60633-18-3Relevant articles and documents
Triphenylphosphonium salts of 1,2,4-benzothiadiazine 1,1-dioxides related to diazoxide targeting mitochondrial ATP-sensitive potassium channels
Constant-Urban, Céline,Charif, Mounia,Goffin, Eric,Van Heugen, Jean-Claude,Elmoualij, Bena?ssa,Chiap, Patrice,Mouithys-Mickalad, Ange,Serteyn, Didier,Lebrun, Philippe,Pirotte, Bernard,De Tullio, Pascal
, p. 5878 - 5881 (2013/10/22)
The present work aims at identifying new ion channel modulators able to target mitochondrial ATP-sensitive potassium channels (mitoKATP channels). An innovative approach should consist in fixing a cationic and hydrophobic triphenylphosphonium f
Novel Synthesis of ω-(Diphenylphosphinyl)alkylcarboxylic Acids from Triphenyl-ω-carboxyalkylphosphonium Salts
Narayanan, Kolazi S.,Berlin, K. Darrell
, p. 2240 - 2243 (2007/10/02)
A novel method for the synthesis of triphenylphosphonium salts of the type (C6H5)3P+(CH2)nCO2H,X- (1: n=2,3; X=Cl; n=5,10,11; X=Br) from the corresponding ω-haloalkylcarboxylic acids and triphenylphosphine has been described.When members of 1 were treated with NaH/Me2SO/THF at room temperature under N2, the corresponding ω-(diphenylphosphinyl)alkylcarboxylic acids 2 (n=3,5,10,11) were isolated.The yields were good (62-75percent) for compounds with longer side chains (n=10,11).In one case (n=3), (C6H5)3P was isolated as a side product (yield 20percent).Attempts to prepare the Wittig reagents from 1 and the subsequent reaction with aldehydes (benzaldehyde and 9-anthraldehyde) failed to yield the expected alkenes.However, members of 2 were produced, and it was possible to recover >90percent of the unreacted 9-anthraldehyde.The structures of the compounds in the series 1 and 2 have been established via the spectral properties and elemental analyses.The 31P and 13C chemical shifts as well as C-P coupling constants have been evaluated and analyzed.A tentative mechanism has been proposed for the formation of 2 from 1.
