Etonitazene

Etonitazene
Skeletal formula of etonitazene
Ball-and-stick model of the etonitazene molecule
Clinical data
ATC code
  • none
Legal status
Legal status
Identifiers
  • 2-(p-Ethoxybenzyl)-1-diethylaminoethyl-5-nitrobenzimidazole
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.011.827 Edit this at Wikidata
Chemical and physical data
FormulaC22H28N4O3
Molar mass396.491 g·mol−1
3D model (JSmol)
  • CCOC1=CC=C(CC2=NC3=C(N2CCN(CC)CC)C=CC(N(=O)=O)=C3)C=C1
  • InChI=1S/C22H28N4O3/c1-4-24(5-2)13-14-25-21-12-9-18(26(27)28)16-20(21)23-22(25)15-17-7-10-19(11-8-17)29-6-3/h7-12,16H,4-6,13-15H2,1-3H3 checkY
  • Key:PXDBZSCGSQSKST-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Etonitazene, also known as EA-4941 or CS-4640,[2] is a benzimidazole opioid, first reported in 1957,[3] that has been shown to have approximately 1,000 to 1,500 times the potency of morphine in animals.[4][better source needed]

Because it is characterized by a strong dependency potential and a tendency to produce profound respiratory depression, it is not used in humans. It is, however, useful in animal models for addiction studies, particularly those requiring the animals to drink or ingest the agent, because it is not as bitter as opiate salts like morphine sulfate.[citation needed]

  1. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  2. ^ King JW, Cleveland JP, Lennox WJ (November 1991). Williams JD, Reeves PJ (eds.). Synthesis and Bioactivity of 2-(Alpha-Hydroxy-Para-Alkoxybenzyl) and 2-Alkoxy Arylamino Analogs of Etonitazene (CS - 4640). Proceedings of the U.S. Army Chemical Research, Development and Engineering Center Scientific Conference on Chemical Defense Research. Aberdeen Proving Ground, Maryland: Edgewood Research, Development and Engineering Center, Aberdeen Proving Ground, MD.
  3. ^ US patent 2935514, Hoffmann K, Hunger A, Kebrle J, Rossi A, "Benzimidazoles", published 1957-09-19, issued 1960-05-03, assigned to Ciba Pharmaceutical Products Inc., Summit, NJ. 
  4. ^ Wikler A, Martin WR, Pescor FT, Eades CG (October 1963). "Factors Regulating Oral Consumption of an Opioid (Etonitazene) by Morphine-Addicted Rats". Psychopharmacologia. 5 (1): 55–76. doi:10.1007/BF00405575. PMID 14082382. S2CID 38073529.