Metonitazene

Metonitazene Basic information
Product Name:Metonitazene
Synonyms:Metonitazene;(4-methoxyphenyl)methyl;Metonitazen;1H-Benzimidazole-1-ethanamine, N,N-diethyl-2-[(4-methoxyphenyl)methyl]-5-nitro-
CAS:14680-51-4
MF:C21H26N4O3
MW:382.46
EINECS:262-076-3
Product Categories:Pharm;14680-51-4
Mol File:14680-51-4.mol
Metonitazene Structure
Metonitazene Chemical Properties
Boiling point 571.8±45.0 °C(Predicted)
density 1.19±0.1 g/cm3(Predicted)
solubility DMF: 25 mg/ml; DMF:PBS (pH 7.2) (1:1): 0.5 mg/ml; DMSO: 20 mg/ml; Ethanol: 10 mg/ml
pka9.90±0.25(Predicted)
InChIInChI=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
InChIKeyHNGZTLMRQTVPBH-UHFFFAOYSA-N
SMILESC1(CC2=CC=C(OC)C=C2)N(CCN(CC)CC)C2=CC=C([N+]([O-])=O)C=C2N=1
Safety Information
MSDS Information
Metonitazene Usage And Synthesis
DescriptionMetonitazene is an analgesic drug related to etonitazene and was first synthesized in the late 1950s by a Swiss chemical company in an effort to develop novel opioid alternatives to morphine. Metonitazene has been shown to have approximately 100 times the potency of morphine by central routes of administration, but if used orally it has been shown to have approximately 10 times the potency of morphine.
Chemical PropertiesMetonitazene is classified as a novel opioid but is dissimilar from fentanyl and U-series analogues. This substance has been characterized as a white or off-white/beige powder, sometimes referred to as crystalline in consistency (Cayman Chemicals, 2020; Krotulski et al., 2021; PubChem, 2020). Both the free base and hydrochloride salt forms can appear as white or colored powders, while the citrate salt is described as a crystalline solid (Cayman, 2021a).
UsesMetonitazene is an active analgesics with clinical applications.
Health effectsMetonitazene is considered a new psychoactive substance (NPS) and emerging potent synthetic opioid, causing increased public health concern beginning in 2020. Effects of Metonitazene are similar to other opioids and include pain relief, a sense of euphoria and sleepiness. It also causes vomiting and can slow respiratory rates, sometimes to dangerously low levels.
References1. Vandeputte, M.M., Van Uytfanghe, K., Layle, N.K., et al. Synthesis, chemical characterization, and μ-opioid receptor activity assessment of the emerging group of "nitazene" 2-benzylbenzimidazole synthetic opioids. ACS Chem. Neurosci. 12(7), 1241-1251 (2021). DOI:10.22541/AU.160520665.59016513/V2
2. Ujváry, I., Christie, R., Evans-Brown, M., et al. DARK classics in chemical neuroscience: Etonitazene and related benzimidazoles. ACS Chem. Neurosci. 12(7), 1072-1092 (2021). DOI:10.1021/acschemneuro.1c00037
3. Metonitazene in the United States-Forensic toxicology assessment of a potent new synthetic opioid using liquid chromatography mass spectrometry DOI:10.1002/dta.3115
4. Pharmacological characterization of novel synthetic opioids: Isotonitazene, Metonitazene, and piperidylthiambutene as potent μ-opioid receptor agonists DOI:10.1016/j.neuropharm.2022.109263
5. https://www.overdosepreventionstrategies.org/glossary/metonitazene/
Metonitazene Preparation Products And Raw materials
Raw materialsN,N-DIETHYL-N'-(2,4-DINITROPHENYL)-ETHYLENEDIAMINE-->N,N-Diethylethylenediamine
Protonitazene hydrochloride Butonitazene

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