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AH-7921 is a new, structurally atypical synthetic opioid analgesic that appears to be sold as a “research chemical” or “legal opioid” on the Internet since 2012. It was synthesized in the 1970s by Allen and Hanburys Ltd. as a potential analgesic medicine; however, its development was abandoned due to its addictive properties. AH-7921 has never been marketed as a medicine, nor used as pharmaceutical or medicinal product; it has also no industrial use [6]. There are very few references available on this compound [7]. In vivo studies in animals indicated its μ-opioid receptor agonistic activities, although no studies have evaluated its pharmacological and toxicological properties in humans. AH-792

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Its activities are similar to those of morphine and include analgesia, hypothermia, respiratory depression, and addictive behavior [7–9]. The abuse of AH-7921 has been reported in eight member states of the European Union as well as in Norway, leading to severe toxicity (non-fatal) cases and 16 reported deaths within a limited period of time (December 2012–September 2013). Thus, this product is controlled in six European countries (Sweden, Poland, Romania, Finland, Netherlands, and Norway) since 2013 [6].

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The aim of this review is to summarize the current knowledge about AH-7921 concerning its chemistry, pharmacology, and toxicology, as well as its legal status. The limited existing analytical methodologies for determination of this product in biological samples are also presented. Published or reported AH-7921-related cases, fatalities, intoxications, and self reports from drug users are reviewed.

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AH-7921 is an N-substituted cyclohexylmethylbenzamide, where the benzamide moiety is dichlorinated at positions 3 and 4 of the benzyl ring, and the aminocyclohexane moiety is N,N-dimethylated. “AH” refers to “Allen and Hanburys”, the company that patented the drug. Its systematic (International Union of Pure and Applied Chemistry) name is 3,4-dichloro-N-{[1-(dimethylamino)cyclohexyl]methyl}benzamide, but it can also be found as 1-(3,4-dichlorobenzamidomethyl)cyclohexyldimethylamine [6, 10]. Common names like doxylam, doxylan, and CN 2924 29 98 (CAS Number) are also used [6]. The chemical structure of this product is shown in Fig. 1.

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AH-7921 is an off-white solid with the molecular formula C₁₆H₂₂Cl₂N₂O. Its molecular weight is 329.26 g/mol, and the melting point of its hydrochloride salt is 215–216 °C. It is soluble in ethanol (11 mg/ml), dimethylsulfoxide (3 mg/ml) and dimethylformamide (10 mg/ml). The drug absorbs at 205 and 237 nm spectrophotometrically [10].

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Keywords Names: Doxylam; New psychoactive substance; μ-Opioid receptor agonist; Doxylan; CAS 55154-30-8, AH; Allen & Hanburys Powder; legal high