66067-43-4Relevant articles and documents
Water concentration dependent photochemistry of ketoprofen in aqueous solutions
Li, Ming-De,Du, Yong,Chuang, Yung Ping,Xue, Jiadan,Phillips, David Lee
, p. 4800 - 4808 (2010)
Ketoprofen is an important photosensitive drug molecule that has received much attention for the study of its photochemistry in different solvents. In this paper, nanosecond time-resolved resonance Raman spectroscopy was utilized to investigate the photochemistry of ketoprofen in aqueous solutions with varying water concentrations. The rate constants and reaction mechanism of ketoprofen are strongly dependent on the concentration of the solvent. In neat acetonitrile and solvents with low concentrations of water (like water-acetonitrile ≤ 1:1, v/v), ketoprofen exhibits mostly benzophenone-like photochemistry to generate a triplet state which in turn produces a ketyl radical-like species by a hydrogen abstraction reaction. However, in solvents with very high concentrations of water (such as water-acetonitrile ≥ 9:1, v/v), the triplet state ketoprofen is observed first and then undergoes a prompt decarboxylation process to form a triplet protonated biradical carbanion species. For solvents with moderate higher water concentrations (such as between 50% and 90% water by volume), the hydrogen abstraction and decarboxylation processes are two competitive pathways with different rate constants. The triplet state of ketoprofen will simultaneously produce a ketyl radical species and a triplet protonated biradical carbanion species with the amount of each species dependent on the water concentration. the Owner Societies.
Increasing the life expectancy of carbanions by zeolite inclusion
Chretien, Michelle N.,Cosa, Gonzalo,Garcia, Hermenegildo,Scaiano
, p. 2154 - 2155 (2002)
Carbanions have been detected for the first time in zeolite cavities where their lifetime is more than ten times longer than in solution; included carbanions show Grignard-like behaviour.
Photochemical reaction of 2-(3-benzoylphenyl)propionic acid (ketoprofen) with basic amino acids and dipeptides
Suzuki, Tadashi,Shinoda, Mio,Osanai, Yohei,Isozaki, Tasuku
, p. 9662 - 9668 (2013)
Photoreaction of 2-(3-benzoylphenyl)propionic acid (ketoprofen, KP) with basic amino acids (histidine, lysine, and arginine) and dipeptides (carnosine and anserine) including a histidine moiety in phosphate buffer solution (pH 7.4) has been investigated w
A remarkably long-lived benzyl carbanion
Laferriere, Marie,Sanrame, Carlos N.,Scaiano
, p. 873 - 875 (2004)
(Equation presented) The photochemistry of ketoprofen, a widely used nonsteroidal antiinflammatory drug (NSAID) has been the subject of several studies as a result of its known phototoxicity. Photolysis of ketoprofen leads to 3-ethylbenzophenone, a proces
Triplet Photoreactivity of the Diaryl Ketone Tiaprofenic Acid and Its Decarboxylated Photoproduct. Photobiological Implications
Encinas, Susana,Miranda, Miguel A.,Marconi, Giancarlo,Monti, Sandra
, p. 420 - 425 (1998)
The 2-benzoylthiophene chromophore of the photosensitizing drug tiaprofenic acid and of its decarboxylated derivative is characterized by a unusually high energy gap between the T1 (π,π*) and T2 (n,π*) excited states, which makes thi
Photoinduced Proton-Transfer Polymerization: A Practical Synthetic Tool for Soft Lithography Applications
Khan, Anzar,Yeo, Hyunki
, p. 3479 - 3488 (2020/02/27)
Proton-transfer photopolymerization through the thiol-epoxy click reaction is shown to be a versatile new method for the fabrication of micro- A nd nanosized polymeric patterns. In this approach, complexation of a guanidine base, diazabicycloundecene (DBU), with benzoylphenylpropionic acid (ketoprofen) generates a photolabile salt. Under illumination at a wavelength of 365 nm, the salt undergoes a photodecarboxylation reaction to release DBU as a base. The base-catalyzed ring opening reaction then creates cross-linked poly(β-hydroxyl thio-ether) patterns. The surface chemistry of these patterns can be altered through alkylation of the thio-ether linkages. For example, a reaction with bromoacetic acid produces a hitherto unknown sulfonium/carboxylate-based zwitterionic motif that endows antibiofouling capacity to the micropatterns.
Ketoprofen as a photoinitiator for anionic polymerization
Wang, Yu-Hsuan,Wan, Peter
, p. 1120 - 1126 (2015/06/17)
A new photoinitiating system for anionic polymerization of acrylates based on the efficient photodecarboxylation of Ketoprofen (1) and the related derivatives 3 and 4 that generate the corresponding carbanion intermediates is presented. Carbanion intermediates are confirmed by deuterium incorporation in the trapped Michael adducts and by spectroscopic detection using laser flash photolysis (LFP). This novel anionic initiating system features excitation in the near UV and visible regions, potential characteristics of photocontrolled living polymerization, and metal-free photoinitiators generated from photoexcitation, different from typical anionic polymerization where the polymerizations are initiated by heat and strong base containing alkali metals.