U-47700, 3,4-dichloro-N-((1R,2R)-2-(dimethylamino)cyclohexyl)-N-methyl benzamide, is a novel synthetic opioid (NSO), discovered by the Upjohn company in the late 1970s. With potent in vivo activity, ∼10-times greater than that of morphine, U-47700 has become a drug of widespread abuse due to its ease of synthesis and, until recently, lack of robust detection methods by law enforcement. U-47700 has been found in counterfeit oxycodone tablets and is a key ingredient in “gray death.” Due to its emergence worldwide in the past 5 years, it is now a Schedule I drug in the United States and similarly designated around the world; moreover, at autopsy, U-47700 was found to have contributed to the death of the pop artist Prince. This Review will capture the >40 year history of U-47700 and go in-depth regarding the synthesis, medicinal chemistry, in vitro/in vivo pharmacology, drug metabolism (from postmortem overdose cases), and societal impact of this DARK Classic in chemical neuroscience.

中文翻译：

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化学神经科学中的黑暗经典：U-47700。

U-47700, 3,4-二氯-N -((1 R ,2 R )-2-(二甲基氨基)环己基) -N-甲基苯甲酰胺，是一种新型合成阿片类药物(NSO)，由Upjohn公司于70 年代后期。具有体内强效活性比吗啡大 10 倍，U-47700 因其易于合成而成为一种广泛滥用的药物，而且直到最近，执法部门还缺乏强有力的检测方法。U-47700 已在假冒羟考酮药片中被发现，是“灰色死亡”的关键成分。由于它在过去 5 年中在世界范围内出现，现在它在美国是一种附表 I 药物，在世界范围内也有类似的指定；此外，在尸检中，发现 U-47700 与流行艺术家普林斯的死亡有关。本综述将捕捉 U-47700 超过 40 年的历史，并深入探讨该DARK的合成、药物化学、体外/体内药理学、药物代谢（来自死后过量病例）和社会影响化学神经科学的经典之作。