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U-77891

U-77891 is an opioid analgesic drug that was first synthesized in 1983 by the Upjohn company. It was originally synthesized to prove that the removal of a single methylene spacer of the benzamide would alter a κ-opioid receptor agonist such as U-50488 into an μ-opioid receptor agonist, as well as producing a semi-rigid derivative of U-47700. This would help elucidate the relative positions of the hydrogen-bond acceptors and substituted aromatic system to find the compound with the lowest K<sub>i</sub> value in a series of benzamide opioids dating back to the 1970s. The original work found a mixture of agonists and antagonists.

U-77891 acts as an agonist of the μ-opioid, δ-opioid and κ-opioid receptors with K<sub>i</sub> values of 2, 105, and 2300 nM, respectively. The compound has ED<sub>50</sub> values of 0.02&nbsp;mg/kg and 0.21&nbsp;mg/kg in mouse phenylquinone writhing and tail-flick assays. One reason for the high potency is the LogP of 4.57, allowing it to accumulate in fatty tissue such as the brain.

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