6,14-Endoethenotetrahydrooripavine

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Chemical compound


6,14-Endoethenotetrahydrooripavine is a chemical compound that belongs to the class of opioids. It is a derivative of thebaine, an alkaloid found in the opium poppy (Papaver somniferum). This compound is of interest in the field of medicinal chemistry due to its potential pharmacological properties.

Chemical Structure

Chemical structure of 6,14-Endoethenotetrahydrooripavine

6,14-Endoethenotetrahydrooripavine is characterized by its complex polycyclic structure. The compound features a bridged bicyclic system, which is a common motif in many opioid compounds. The presence of the "endoetheno" bridge is a distinctive feature that influences the compound's binding affinity and activity at opioid receptors.

Synthesis

The synthesis of 6,14-Endoethenotetrahydrooripavine typically involves the chemical modification of thebaine. Thebaine itself is extracted from the opium poppy and serves as a precursor for many semi-synthetic opioids. The synthesis process involves several steps, including the formation of the endoetheno bridge, which is crucial for the compound's unique properties.

Pharmacology

6,14-Endoethenotetrahydrooripavine acts on the opioid receptors in the central nervous system. These receptors are part of the G protein-coupled receptor family and are involved in modulating pain, mood, and reward. The compound's interaction with these receptors can lead to analgesic effects, making it a potential candidate for pain management therapies.

Potential Applications

Due to its opioid activity, 6,14-Endoethenotetrahydrooripavine is studied for its potential use in developing new analgesic drugs. Researchers are interested in its ability to provide pain relief with potentially fewer side effects compared to traditional opioids. However, like other opioids, there is a risk of addiction and abuse, which is a significant consideration in its development.

Safety and Regulation

As with many opioid compounds, the use of 6,14-Endoethenotetrahydrooripavine is subject to strict regulatory controls. Its potential for abuse and addiction necessitates careful monitoring and regulation by health authorities. Research into its safety profile is ongoing to better understand its effects and potential risks.

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Contributors: Prab R. Tumpati, MD