Fentanyl azepane
Synthetic opioid analgesic
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Fentanyl azepane is a synthetic opioid analgesic that is structurally related to fentanyl. It is part of the piperidine class of opioids and is known for its potent analgesic properties. Fentanyl azepane is primarily used in research settings and is not commonly used in clinical practice.
Chemical Structure and Properties
Fentanyl azepane is characterized by the presence of an azepane ring, which is a seven-membered nitrogen-containing ring. This structural modification distinguishes it from other fentanyl analogs. The chemical formula of fentanyl azepane is C24H32N2.
The presence of the azepane ring in its structure is believed to influence its binding affinity to the mu-opioid receptor, which is the primary target for opioid analgesics. This modification may also affect the pharmacokinetics and pharmacodynamics of the compound.
Pharmacology
Fentanyl azepane acts as an agonist at the mu-opioid receptor, similar to other opioids. This receptor is responsible for mediating the analgesic effects of opioids, as well as their potential for abuse and dependence. The potency of fentanyl azepane is comparable to that of fentanyl, making it a subject of interest in the study of opioid receptor interactions.
Synthesis
The synthesis of fentanyl azepane involves the modification of the piperidine ring found in fentanyl to form the azepane ring. This process requires specific chemical reactions that introduce the seven-membered ring structure while maintaining the overall integrity of the molecule.
Potential Uses and Research
While fentanyl azepane is not used clinically, it is valuable in research for studying the structure-activity relationships of opioid compounds. Researchers use it to explore how modifications to the fentanyl structure can alter its pharmacological properties, which can inform the development of new analgesics with improved safety profiles.
Safety and Legal Status
Due to its potency and potential for abuse, fentanyl azepane is subject to strict regulatory controls in many jurisdictions. It is classified as a controlled substance, and its use is typically restricted to research settings.
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Contributors: Prab R. Tumpati, MD