Oxymorphone phenylhydrazone

A detailed overview of Oxymorphone phenylhydrazone

Oxymorphone phenylhydrazone is a chemical compound derived from oxymorphone, an opioid analgesic. It is a member of the phenylhydrazone class of compounds, which are characterized by the presence of a phenylhydrazone group attached to a ketone or aldehyde.

Chemical Structure and Properties

Oxymorphone phenylhydrazone is synthesized by the reaction of oxymorphone with phenylhydrazine. The chemical structure of oxymorphone phenylhydrazone includes a morphinan backbone, which is typical of opioid compounds, with a phenylhydrazone moiety attached to the 6-keto group of oxymorphone.

Molecular Formula: C₁₇H₁₉N₃O₃

Molecular Weight: 301.35 g/mol

Pharmacology

The pharmacological properties of oxymorphone phenylhydrazone are not as well-studied as those of its parent compound, oxymorphone. However, it is expected to retain some opioid activity due to its structural similarity to oxymorphone. The phenylhydrazone modification may alter its binding affinity to opioid receptors, potentially affecting its potency and efficacy.

Synthesis

The synthesis of oxymorphone phenylhydrazone involves the reaction of oxymorphone with phenylhydrazine under acidic or basic conditions. This reaction results in the formation of a hydrazone linkage between the carbonyl group of oxymorphone and the amino group of phenylhydrazine.

Potential Applications

While oxymorphone phenylhydrazone itself is not used clinically, the study of such derivatives can provide insights into the structure-activity relationships of opioid compounds. Understanding these relationships can aid in the design of new analgesics with improved efficacy and reduced side effects.

Safety and Toxicology

As with many opioid derivatives, oxymorphone phenylhydrazone may pose risks of toxicity and dependence. Detailed toxicological studies are necessary to fully understand its safety profile.

Also see

• Oxymorphone
• Opioid analgesic
• Phenylhydrazone
• Structure-activity relationship