Menitazene

Menitazene
Identifiers
	IUPAC name N,N-diethyl-2-[2-[(4-methylphenyl)methyl]-5-nitrobenzimidazol-1-yl]ethanamine;
CAS Number	95282-00-1;
PubChem CID	162623683;
ChemSpider	128917868;
UNII	WR262T3N9P;
Chemical and physical data
Formula	C21H26N4O2
Molar mass	366.465 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)C;
	InChI InChI=1S/C21H26N4O2/c1-4-23(5-2)12-13-24-20-11-10-18(25(26)27)15-19(20)22-21(24)14-17-8-6-16(3)7-9-17/h6-11,15H,4-5,12-14H2,1-3H3; Key:XGHTZJUKJYZDSW-UHFFFAOYSA-N;

Menitazene (Methylnitazene) is a benzimidazole derivative which has opioid effects and has been sold as a designer drug. It is considerably less potent than most of the "nitazene" group of opioids which have been sold on the illicit market, but still has around ten times the potency of morphine.^[1]^[2]^[3]^[4]

References

^ Hunger A, Kebrle J, Rossi A, Hoffmann K (1960). "Benzimidazole-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.
^ Ujváry I, Christie R, Evans-Brown M, Gallegos A, Jorge R, de Morais J, et al. (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.
^ Hardwick EK, Davidson JT (July 2025). "Structural Characterization of Nitazene Analogs Using Electrospray Ionization-Tandem Mass Spectrometry (ESI-MS/MS)". Drug Testing and Analysis. doi:10.1002/dta.3921. PMID 40611807.
^ Deng Q, Xu J, Ni C, Cao F, Si Y, He S, et al. (2025). "Mass Fragmentation Characteristics of New Psychoactive Substances of Nitazenes". Journal of Chinese Mass Spectrometry Society. 46 (3): 334–342. doi:10.7538/zpxb.2024.0129 (inactive 17 August 2025).{{cite journal}}: CS1 maint: DOI inactive as of August 2025 (link)

[1] Hunger A, Kebrle J, Rossi A, Hoffmann K (1960). "Benzimidazole-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.

[2] Ujváry I, Christie R, Evans-Brown M, Gallegos A, Jorge R, de Morais J, et al. (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.

[3] Hardwick EK, Davidson JT (July 2025). "Structural Characterization of Nitazene Analogs Using Electrospray Ionization-Tandem Mass Spectrometry (ESI-MS/MS)". Drug Testing and Analysis. doi:10.1002/dta.3921. PMID 40611807.

[4] Deng Q, Xu J, Ni C, Cao F, Si Y, He S, et al. (2025). "Mass Fragmentation Characteristics of New Psychoactive Substances of Nitazenes". Journal of Chinese Mass Spectrometry Society. 46 (3): 334–342. doi:10.7538/zpxb.2024.0129 (inactive 17 August 2025).{{cite journal}}: CS1 maint: DOI inactive as of August 2025 (link)

[1]

[2]

[3]

[4]

See also

References