Phenampromide

Phenampromide
Systematic (IUPAC) name
N-(1-methyl-2-piperidin-1-ylethyl)-N-phenylpropanamide
Clinical data
  • AU: Prohibited (S9)
Identifiers
129-83-9 
None
PubChem CID 8523
ChemSpider 16735960 Yes
UNII 0600L2M6EZ Yes
Chemical data
Formula C17H26N2O
274.40 g/mol
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Phenampromide is an opioid analgesic from the ampromide family of drugs, related to other drugs such as propiram and diampromide. It was invented in the 1960s[1] by American Cyanamid Co.[2] Although never given a general release, it was trialled and 50mg codeine ≈ 60mg phenampromide. Tests on the 2 isomers showed that all of the analgesic effects were caused by the (S) isomer.

Phenampromide produces similar effects to other opioids, including analgesia, sedation, dizziness and nausea.

References

  1. Portoghese PS. Stereochemical Studies on Medicinal Agents II. Absolute Configuration of (-)-Phenampromide. Journal of Medicinal Chemistry. 1965 Mar;8:147-50.
  2. US Patent 3016382