Piketoprofen
Chemical compound
- M02AA28 (WHO)
- 2-(3-Benzoylphenyl)-N-(4-methyl-2-pyridyl)propionamide
- 60576-13-8
- 68801
- 62038
- 362QBC4NL0
- D08374
- ChEMBL2106966
- DTXSID801021570
- Interactive image
- Cc1ccnc(c1)NC(=O)C(C)c2cccc(c2)C(=O)c3ccccc3
InChI
- InChI=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)
- Key: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
![](http://upload.wikimedia.org/wikipedia/commons/thumb/9/9b/Piketoprofen_synthesis.svg/500px-Piketoprofen_synthesis.svg.png)
The halogenation of ketoprofen [22071-15-4] (1) with thionyl chloride gives 2-(3-benzoylphenyl)propanoyl Chloride, PC10912667 (2). Amide formation with 2-amino-4-methylpyridine [695-34-1] (3) completes the synthesis of piketoprofen (4).
References
- ^ Fabregas JL, Cucala J, Segura J, Tarrus E (May 1986). "Percutaneous absorption of piketoprofen in rabbits: effect of nonionic surface-active agents". Il Farmaco; Edizione Pratica. 41 (5): 177–83. PMID 3487466.
- ^ Burgos A, Busquier MP, Reino JG, Ferreiro JL, Navarro F, Valverde J, Moreno E (2001). "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. doi:10.2165/00044011-200121020-00002. S2CID 56907918.
- ^ Spickett, R.G.W. et al, Eur. J. Med. Chem.-Chim. Ther. 1976, 11, 7.
- ^ R. G. W. Spickett, et al., GB1436502 (1976 to Antonio Gallardo S A).
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Topical products for joint and muscular pain (M02)
preparations,
non-steroids
Pyrazolidines | |
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Acetic acid derivatives | |
Other |
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