning System. Weekly Briefing (43). 9 July 2021.
^"Warnings Etonitazepipne".Knowdrugs.app. 9 August 2021.
^Vandeputte MM, Verougstraete N, Walther D, Glatfelter GC, Malfliet J, Baumann MH, et al. (June 2022). "First identification, chemical analysis and pharmacological characterization of N-piperidinyl etonitazene (etonitazepipne), a recent addition to the 2-benzylbenzimidazole opioid subclass".Archives of Toxicology.96 (6):1865–1880.Bibcode:2022ArTox..96.1865V.doi:10.1007/s00204-022-03294-2.hdl:1854/LU-8751259.PMID 35449307.S2CID 253718213.
^Calello DP, Aldy K, Jefri M, Nguyen TT, Krotulski A, Logan B, et al. (September 2022)."Identification of a novel opioid,N-piperidinyl etonitazene (etonitazepipne), in patients with suspected opioid overdose".Clinical Toxicology.60 (9):1067–1069.doi:10.1080/15563650.2022.2084406.PMC 9815205.PMID 35708103.