Naltrexone-3-salicylate (a Prodrug of Naltrexone): Synthesis and Pharmacokinetics in Dogs

  title={Naltrexone-3-salicylate (a Prodrug of Naltrexone): Synthesis and Pharmacokinetics in Dogs},
  author={Munir A. Hussain and Eli. Shefter},
  journal={Pharmaceutical Research},
Naltrexone-3-salicylate (3), a prodrug of naltrexone (1), was prepared by a simple procedure from naltrexone-3-acetylsalicylate (2). The plasma (dog and human) hydrolysis half-life of 3 was found to be approximately 30 min. Compound 2 was previously shown to hydrolyze in dog and human plasma with a fast deacetylation step to 3, followed by slower hydrolysis of 3 to 1 (t1/2, ∼30 min). Oral naltrexone bioavailability was greatly improved (∼30-fold) after oral administration of 3 to dogs, similar… 

The preclinical development of Medisorb Naltrexone, a once a month long acting injection, for the treatment of alcohol dependence.

  • R. Dean
  • Biology, Medicine
    Frontiers in bioscience : a journal and virtual library
  • 2005
Oral naltrexone, a nonselective opioid antagonist, is approved for the treatment of alcohol and opioid dependence. However, the efficacy of oral naltrexone is limited by poor patient compliance. To

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