27204-57-5Relevant articles and documents
Oxidation of diclofenac sodium by diperiodatoargantate(III) in aqueous alkaline medium and its determination in urine and blood by kinetic methods
Naik,Chimatadar,Nandibewoor
, p. 336 - 346 (2010)
The kinetics and oxidation of diclofenac sodium (DFS) by diperiodatoargentate(III) (DPA) in alkaline medium at 298 K and at a constant ionic strength of 0.60 mol dm-3 were studied spectrophotometrically. The oxidation products were [2-(2,6-dicloro-phynylamino)- phenyl]-methenol and Ag(I), identified by LC-ESI-MS and IR spectral studies. The reaction between DFS and DPA in alkaline medium exhibits 1:1 stoichiometry. The reaction is first order in [DPA] and has a less than unit order dependence each in [DFS] and [alkali]. Increasing concentrations of IO4- retard the reaction. The active species of DPA proposed to be monoperi- odatoargentate(III), and a mechanism is suggested. The rate constants involved in the different steps of the mechanism were determined and are discussed. The activation parameters with respect to a rate-limiting step of the mechanism were determined. The thermodynamic quantities were also determined. Using the oxidation of DFS by DPA, DFS was analyzed by kinetic methods in urine and blood sample. The proposed method enables DFS analysis in the range from 5.0 × 10-5 to 5.0 x 10-3 mol dm-3.
Spectral and mechanistic investigation of the osmium(VIII) catalyzed oxidation of diclofenac sodium by the copper(III) periodate complex in aqueous alkaline medium
Lamani, Shekappa D.,Naik, Praveen N.,Nandibewoor, Sharanappa T.
, p. 1290 - 1310 (2010)
The kinetics of the osmium(VIII) (Os(VIII)) catalyzed oxidation of diclofenac sodium (DFS) by diperiodatocuprate(III) (DPC) in aqueous alkaline medium has been studied spectrophotometrically at a constant ionic strength of 1.0 mol·dm-3. The reaction showed first order kinetics in [Os(VIII)] and [DPC] and less than unit order with respect to [DFS] and [alkali]. The rate decreased with increase in [periodate]. The reaction between DFS and DPC in alkaline medium exhibits 1:2 [DFS]:[DPC] stoichiometry. However, the order in [DFS] and [OH-] changes from first order to zero order as their concentration increases. Changes in the ionic strength and dielectric constant did not affect the rate of reaction. The oxidation products were identified by LC-ESI-MS, NMR, and IR spectroscopic studies. A possible mechanism is proposed. The reaction constants involved in the different steps of the mechanism were calculated. The catalytic constant (K C) was also calculated for Os(VIII) catalysis at the studied temperatures. From plots of log∈10 K C versus 1/T, values of activation parameters have been evaluated with respect to the catalytic reaction. The activation parameters with respect to the slow step of the mechanism were computed and discussed, and thermodynamic quantities were also determined. The active osmium(VIII) and copper(III) periodate species have been identified.
Phosphonic acid analogs of diclofenac: An Arbuzov reaction of trimethylphosphite with an ortho-quinonoid intermediate
Mugrage, Ben,Diefenbacher, Clive,Somers, Joe,Parker, David T.,Parker, Tonia
, p. 2047 - 2050 (2007/10/03)
The phosphonic acid analog of the NSAID Diclofenac was efficiently synthesized via an Arbuzov reaction between 2-(2,6-dichloroanilino)benzyl alcohol and trimethyl phosphite followed by TMSBr promoted dealkylation. Seven related phosphonic acids were synth