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DARK Classics in Chemical Neuroscience: Heroin and Desomorphine.

Opioids are arguably one of the most important pharmacologic classes, mainly due to their rich history, their useful and potent analgesic effects, and also - just as importantly - to their "Dark Side," constituted by their reinforcing properties that have led countless of users to a spiral of addiction, biological dependence, tolerance, withdrawal syndromes, and death. Among the most significant abused and addictive known opioids are heroin and desomorphine, both synthetic derivatives of morphine that belong to the 4,5-epoxymorphinan structural chemical group of the opioid family drugs. These agents not only share structural, pharmacological, and epidemiological features, but also a common geographical distribution. A drop in Afghan heroin production and its "exports" to Russia gave rise to a wide consumption of desomorphine in ex-Soviet republics during the first decade of 21st century, representing an economical and accessible alternative for misusers to this sort of derivative. Herein we review a state of the art of history, chemistry and synthesis, pharmacology, and impact on society of these "cursed cousins."