18,19-Dehydrobuprenorphine

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A semi-synthetic opioid derived from buprenorphine

18,19-Dehydrobuprenorphine

18,19-Dehydrobuprenorphine




Chemical nomenclature
IUPAC name (2S)-2-[(5R,6R,7R,14S)-17-cyclopropylmethyl-3-hydroxy-6-methoxy-6,14-ethano-14H-dibenzo[a,g]quinolizin-7-yl]-3,3-dimethylbutan-2-ol


























18,19-Dehydrobuprenorphine is a semi-synthetic opioid derived from buprenorphine. It is a potent analgesic and is primarily used in research settings to study opioid receptor interactions.

Chemical structure and properties[edit]

18,19-Dehydrobuprenorphine is structurally similar to buprenorphine, with the primary difference being the presence of a double bond between the 18 and 19 positions on the molecular structure. This modification can affect the compound's binding affinity and activity at the opioid receptors.

Pharmacology[edit]

18,19-Dehydrobuprenorphine acts as a partial agonist at the mu-opioid receptor and an antagonist at the kappa-opioid receptor. This dual action is similar to that of buprenorphine, but the presence of the additional double bond may alter its pharmacokinetic and pharmacodynamic properties.

Mechanism of action[edit]

The compound binds to the mu-opioid receptors in the central nervous system, leading to analgesic effects. Its action as a kappa-opioid receptor antagonist may contribute to its reduced potential for causing dysphoria compared to full kappa agonists.

Clinical significance[edit]

While 18,19-Dehydrobuprenorphine is not used clinically, its study provides valuable insights into the development of new analgesics with potentially improved safety profiles. Understanding its interaction with opioid receptors can aid in the design of drugs that minimize the risk of opioid addiction and other side effects.

Research applications[edit]

Research involving 18,19-Dehydrobuprenorphine focuses on its receptor binding characteristics and its potential use as a tool in neuroscience to explore opioid receptor function. It is also used in studies aimed at developing new therapeutic agents for pain management.

Related pages[edit]

Gallery[edit]

  • Chemical structure of 18,19-Dehydrobuprenorphine
    Chemical structure of 18,19-Dehydrobuprenorphine

18,19-Dehydrobuprenorphine[edit]

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