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N-Desethyletonitazene (NDE, Noretonitazene) is a benzimidazole derivative with potent opioid effects which has been sold as a designer drug. It is better known as an active metabolite of the related compound etonitazene, but has similar activity to the parent compound and has sometimes appeared as a drug of abuse in its own right,^[2]^[3] first being identified in New Zealand in 2024.^[4]^[5]

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What is N-desethyl Etonitazene?

N-desethyl Etonitazene is an opioid analgesic, derivative of benzimidazole, an active metabolite of etonitazene, with high opioid potency and high activity of action on the μ-opioid receptor. According to the strength of the effect, this drug can be compared with fentanyl. N-desethyl Etonitazene acts as a strong analgesic, creating a sedative effect, making it a subject of extensive pharmacological research. Its unique chemical profile makes it a key interest for studies into opioid receptor mechanisms and pain management. Researchers can find top quality N-desethyl Etonitazene for their studies at Chemsfine, where we ensure strict adherence to purity standards.

For detailed product specifications, please refer to the following information:

Product Information

IUPAC: 2-[(4-ethoxyphenyl)methyl]-N-ethyl-5-nitro-1H-benzimidazole-1-ethanamine
Synonyms: N-desethyl Etonitazene
Formal Name: 2-[(4-ethoxyphenyl)methyl]-N-ethyl-5-nitro-1H-benzimidazole-1-ethanamine
CAS: 2732926-26-8
Formula: C₂₀H₂₄N₄O₃
Molecular Weight: 368.4
Purity: 98.0 % min.
Formulations: A crystalline solid, Powder
Appearance: A crystalline solid, Powder

Solubility

DMF: 25 mg/ml
DMF:PBS (pH 7.2) (1:1): 0.5 mg/ml
DMSO: 20 mg/ml
Ethanol: 10 mg/ml

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Applications

N-desethyl Etonitazene is a novel compound with significant interest in advanced scientific inquiry. It is primarily intended for research and testing in specially equipped laboratories. Given its high opioid potency and activity on the μ-opioid receptor, the applications for this research grade N-desethyl Etonitazene for sale are diverse within controlled settings. Researchers may utilize it for:

Pharmacological studies on opioid receptor interactions.
Investigation into its analgesic and sedative properties.
Metabolic pathway research, given it is an active metabolite of etonitazene.
Toxicological screenings and safety profile assessments.
Advanced analytical chemistry studies.
Developing new methodologies for substance detection and quantification.
Exploring potential dependencies and tolerance mechanisms.

As a relatively new drug, little data is available on its pharmacological and toxicological properties, making it an important subject for ongoing investigation. Always ensure that the handling and application of this substance adhere to strict safety protocols and ethical guidelines.

Safety & Compliance

Working with potent research chemicals like N-desethyl Etonitazene requires utmost caution and adherence to safety protocols. Possible side effects at high dosages, such as respiratory depression and vomiting, highlight the need for a controlled environment. Furthermore, with regular use of the drug, tolerance and addiction gradually develop, and an increase in dosage is required, emphasizing its classification purely for research. Researchers must wear appropriate Personal Protective Equipment (PPE) and operate in well-ventilated, specially equipped laboratories. Compliance with all regional and institutional regulations regarding the handling, storage, and disposal of controlled substances is mandatory. Safety Data Sheets (SDS) and Certificates of Analysis (CoA) are readily available upon request for our high purity N-desethyl Etonitazene for sale, providing comprehensive information on its properties and safe handling procedures. For more information on related research materials, consider exploring other research chemicals offered by Chemsfine.

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N-Desethyletonitazene is a novel synthetic opioid that belongs to the nitazene class of compounds, which are characterized by their potent analgesic properties. Structurally, N-desethyletonitazene is derived from etonitazene, featuring a modification that involves the removal of an ethyl group. This compound has gained attention due to its high potency and potential for misuse, especially in the context of the ongoing opioid crisis. The compound is classified as a synthetic opioid and is structurally related to other nitazenes, such as isotonitazene and etodesnitazene.

Source and Classification

N-Desethyletonitazene was first identified in drug samples analyzed in various forensic laboratories. It is classified under the subclass of opioids, specifically as a synthetic opioid. The compound’s formal name is 2-[2-[(4-ethoxyphenyl)methyl]-5-nitro-benzimidazol-1-yl]-N-ethyl-ethanamine, with the CAS number 2732926-26-8. Its molecular formula is $C_{20} H_{24} N_{4} O_{3}$ , and it has a molecular weight of 368.43 g/mol .

Synthesis Analysis

Methods and Technical Details

The synthesis of N-desethyletonitazene typically involves several key steps:

Starting Materials: The synthesis begins with etonitazene or its derivatives.
Modification: The ethyl group at the nitrogen atom is removed through chemical reactions involving reagents such as hydrochloric acid and other solvents.
Characterization: The final product undergoes analytical characterization using techniques such as nuclear magnetic resonance spectroscopy (NMR), gas chromatography-mass spectrometry (GC-MS), and liquid chromatography coupled to time-of-flight mass spectrometry (LC-QTOF-MS) to confirm its structure and purity .

The synthesis process can yield varying results depending on the specific conditions and reagents used, with yields typically reported in ranges based on experimental conditions.

Molecular Structure Analysis

Structure and Data

The molecular structure of N-desethyletonitazene features a benzimidazole ring system with various substituents:

Core Structure: A benzimidazole core with a nitro group at the 5-position.
Substituents: An ethoxyphenyl group at one end and an ethylamine chain at the nitrogen atom.

The structural formula can be represented as follows:

N desethyletonitazene = C_{20} H_{24} N_{4} O_{3}

The compound’s molecular ion has been identified at $m / z = 368$ in mass spectrometry analyses, confirming its identity through fragmentation patterns observed during GC-MS and LC-QTOF-MS analysis .

Chemical Reactions Analysis

Reactions and Technical Details

N-desethyletonitazene participates in various chemical reactions typical of synthetic opioids:

Hydrogenation: It can undergo hydrogenation reactions to modify functional groups.
Acid-Base Reactions: The compound can react with acids to form salts, which are often more stable for storage and transport.
Metabolism: In biological systems, N-desethyletonitazene may be metabolized into other compounds, potentially affecting its pharmacological activity.

The reactions are often characterized by high sensitivity to conditions such as pH and temperature, influencing yield and product stability .

Mechanism of Action

Process and Data

N-desethyletonitazene exerts its effects primarily through interaction with opioid receptors in the central nervous system:

Opioid Receptor Agonism: The compound acts as an agonist at the mu-opioid receptor, leading to analgesic effects.
Potency: It has been reported to be significantly more potent than traditional opioids like morphine or fentanyl, with some studies suggesting it may be up to ten times stronger than fentanyl .

The precise mechanism involves binding affinity for opioid receptors, which mediates pain relief but also raises concerns regarding potential for addiction and overdose.

Physical and Chemical Properties Analysis

Physical Properties

Appearance: Typically found in crystalline form.
Solubility: Soluble in organic solvents such as methanol and ethanol.

Chemical Properties

Stability: The compound’s stability can vary based on environmental conditions (e.g., light exposure, moisture).
Reactivity: It may react with strong oxidizing agents or acids.

Data from various studies indicate that N-desethyletonitazene retains stability under controlled laboratory conditions but should be handled with care due to its potency .

Applications

Scientific Uses

N-desethyletonitazene has limited but notable applications in scientific research:

Analytical Chemistry: Used as a reference standard in forensic toxicology to identify opioid compounds in drug samples.
Pharmacological Studies: Investigated for its potential therapeutic effects in pain management due to its high potency.
Public Health Monitoring: Its presence in illicit drug supplies necessitates ongoing monitoring for public health safety, particularly concerning overdose risks associated with synthetic opioids .

Synthetic Pathways and Structural Analogues

Synthesis of N-Desethyl Etonitazene as a Metabolite of Etonitazene

N-Desethyl etonitazene arises primarily via N-dealkylation of the parent compound etonitazene, a metabolic transformation mediated by hepatic cytochrome P450 enzymes. This process selectively removes one ethyl group (–CH₂CH₃) from the tertiary amine moiety (R3 position) of etonitazene’s 2-benzylbenzimidazole core, converting the N,N-diethylaminoethyl side chain into an N-ethylaminoethyl group. Analytical confirmation of this pathway leverages high-resolution mass spectrometry (HRMS), which identifies the metabolite’s protonated molecular ion ([M+H]⁺) at m/z 369.1921, corresponding to the molecular formula C₂₀H₂₄N₄O₃ [2] [6]. Nuclear magnetic resonance (NMR) spectroscopy further validates the structure, particularly the retention of the 4-ethoxybenzyl group (R1), 5-nitrobenzimidazole (R2), and the modified monoethylamino side chain [1] [6].

In vitro studies using human liver microsomes confirm the rapid conversion of etonitazene to N-desethyl etonitazene. Notably, this metabolite retains significant pharmacological activity at the µ-opioid receptor, with functional assays demonstrating 6–9-fold higher potency than fentanyl (EC₅₀ values of 3.35 nM in β-arrestin 2 recruitment assays and 0.500 nM in Aequoscreen® assays) [1] [6] [8]. This bioactivation explains its detection in forensic toxicology cases where etonitazene was administered.

Structural Modifications in the 2-Benzylbenzimidazole Core

The 2-benzylbenzimidazole scaffold permits strategic modifications at three key positions (R1, R2, R3), profoundly altering pharmacological profiles:

R1 (para-Benzyl position): Modifications here govern lipophilicity and receptor affinity. N-Desethyl etonitazene retains etonitazene’s 4-ethoxy group (–OCH₂CH₃). Analogues may feature alkoxy chains (e.g., metonitazene’s –OCH₃, protonitazene’s –OCH₂CH₂CH₃) or halogens (e.g., flunitazene’s –Cl). Longer chains generally enhance potency but reduce metabolic stability [4] [7].
R2 (5-Benzimidazole position): The 5-nitro group (–NO₂) is critical for high MOR potency. Its removal (yielding “desnitazene” analogues like etodesnitazene) causes a pronounced drop in potency (often >10-fold). N-Desethyl etonitazene retains this nitro group, contributing to its high efficacy [4] [7].
R3 (Amino side chain): The N-desethyl modification defines this subclass. Converting the tertiary N,N-diethylamine (–N(CH₂CH₃)₂) to a secondary N-ethylamine (–NHCH₂CH₃) subtly alters steric and electronic properties. While N-desethyl analogues typically show slightly reduced potency versus their parent nitazenes, exceptions exist (e.g., N-desethyl isotonitazene surpasses isotonitazene in potency) [4] [7].

Table 1: Impact of Core Modifications on µ-Opioid Receptor (MOR) Potency

Modification Type	Example Compound	Key Structural Change	Relative Potency vs. Fentanyl
R3: N-Desethyl	N-Desethyl Etonitazene	–NHCH₂CH₃ (vs. –N(CH₂CH₃)₂ in parent)	6–10x higher
R3: Pyrrolidino	N-Pyrrolidino Etonitazene	–N(cyclopentyl)	>20x higher
R3: Piperidinyl	N-Piperidinyl Etonitazene	–N(cyclohexyl)	~10–15x higher
R2: Desnitro	Etodesnitazene	–H (vs. –NO₂ in parent)	Significantly lower
R1: Isopropoxy	Isotonitazene	–OCH(CH₃)₂	~20x higher

Source: Compiled from pharmacological assays in [4] [7]

Emergence of N-Desethyl Analogues in Designer Drug Markets

The debut of N-desethyl etonitazene as an independent recreational drug marks a significant shift. Historically detected only as a metabolite, its first identification as a standalone substance occurred in August 2023 in a Swiss drug checking sample sold online as “isotonitazene” [1] [6]. Chemical analysis (NMR, HPLC-HRMS) confirmed high-purity N-desethyl etonitazene without isotonitazene or etonitazene, proving intentional synthesis and distribution [1] [6]. This followed the earlier emergence of N-desethyl isotonitazene in the United States (September 2022) [9].

This trend arises from structural manipulation to circumvent controlled substance laws. As regulatory agencies schedule parent nitazenes (e.g., etonitazene, isotonitazene), clandestine laboratories exploit active metabolites and minor structural variants like N-desethyl analogues, which lack explicit legal control initially [3] [5] [9]. N-Desethyl etonitazene’s synthesis leverages straightforward modifications to established nitazene production routes, substituting diethylaminoethyl precursors with monoethylaminoethyl equivalents during the benzimidazole ring formation step [4] [7]. Online gray markets facilitate rapid global distribution, with vendors misrepresenting these potent analogues as less-regulated opioids [1] [3].

Properties

CAS Number

2732926-26-8

Product Name

N-Desethyletonitazene

IUPAC Name

2-[2-[(4-ethoxyphenyl)methyl]-5-nitrobenzimidazol-1-yl]-N-ethylethanamine

Molecular Formula

C20H24N4O3

Molecular Weight

368.4 g/mol

InChI

InChI=1S/C20H24N4O3/c1-3-21-11-12-23-19-10-7-16(24(25)26)14-18(19)22-20(23)13-15-5-8-17(9-6-15)27-4-2/h5-10,14,21H,3-4,11-13H2,1-2H3

InChI Key

RESPFUMJVJRUMB-UHFFFAOYSA-N

SMILES

CCNCCN1C2=C(C=C(C=C2)[N+](=O)[O-])N=C1CC3=CC=C(C=C3)OCC

Canonical SMILES

CCNCCN1C2=C(C=C(C=C2)[N+](=O)[O-])N=C1CC3=CC=C(C=C3)OCC

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Buy N-desethyl Etonitazene

N-desethyl Etonitazene is an opioid substance, a strong analgesic, belongs to benzimidazole derivatives, and is an analog and active metabolite of etonitazine. This drug has the ability to actively affect the µ-opioid receptors and has a potency exceeding morphine by about 60 times. It also has excellent sedative and hypnotic properties. The effect is similar to fentanyl, but slightly stronger. N-desethyl Etonitazene, like all benzimidazole opioids, can cause opioid dependence and develop tolerance to the drug when used, and at high dosages there is a danger of respiratory depression.N-desethyl Etonitazene is a designer drug and has been little studied so far and is intended for research purposes in special and private laboratories.

N-desethyl Etonitazene

Synonyms

N-desethyl Etonitazene

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What is N-desethyl Etonitazene?

Product Information

Solubility

Why Buy N-desethyl Etonitazene Online at Chemsfine?

Applications

Safety & Compliance

Why Choose Us?

Conclusion

Methods and Technical Details

Structure and Data

Reactions and Technical Details

Process and Data

Physical Properties

Chemical Properties

Scientific Uses

Synthesis of N-Desethyl Etonitazene as a Metabolite of Etonitazene

Structural Modifications in the 2-Benzylbenzimidazole Core

Emergence of N-Desethyl Analogues in Designer Drug Markets

Properties

CAS Number

Product Name

IUPAC Name

Molecular Formula

Molecular Weight

InChI

InChI Key

SMILES

Canonical SMILES

Product FAQ

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