N-Phenethyl-4-piperidinone

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N-Phenethyl-4-piperidinone

Synthesis pathway from N-Phenethyl-4-piperidinone to fentanyl

N-Phenethyl-4-piperidinone (NPP) is a chemical compound that serves as a key intermediate in the synthesis of various pharmaceuticals, including the potent opioid analgesic fentanyl. NPP is a piperidinone derivative, characterized by the presence of a phenethyl group attached to the nitrogen atom of the piperidinone ring.

Chemical Structure

N-Phenethyl-4-piperidinone has the chemical formula C13H17NO. The structure consists of a piperidinone ring, which is a six-membered ring containing five carbon atoms and one nitrogen atom, with a ketone group (C=O) at the 4-position. The phenethyl group is attached to the nitrogen atom, providing the compound with its distinctive properties.

Synthesis

NPP is synthesized through a series of chemical reactions starting from simpler precursors. The synthesis typically involves the formation of the piperidinone ring followed by the introduction of the phenethyl group. This compound is a crucial precursor in the synthesis of fentanyl, where it undergoes further chemical transformations to produce the final opioid product.

Applications

The primary application of N-Phenethyl-4-piperidinone is in the pharmaceutical industry, where it is used as an intermediate in the synthesis of fentanyl and its analogs. Fentanyl is a powerful synthetic opioid used for pain management, particularly in cases where patients are tolerant to other opioids.

Safety and Regulation

Due to its role in the synthesis of fentanyl, NPP is subject to strict regulatory controls in many countries. It is classified as a precursor chemical, and its production, distribution, and use are monitored to prevent its diversion for illicit drug manufacturing.

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Contributors: Prab R. Tumpati, MD