Metonitazene

Metonitazene is an analgesic drug related to etonitazene, which was first reported in 1957,[1] and has been shown to have approximately 100 times the potency of morphine by central routes of administration,[2] but if used orally it has been shown to have approximately 10 times the potency of morphine.[3]

Metonitazene

Legal status
Legal status	US: Schedule I (ether of Isotonitazene)
Identifiers
IUPAC name 2-[2-(4-methoxybenzyl)-5-nitro-1H-benzimidazol-1-yl]-N,N-diethylethanamine
CAS Number	14680-51-4
PubChem CID	53316366
ChemSpider	81407756
Chemical and physical data
Formula	C21H26N4O3
Molar mass	382.464 g·mol^−1
3D model (JSmol)	Interactive image
SMILES CCN(CC)CCN1C2=C(C=C(C=C2)[N+](=O)[O-])N=C1CC3=CC=C(C=C3)OC
InChI InChI=1S/C21H26N4O3/c1-4-23(5-2)12-13-24-20-11-8-17(25(26)27)15-19(20)22-21(24)14-16-6-9-18(28-3)10-7-16/h6-11,15H,4-5,12-14H2,1-3H3 Key:HNGZTLMRQTVPBH-UHFFFAOYSA-N

Its effects are similar to other opioids like fentanyl and heroin, including analgesia, euphoria, sleepiness.[3] Adverse effects include vomiting, and respiratory depression that can potentially be fatal. Because of high dependency potential and dangerous adverse effects it has never been introduced in pharmacotherapy.

See also

• AH-7921
• Isotonitazene
• MT-45
• Piperidylthiambutene
• U-47700

References

1. Hunger A, Kebrle J, Rossi A, Hoffmann K (October 1957). "[Synthesis of analgesically active benzimidazole derivatives with basic substitutions]". Experientia. 13 (10): 400–1. doi:10.1007/bf02161116. PMID 13473817. S2CID 32179439.
2. Hunger VA, Kebrle J, Rossi A, Hoffmann K (1960). "Benzimidazol-Derivate und verwandte Heterocyclen III. Synthese von 1-Aminoalkyl-2-nenzyl-nitro-benzimidazolen". Helvetica Chimica Acta. 43 (4): 1032–1046. doi:10.1002/hlca.19600430412.
3. Bromig G (October 1958). "[New powerful analgetics and their clinical testing]". Klinische Wochenschrift. 36 (20): 960–3. doi:10.1007/bf01486702. PMID 13612082. S2CID 1023209.