Piketoprofen Explained

Iupac Name:	2-(3-Benzoylphenyl)-N-(4-methyl-2-pyridyl)propionamide
Tradename:	Calmatel, Picalm
Routes Of Administration:	Topical (cream)
Cas Number:	60576-13-8
Atc Prefix:	M02
Atc Suffix:	AA28
Pubchem:	68801
Chemspiderid:	62038
Unii:	362QBC4NL0
Kegg:	D08374
Chembl:	2106966
C:	22
H:	20
N:	2
O:	2
Smiles:	Cc1ccnc(c1)NC(=O)C(C)c2cccc(c2)C(=O)c3ccccc3
Stdinchi:	1S/C22H20N2O2/c1-15-11-12-23-20(13-15)24-22(26)16(2)18-9-6-10-19(14-18)21(25)17-7-4-3-5-8-17/h3-14,16H,1-2H3,(H,23,24,26)
Stdinchikey:	ASFKKFRSMGBFRO-UHFFFAOYSA-N

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]}

Notes and References

1. Fabregas JL, Cucala J, Segura J, Tarrus E . Percutaneous absorption of piketoprofen in rabbits: effect of nonionic surface-active agents . Il Farmaco; Edizione Pratica . 41 . 5 . 177–83 . May 1986 . 3487466 .
2. Burgos A, Busquier MP, Reino JG, Ferreiro JL, Navarro F, Valverde J, Moreno E . 56907918 . 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 . 2001 . 21 . 2 . 95–102 . 10.2165/00044011-200121020-00002 .
3. GB . 1436502 . patent . 1976-05-19 . 1974-10-04 . 1973-10-04 . Spickett, R.G.W; Noverola, A.V; Soto, J.P . Amide derivatives of 3-benzoyl-phemylalkanoic acids . Antonio Gallardo S A .
4. Web site: Piketoprofen . Thieme . 2024-07-02.