New sulfur-containing morphine-6-glucuronide derivatives, useful for treating pain, have high affinity for the kappa opioid receptors

摘要

Morphine-6-glucuronide derivatives (I) and their salts are new. Morphine-6-glucuronide derivatives of formula (I) and their salts are new; [Image] R 1>1-10C linear or branched alkyl, optionally substituted one or more times and/or interrupted by one or more of O, S and NH; and R 2>hydrogen, 1-5C alkyl, linear or branched, monocyclic (hetero)aryl or 1-5Calkylaryl, optionally substituted by 1-4C alkyl. An independent claim is also included for the preparation of (I). ACTIVITY : Analgesic; Antimigraine. In a tail-flick test in mice, morphine-6-glucuronide (M6G) and M6G-cysteamide (I; with R 1> = CH 2CH 2 and R 2> = CH 2CH(COOH)) had the same activity when administered subcutaneously. MECHANISM OF ACTION : Binding to opioid receptors.