title: Isolation and identification of a new sildenafil analogue adulterated in energy drink: propoxyphenyl sildenafil.
abstract: A new sildenafil analogue was found to be added illegally to a energy drink marketed for the enhancement of sexual function. The structure was determined as 1-[4-propoxy-3-(6,7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)phenylsulfonyl]-4-methylpiperazine. Owing to the inclusion of one more methyl group to sildenafil (on C-21), the detected compound was called "propoxyphenyl sildenafil". The sample was purified with column chromatography. The UV, IR, LC/MS (ESI) and completely assigned NMR data of propoxyphenyl sildenafil is reported. Having compared the structure with sildenafil, the results showed that the 2-ethoxy group (at the position on C-19) has been replaced by propoxy group.
authors.affiliation: Central Instrumental Analysis II Laboratory, Faculty of Pharmacy, Ankara University, 06100 Tandogan, Ankara, Turkey.
authors.forename: Mehmet
authors.initials: M
authors.lastname: Alp
authors.forename: Maksut
authors.initials: M
authors.lastname: Coşkun
authors.forename: Hakan
authors.initials: H
authors.lastname: Göker
mesh_terms: D002853:Chromatography, Liquid / Q000379:methods; D061215:Energy Drinks / Q000032:analysis*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D013058:Mass Spectrometry / Q000379:methods; D010879:Piperazines / Q000032:analysis*; D011687:Purines / Q000032:analysis; D000068677:Sildenafil Citrate; D013055:Spectrophotometry, Infrared / Q000379:methods; D013056:Spectrophotometry, Ultraviolet / Q000379:methods; D013450:Sulfones / Q000032:analysis*
chemical_list: D010879:Piperazines; D011687:Purines; D013450:Sulfones; D000068677:Sildenafil Citrate