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  1. World Encyclopedia
  2. Etodesnitazene - Wikipedia
Etodesnitazene - Wikipedia
From Wikipedia, the free encyclopedia
Chemical compound

Pharmaceutical compound
Desnitroetonitazene
Legal status
Legal status
  • BR: Class F1 (Prohibited narcotics)
  • DE: Anlage II (Authorized trade only, not prescriptible)
  • UK: Class A
  • US: Schedule I
Identifiers
IUPAC name
  • 2-[2-[(4-Ethoxyphenyl)methyl]benzimidazol-1-yl]-N,N-diethylethanamine
CAS Number
  • 14030-76-3 checkY
PubChem CID
  • 149797386
ChemSpider
  • 128909207
UNII
  • H7YW5L26CS
KEGG
  • C22827
ChEBI
  • CHEBI:234368
CompTox Dashboard (EPA)
  • DTXSID601336496 Edit this at Wikidata
Chemical and physical data
FormulaC22H29N3O
Molar mass351.494 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • CCN(CC)CCN1C2=CC=CC=C2N=C1CC3=CC=C(C=C3)OCC
InChI
  • InChI=1S/C22H29N3O/c1-4-24(5-2)15-16-25-21-10-8-7-9-20(21)23-22(25)17-18-11-13-19(14-12-18)26-6-3/h7-14H,4-6,15-17H2,1-3H3
  • Key:BMLPNUNXHUGDOI-UHFFFAOYSA-N

Etodesnitazene (also known as desnitroetonitazene, etazen, etazene, and etazone) is a benzimidazole-derived opioid analgesic drug, which was originally developed in the late 1950s alongside etonitazene and a range of related derivatives.[1] It is many times less potent than etonitazene itself, but still 70 times more potent than morphine in animal studies. Corresponding analogues where the N,N-diethyl group is replaced by piperidine or pyrrolidine rings also retain significant activity (10 times and 20 times morphine, respectively).[2] Etodesnitazene has been sold as a designer drug,[3] first being identified in both Poland and Finland in March 2020.[4][5]

Legal Status

[edit]

United Kingdom

[edit]

Since 15 January 2025 it is covered by the UK's generic definition on 2-benzyl benzimidazole derived opioids[6][7] because it contains the 2-(2-benzyl-benzimidazol-1-yl)ethanamine backbone with only the following modification:[8]

  • The phenyl ring of the benzyl system is substituted by an alkoxy group containing two carbon atoms.

See also

[edit]
  • Brorphine
  • Etonitazepyne
  • Etoacetazene
  • Etocyanazene
  • Etomethazene
  • Isotonitazene
  • Metonitazene
  • Metodesnitazene
  • Protodesnitazene
  • MCHB-1
  • List of benzimidazole opioids

References

[edit]
  1. ^ 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.
  2. ^ 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 (in German). 43 (3): 800–809. doi:10.1002/hlca.19600430323.
  3. ^ Siczek M, Zawadzki M, Siczek M, Chłopaś-Konowałek A, Szpot P (2020). "Etazene (N,N-diethyl-2-{[(4-ethoxyphenyl)methyl]-1H-benzimidazol-1-yl}-ethan-1-amine (dihydrochloride)): a novel benzimidazole opioid NPS identified in seized material: crystal structure and spectroscopic characterization". Forensic Toxicology. doi:10.1007/s11419-020-00552-9. ISSN 1860-8973.
  4. ^ Siczek M, Zawadzki M, Siczek M, Chłopaś-Konowałek A, Szpot P (January 2021). "Etazene (N,N-diethyl-2-{[(4-ethoxyphenyl)methyl]-1H-benzimidazol-1-yl}-ethan-1-amine (dihydrochloride)): a novel benzimidazole opioid NPS identified in seized material: crystal structure and spectroscopic characterization". Forensic Toxicology. 39 (1): 146–155. doi:10.1007/s11419-020-00552-9. ISSN 1860-8965.
  5. ^ "EU Early Warning System Situation Report. Situation report 1" (PDF). European Monitoring Centre for Drugs and Drug Addiction (EMCDDA). June 2020.
  6. ^ "The Misuse of Drugs Act 1971 (Amendment) (No. 2) Order 2024 and The Misuse of Drugs and Misuse of Drugs (Designation) (England and Wales and Scotland) (Amendment) (No. 2) Regulations 2024". GOV.UK. Retrieved 2025-05-30.
  7. ^ "Britain working at pace to curb rising synthetic drugs threat". GOV.UK. Retrieved 2025-06-12.
  8. ^ "The Misuse of Drugs Regulations 2001 (2024 Order (No. 2))". Legislation.gov.uk. HM Government (UK). Retrieved 11 August 2025.
  • v
  • t
  • e
Opioid receptor modulators
μ-opioid
(MOR)
Agonists
(abridged;
full list)
  • 3-HO-PCP
  • 7-Acetoxymitragynine
  • 7-Hydroxymitragynine
  • ψ-Akuammigine
  • α-Chlornaltrexamine
  • α-Narcotine
  • Acetyldihydrocodeine
  • Acetylfentanyl
  • Acrylfentanyl
  • Adrenorphin (metorphamide)
  • AH-7921
  • Akuammicine
  • Akuammidine
  • Alfentanil
  • Anileridine
  • Apparicine
  • β-Endorphin
  • BAM-12P
  • BAM-18P
  • BAM-22P
  • Benzhydrocodone
  • Benzylmorphine
  • Bezitramide
  • Biphalin
  • BU08070
  • Buprenorphine
  • Butorphan
  • Butorphanol
  • Butyrfentanyl
  • BW373U86
  • Carfentanil
  • Casokefamide
  • Cebranopadol
  • Chloroxymorphamine
  • Codeine
  • DADLE
  • DAMGO (DAGO)
  • Dermorphin
  • Desmetramadol (desmethyltramadol)
  • Desomorphine
  • Deumitragynine
  • Dextromoramide
  • Dextropropoxyphene (propoxyphene)
  • Dezocine
  • Dimenoxadol
  • Dimethylaminopivalophenone
  • Eluxadoline
  • Diamorphine (heroin)
  • Dihydrocodeine
  • Dihydroetorphine
  • Dihydromorphine
  • Dinalbuphine sebacate
  • Diphenoxylate
  • Dipipanone
  • Dynorphin A
  • Embutramide
  • Endomorphin-1
  • Endomorphin-2
  • Eseroline
  • Ethylmorphine
  • Etorphine
  • Fentanyl
  • Fluorophen
  • Frakefamide
  • Furanylfentanyl
  • Hemorphin-4
  • Herkinorin
  • Hodgkinsine
  • Hydrocodone
  • Hydromorphinol
  • Hydromorphone
  • IBNtxA
  • Ketamine
  • Ketobemidone
  • Kratom
  • Laudanosine
  • Lefetamine
  • Leu-enkephalin
  • Levacetylmethadol
  • Levomethorphan
  • Levorphanol
  • Lexanopadol
  • Loperamide
  • Loxicodegol
  • LS-115509
  • Matrine
  • MEB-1170
  • Meptazinol
  • Met-enkephalin (metenkefalin)
  • Methadone
  • Metkefamide
  • Metopon
  • Mitragynine
  • Mitragynine pseudoindoxyl
  • Morphiceptin
  • Morphine
  • Nalbuphine
  • Naloxone benzoylhydrazone (NalBzOH)
  • Nalmexone
  • Naltalimide
  • Neopine
  • NFEPP
  • Nicocodeine
  • Nicodicodine
  • Nicomorphine
  • Norketamine
  • Nufenoxole
  • Octreotide
  • Oliceridine
  • Oxycodegol (NKTR-181)
  • Oxymorphone-3-methoxynaltrexonazine (OM-3-MNZ)
  • Oripavine
  • Oxycodone
  • Oxymorphazone
  • Oxymorphonazine
  • Oxymorphone
  • Oxymorphone phenylhydrazone
  • OxyPNPH
  • Papaver somniferum (opium)
  • Pentazocine
  • Pericine
  • Pethidine (meperidine)
  • Phenazocine
  • Phencyclidine
  • Piminodine
  • Piritramide
  • PL-017
  • Prodine
  • Propiram
  • PZM21
  • Racemethorphan
  • Racemorphan
  • Remifentanil
  • Salsolinol
  • SC-17599
  • Sinomenine
  • SR-17018
  • Sufentanil
  • Susineridine
  • Tapentadol
  • Tetrahydropapaveroline
  • TH-030418
  • Thebaine
  • Thienorphine
  • Tianeptine
  • Tilidine
  • Tramadol
  • Trimebutine
  • TRIMU 5
  • TRV734
  • Tubotaiwine
  • U-47700
  • Valorphin
  • Viminol
  • Xorphanol
Antagonists
  • (3S,4S)-Picenadol
  • 2-(S)-N,N-(R)-Viminol
  • 3CS-nalmefene
  • 4-Caffeoyl-1,5-quinide
  • 4′-Hydroxyflavanone
  • 4',7-Dihydroxyflavone
  • 6β-Naltrexol
  • 6β-Naltrexol-d4
  • 18-MC
  • α-Gliadin
  • β-Chlornaltrexamine
  • β-Funaltrexamine
  • Akuammine
  • Alvimopan
  • AM-251
  • Apigenin
  • AT-076
  • Axelopran
  • Bevenopran
  • Catechin
  • Catechin gallate
  • Clocinnamox
  • CTAP
  • CTOP
  • Cyclofoxy
  • Cyprodime
  • Diacetylnalorphine
  • Diprenorphine
  • ECG
  • EGC
  • Epicatechin
  • Eptazocine
  • Gemazocine
  • Ginsenoside R
  • Hyperoside
  • Ibogaine
  • JDTic
  • Levallorphan
  • Lobeline
  • LY-255582
  • LY-2196044
  • Methocinnamox
  • Methylnaltrexone
  • Methylsamidorphan
  • Naldemedine
  • Nalmefene
  • Nalodeine (N-allylnorcodeine)
  • Nalorphine
  • Nalorphine dinicotinate
  • Naloxazone
  • Naloxegol
  • Naloxol
  • Naloxonazine
  • Naloxone
  • Naltrexazone
  • Naltrexonazine
  • Naltrexone
  • Naltrindole
  • Naringenin
  • Noribogaine
  • Oxilorphan
  • Pawhuskin A
  • Rimonabant
  • Quadazocine
  • Samidorphan
  • Taxifolin
δ-opioid
(DOR)
Agonists
  • 3CS-nalmefene
  • 6'-GNTI
  • 7-SIOM
  • ADL-5747 (PF-04856881)
  • ADL-5859
  • Alazocine (SKF-10047)
  • Amoxapine
  • AR-M100390 (ARM390)
  • AZD2327
  • β-Endorphin
  • BAM-18P
  • Biphalin
  • BU-48
  • Butorphan
  • Butorphanol
  • BW373U86
  • Casokefamide
  • Cebranopadol
  • Codeine
  • Cyclazocine
  • DADLE
  • Deltorphin A
  • Deltorphin I
  • Deltorphin II
  • Desmethylclozapine
  • Desmetramadol (desmethyltramadol)
  • Dezocine
  • Diamorphine (heroin)
  • Dihydroetorphine
  • Dihydromorphine
  • DPDPE
  • DPI-221
  • DPI-3290
  • DSLET
  • Ethylketazocine
  • Etorphine
  • Fentanyl
  • FIT
  • Fluorophen
  • Hemorphin-4
  • Hydrocodone
  • Hydromorphone
  • Ibogaine
  • Isomethadone
  • JNJ-20788560
  • KNT-127
  • Kratom
  • Laudanosine
  • Leu-enkephalin
  • Levomethorphan
  • Levorphanol
  • Lexanopadol
  • Lofentanil
  • Met-enkephalin (metenkefalin)
  • Metazocine
  • Metkefamide
  • Mitragynine
  • Mitragynine pseudoindoxyl
  • Morphine
  • N-Phenethyl-14-ethoxymetopon
  • Norbuprenorphine
  • NalBzOH
  • Oripavine
  • Oxycodone
  • Oxymorphone
  • Pethidine (meperidine)
  • Proglumide
  • Racemethorphan
  • Racemorphan
  • RWJ-394674
  • Samidorphan
  • SB-235863
  • SNC-80
  • SNC-162
  • TAN-67 (SB-205,607)
  • TH-030418
  • Thebaine
  • Thiobromadol (C-8813)
  • Tonazocine
  • Tramadol
  • TRV250
  • Xorphanol
  • Zenazocine
Antagonists
  • 4',7-Dihydroxyflavone
  • 5'-NTII
  • 6β-Naltrexol
  • 6β-Naltrexol-d4
  • α-Santolol
  • β-Chlornaltrexamine
  • Apigenin
  • AT-076
  • Axelopran
  • Bevenopran
  • BNTX
  • Catechin
  • Catechin gallate
  • Clocinnamox
  • Diacetylnalorphine
  • Diprenorphine
  • ECG
  • EGC
  • Eluxadoline
  • Epicatechin
  • ICI-154129
  • ICI-174864
  • LY-255582
  • LY-2196044
  • Methylnaltrexone
  • Methylnaltrindole
  • N-Benzylnaltrindole
  • Nalmefene
  • Nalorphine
  • Naltrexone
  • Naltriben
  • Naltrindole
  • Naloxone
  • Naringenin
  • Noribogaine
  • Pawhuskin A
  • Quadazocine
  • SDM25N
  • SoRI-9409
  • Taxifolin
  • Thienorphine
κ-opioid
(KOR)
Agonists
  • 3CS-nalmefene
  • 6'-GNTI
  • 8-CAC
  • 18-MC
  • 14-Methoxymetopon
  • β-Chlornaltrexamine
  • β-Funaltrexamine
  • Adrenorphin (metorphamide)
  • Akuammicine
  • Alazocine (SKF-10047)
  • Allomatrine
  • Apadoline
  • Asimadoline
  • BAM-12P
  • BAM-18P
  • BAM-22P
  • Big dynorphin
  • Bremazocine
  • BRL-52537
  • Butorphan
  • Butorphanol
  • BW373U86
  • Cebranopadol
  • Ciprefadol
  • CR665
  • Cyclazocine
  • Cyclorphan
  • Cyprenorphine
  • Desmetramadol (desmethyltramadol)
  • Diamorphine (heroin)
  • Diacetylnalorphine
  • Difelikefalin
  • Dihydroetorphine
  • Dihydromorphine
  • Dinalbuphine sebacate
  • Diprenorphine
  • Dynorphin A
  • Dynorphin B (rimorphin)
  • Eluxadoline
  • Enadoline
  • Eptazocine
  • Erinacine E
  • Ethylketazocine
  • Etorphine
  • Fedotozine
  • Fentanyl
  • Gemazocine
  • GR-89696
  • GR-103545
  • Hemorphin-4
  • Herkinorin
  • HS665
  • Hydromorphone
  • HZ-2
  • Ibogaine
  • ICI-199,441
  • ICI-204,448
  • Ketamine
  • Ketazocine
  • Laudanosine
  • Leumorphin (dynorphin B-29)
  • Levallorphan
  • Levomethorphan
  • Levorphanol
  • Lexanopadol
  • Lofentanil
  • LPK-26
  • Lufuradom
  • Matrine
  • MB-1C-OH
  • MEB-1170
  • Menthol
  • Metazocine
  • Metkefamide
  • Mianserin
  • Mirtazapine
  • Morphine
  • Moxazocine
  • MR-2034
  • N-MPPP
  • Nalbuphine
  • NalBzOH
  • Nalfurafine
  • Nalmefene
  • Nalodeine (N-allylnorcodeine)
  • Nalorphine
  • Naltriben
  • Niravoline
  • Norbuprenorphine
  • Norbuprenorphine-3-glucuronide
  • Noribogaine
  • Norketamine
  • Oripavine
  • Oxa-noribogaine
  • Oxilorphan
  • Oxycodone
  • Pentazocine
  • Pethidine (meperidine)
  • Phenazocine
  • Proxorphan
  • Racemethorphan
  • Racemorphan
  • RB-64
  • Salvinorin A (salvia)
  • Salvinorin B ethoxymethyl ether
  • Salvinorin B methoxymethyl ether
  • Samidorphan
  • Spiradoline (U-62066)
  • TH-030418
  • Thienorphine
  • Tifluadom
  • Tricyclic antidepressants (e.g., amitriptyline, desipramine, imipramine, nortriptyline)
  • U-50488
  • U-54494A
  • U-69593
  • Xorphanol
Antagonists
  • 4′-Hydroxyflavanone
  • 4',7-Dihydroxyflavone
  • 5'-GNTI
  • 6'-GNTI
  • 6β-Naltrexol
  • 6β-Naltrexol-d4
  • β-Chlornaltrexamine
  • Buprenorphine/samidorphan
  • Amentoflavone
  • ANTI
  • Apigenin
  • Arodyne
  • AT-076
  • Aticaprant
  • Axelopran
  • AZ-MTAB
  • Binaltorphimine
  • BU09059
  • Buprenorphine
  • Catechin
  • Catechin gallate
  • CERC-501 (LY-2456302)
  • Clocinnamox
  • CVL-354
  • Cyclofoxy
  • Dezocine
  • DIPPA
  • EGC
  • ECG
  • Epicatechin
  • Hyperoside
  • JDTic
  • LY-255582
  • LY-2196044
  • LY-2444296
  • LY-2459989
  • LY-2795050
  • MeJDTic
  • Methylnaltrexone
  • ML190
  • ML350
  • MR-2266
  • N-Fluoropropyl-JDTic
  • Naloxone
  • Naltrexone
  • Naltrindole
  • Naringenin
  • Navacaprant
  • Norbinaltorphimine
  • Noribogaine
  • Pawhuskin A
  • PF-4455242
  • RB-64
  • RU-24213
  • Quadazocine
  • Taxifolin
  • UPHIT
  • Zyklophin
Nociceptin
(NOP)
Agonists
  • (Arg14,Lys15)Nociceptin
  • ((pF)Phe4)Nociceptin(1-13)NH2
  • (Phe1Ψ(CH2-NH)Gly2)Nociceptin(1-13)NH2
  • Ac-RYYRWK-NH2
  • Ac-RYYRIK-NH2
  • BU08070
  • Buprenorphine
  • Cebranopadol
  • Dihydroetorphine
  • Etorphine
  • JNJ-19385899
  • Levomethorphan
  • Levorphanol
  • Lexanopadol
  • MCOPPB
  • MT-7716
  • NNC 63-0532
  • Nociceptin (orphanin FQ)
  • Nociceptin (1-11)
  • Nociceptin (1-13)NH2
  • Norbuprenorphine
  • Racemethorphan
  • Racemorphan
  • Ro64-6198
  • Ro65-6570
  • SCH-221510
  • SCH-486757
  • SR-8993
  • SR-16435
  • Sunobinop (S-117957)
  • TH-030418
Antagonists
  • (Nphe1)Nociceptin(1-13)NH2
  • AT-076
  • BAN-ORL-24
  • BTRX-246040 (LY-2940094)
  • J-113397
  • JTC-801
  • NalBzOH
  • Nociceptin (1-7)
  • Nocistatin
  • SB-612111
  • SR-16430
  • Thienorphine
  • Trap-101
  • UFP-101
Others
  • Enkephalinase inhibitors: Amastatin
  • BL-2401
  • Candoxatril
  • D-Phenylalanine
  • Dexecadotril (retorphan)
  • Ecadotril (sinorphan)
  • Kelatorphan
  • Racecadotril (acetorphan)
  • RB-101
  • RB-120
  • RB-3007
  • Opiorphan
  • Selank
  • Semax
  • Spinorphin
  • Thiorphan
  • Tynorphin
  • Ubenimex (bestatin)
  • Propeptides: β-Lipotropin (proendorphin)
  • Prodynorphin
  • Proenkephalin
  • Pronociceptin
  • Proopiomelanocortin (POMC)
  • Others: Kyotorphin (met-enkephalin releaser/degradation stabilizer)
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