4.6 Review

Recent Developments in the Chemistry of Thebaine and its Transformation Products as Pharmacological Targets

Journal

CURRENT MEDICINAL CHEMISTRY
Volume 16, Issue 25, Pages 3215-3242

Publisher

BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/092986709788803295

Keywords

Thebaine; morphinandiene; opioid activity; dopamine activity; orvinols

Funding

  1. National Science Foundation [NI61336, F061607]

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The most practical synthetic routes to the preparation of as important pharmaceuticals as oxycodone, naloxone, naltrexone, nalbuphine and buprenorphine have utilized the alkaloid, thebaine, as a starting material. This review intends to focus on chemical transformations of morphinans which resulted in morphinandiene derivatives with well-established and novel pharmacological potencies. These chemical transformations were mainly associated with the formation and substitution of the unique diene structure of the ring C of the morphinan backbone.

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