Chemistry:Piketoprofen

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Piketoprofen (INN; trade names Calmatel, Picalm) is a nonsteroidal anti-inflammatory drug (NSAID) for topical use in form of a cream.[1][2]

Chemically, it is the 4-picolineamide of the NSAID ketoprofen.

Synthesis

Thionyl chloride reacts with ketoprofen to form its acid chloride (2). Amide formation with 2-amino-4-methylpyridine (3) gives piketoprofen.[3][4]

References

  1. ↑ "Percutaneous absorption of piketoprofen in rabbits: effect of nonionic surface-active agents". Il Farmaco; Edizione Pratica 41 (5): 177–83. May 1986. PMID 3487466. 
  2. ↑ "Double-Blind, Double-Dummy Comparative Study of Local Action Transcutaneous Flurbiprofen (Flurbiprofen LAT) versus Piketoprofen Cream in the Treatment of Extra-Articular Rheumatism". Clin Drug Investig 21 (2): 95–102. 2001. doi:10.2165/00044011-200121020-00002. 
  3. ↑ Spickett, R.G.W; Noverola, A.V; Soto, J.P, "Amide derivatives of 3-benzoyl-phemylalkanoic acids", GB patent 1436502, issued 1976-05-19, assigned to Antonio Gallardo S A
  4. ↑ "Piketoprofen". Thieme. https://pharmaceutical-substances.thieme.com/ps/search-results?docUri=KD-16-0098. 



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