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MDMB-4en-PINACA (also incorrectly known as 5-CL-ADB-A) is an indazole-based synthetic cannabinoid that has been sold online as a designer drug.^{[4][5][6][7][8][9]} MDMB-4en-PINACA was first identified in Europe in 2017.^[10] In 2021, MDMB-4en-PINACA was the most common synthetic cannabinoid identified by the Drug Enforcement Administration in the United States.^[11] MDMB-4en-PINACA differs from 5F-MDMB-PINACA due to replacement of 5-fluoropentyl with a pent-4-ene moiety (4-en).^[12]

MDMB-4en-PINACA partially follows the cannabinoid naming scheme of LinkedGroup–TailChain–Core–Linker,^[13] where:

• MDMB stands for Methyl DiMethyl Butanoate, the linked group.
• 4en stands for 4–en-1-yl, part of the carbon chain.
• PINACA stands for Pentyl-1H-INdAzole-3-CarboxAmide, the core group and linker.

It acts as a potent agonist of the CB₁ receptor with an EC₅₀ value of 2.47 nM.^{[14][15][16][17]} MDMB-4en-PINACA has been reported to be approximately 2.5x to 3x+ (2.47 nM, 239%) stronger (by CB1 activated β-arrestin 2 recruitment) than JWH-018 (25.3 nM, 100%) with over 10x the binding affinity than JWH-018 in vitro.^[18]

In a review of in vitro MDMB-4en-PINACA studies showed an EC50 of 1.88–2.47 nM, an Emax of 221–299% (compared to JWH-018), and a Ki value of 0.28nM on the CB1 receptor^[19] and appears to be 7x more selective for the CB2 receptor over the CB1 receptor.^[20] MDMB-4en-PINACA has an in vitro half-life of approximately 10 minutes^[21] but has been reported in human urine samples up to an hour after consumption, producing 14 metabolites which may have their own pharmacological activity and be used in identification of MDMB-4en-PINACA consumption.^[22]

There have been more than 15 deaths associated with use of MDMB-4en-PINACA^[23]

MDMB-4en-PINACA has been implicated in the death of a 26 year old in combination with 4F-ABUTINACA (N-(4-fluorobutyl) APINACA). The deceased reported headache and angina before death and was noted to have a weak pulse and death-rattle like noisy breathing after collapsing to the floor. An autopsy 5 days after death found a peripheral blood content of 7.2 ng/mL of MDMB-4en-PINACA and 9.1 ng/mL of 4F-ABUTINACA and identified brain edema, internal congestion, petechial bleeding, pleural ecchymoses, and blood fluidity.^[24]

MDMB-4en-PINACA has been implicated in the death of a 35 year old. An autopsy found MDMB-4en-PINACA and one of its metabolites (MDMB-4en-PINACA 3,3-dimethylbutanoic acid) in peripheral blood at a level of 0.4 μg/L and 5.7 μg/L and 0.5 μg/L and 11.6 μg/L in cardiac blood. Urine contained 2.1 μg/L for the metabolite, and a detection below level of quantification for MDMB-4en-PINACA itself.^[25]

Adulterated Cannabis products in Europe that have been laced with MDMB-4en-PINACA have contained 0.3 to 4.6 μg/mg in seized flower samples and 1.7 to 7.2 μg/mg in hash/or other extract samples.^[26]

Adulterated Cannabis products in Italy that have been laced with MDMB-4en-PINACA have contained 0.4 up to 6.3 mg/g^[27]

MDMB-4en-PINACA has been detected in heroin and fentanyl sold on the streets in Massachusetts.^[28]

MDMB-4en-PINACA powder can range in color from white or yellow or brown or orange.

The methyl 3,3-dimethylbutanoate “head” moiety of MDMB-4en-PINACA has been implicated in higher CB1 potency but also toxicity compared to other “head” moiety groups such as the naphthene “head” moiety of JWH-018 and AM-2201 and the 2,2,3,3-tetramethylcyclopropyl (or 3-tetramethylcyclopropylmethanone) “head” moiety of UR-144 and XLR-11^[29]

 

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Sweden’s public health agency suggested classifying MDMB-4en-PINACA as a hazardous substance, on December 18, 2019.^[30]

In the United States, the DEA has temporarily placed MDMB-4en-PINACA into Schedule I status starting on December 12, 2023, for up to 2 years, during which it’s possible the DEA could file for permanent scheduling within those 2 years. If the DEA does not file to permanent placement the temporary Schedule I order will expire on December 12, 2025.^[31]

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Like other synthetic cannabinoids, MDMB-4en-PINACA is not intended for human consumption and should only be used by qualified professionals for research purposes.

It is important to note that the use of synthetic cannabinoids for recreational purposes can be dangerous and is strongly discouraged.

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Virginia has placed MDMB-4en-PINACA into Schedule I.^[33]

In England and Wales, the drug is classified as a Class B drug under the provisions of the Misuse Of Drugs Act 1971 ( Statutory Instrument 2019 No 1323).

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5CL-ADB-A (also known as MDMB-4en-PINACA) is a synthetic cannabinoid belonging to the indazole-3-carboxamide family, recognized for its strong affinity toward cannabinoid receptors CB₁ and CB₂. Entirely laboratory-synthesized, it shares no natural origin with plant-derived cannabinoids such as Δ⁹-THC from Cannabis sativa, and instead represents a fully artificial ligand engineered to mimic cannabinoid receptor activity.

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5cladb (also known as 5‑Cl‑ADB‑A or MDMB‑4en‑PINACA) is a highly potent synthetic cannabinoid from the indazole‑3‑carboxamide family. It features a unique pentyl‑4‑en side chain and an adamantane or 5‑chloro substitution that enhances its interaction with cannabinoid receptors. Note: this compound is strictly for research use, not for human or animal consumption. 5cladb, also referred to as 5‑Cl‑ADB‑A or MDMB‑4en‑PINACA, is a powerful synthetic cannabinoid belonging to the indazole‑3‑carboxamide class. Its chemical structure includes a distinctive pentyl‑4‑en side chain combined with an adamantane or 5‑chloro substitution, which together increase its affinity and activity at cannabinoid receptors. These modifications make 5cladb a particularly potent compound for studying cannabinoid receptor interactions in laboratory settings. It is important to emphasize that 5cladb is intended solely for research purposes and is not safe or approved for human or animal consumption. Researchers use 5cladb to explore cannabinoid receptor behavior and develop a deeper understanding of synthetic cannabinoids, but strict adherence to safety guidelines and legal regulations is essential when handling this compound.

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