14094-08-7Relevant academic research and scientific papers
Disposition and metabolism of dipropyl disulphide in vivo in rat
Germain,Semon,Siess,Teyssier
, p. 87 - 97 (2008)
The metabolism of dipropyl disulphide (DPDS), a sulphur compound from onion, was investigated in vivo in the rat. A single dose (200 mg kg-1) was administered by gastric intubation and the time courses of DPDS and its metabolites were followed over 48 h by gas chromatography coupled with mass spectrometry in the stomach, intestine, liver, and blood. DPDS was detected in the stomach where it was transformed into propyl mercaptan, whereas the liver contained only traces of DPDS and none at all in the other examined organs. The metabolites methylpropyl sulphide, methylpropyl sulphoxide (MPSO), and methylpropyl sulphone (MPSO2) were sequentially formed in the liver. The route of elimination from the liver seemed to be mainly via the blood. The bile also participated in the excretory process, but only for MPSO2. The pharmacokinetic parameters were determined for all of the above compounds. Whereas the bioavailability of DPDS was very low (0.008 h mM), the areas under the curve were higher for the S-oxidized metabolites MPSO and MPSO2, i.e. 9.64 and 24.15 h mM, respectively. The half-lives for DPDS and its metabolites varied between 2.0 and 8.25 h, except for MPSO2, which had a half-life of 29.6 h. MPSO2 was the most abundant and persistent of these metabolites.
Unified Approach to Imidodiphosphate-Type Br?nsted Acids with Tunable Confinement and Acidity
Schwengers, Sebastian A.,De, Chandra Kanta,Grossmann, Oleg,Grimm, Joyce A. A.,Sadlowski, Natascha R.,Gerosa, Gabriela G.,List, Benjamin
supporting information, p. 14835 - 14844 (2021/09/18)
We have designed and realized an efficient and operationally simple single-flask synthesis of imidodiphosphate-based Br?nsted acids. The methodology proceedsviaconsecutive chloride substitutions of hexachlorobisphosphazonium salts, providing rapid access to imidodiphosphates (IDP), iminoimidodiphosphates (iIDP), and imidodiphosphorimidates (IDPi). These privileged acid catalysts feature a broad acidity range (pKafrom ~11 to 95:5 er) sulfoxidation of methyln-propyl sulfide. Furthermore, the methodology delivers a novel, rationally designed super acidic catalyst motif, imidodiphosphorbis(iminosulfonylimino)imidate (IDPii), the extreme reactivity of which exceeds commonly employed super-Br?nsted acids, such as trifluoromethanesulfonic acid. The unique reactivity of one such IDPii catalyst has been demonstrated in the first α-methylation of a silyl ketene acetal with methanol as the electrophilic alkylating reagent.
Vanadium (IV) complexes with Schiff base ligands derived from 2,3-diaminopyridine as catalyst for the oxidation of sulfides to sulfoxides with H2O2
Zabardasti, Abedien,Shangaie, Sayed Asad
, p. 57 - 64 (2019/01/14)
Sulfoxides are substances used in the synthesis of valuable complexes and as drugs in medicine. Sulfides were selectively oxidized to the corresponding sulfoxides in proper yields with (H2O2) hydrogen peroxide applying a vanadium (IV) Schiff base complex in the role of a catalyst in glacial acetic acid in the role of solvent beneath mild conditions. For the conversion of sulfides to sulfoxides of various catalysts are applied. It must be noted that in our previous article, the vanadyl complexes (VOY1) synthesized were applied as a catalyst in the epoxidation of styrene (Zabardasti and Shangaie, J Iran Chem Soc 13:1875–1886, 2016) but in the new work, vanadium (IV) complexes with Schiff base ligands derived from 2,3-diaminopyridine were used to as catalyst for the oxidation of sulfides to sulfoxides with H2O2. To the most of our information, there is not any literature description on the selective oxidation of sulfides to sulfoxides by means of a vanadium (IV) Schiff base complex with N, O donor ligand derived from 2,3-diaminopyridine catalyst beneath these conditions. Dimethyl sulfide was chosen as a pattern substrate for optimization experiments. Oxidation of sulfides was functioned at 25?°C temperature in the attendance of a catalytic quantity of the vanadium (IV) complex or (VOY1) utilizing 20% H2O2 in the role of the oxidant, Scheme 1 and glacial acetic acid in the role of the solvent.
Synthesis and oxidation catalysis of a Ti-substituted phosphotungstate, and identification of the active oxygen species
Takahashi, Eri,Kamata, Keigo,Kikukawa, Yuji,Sato, Sota,Suzuki, Kosuke,Yamaguchi, Kazuya,Mizuno, Noritaka
, p. 4778 - 4789 (2015/10/05)
In this paper, we report the synthesis of a Ti-substituted phosphotungstate, TBA6[(γ-PW10O36)2Ti4(μ-O)2(μ-OH)4] (I, TBA = tetra-n-butylammonium), and its application to H2O2-based oxidation. Firstly, an organic solvent-soluble dilacunary phosphotungstate precursor, TBA3[γ-PW10O34(H2O)2] (PW10), has been synthesized. By the reaction of PW10 and TiO(acac)2 (acac = acetylacetonate) in an organic medium (acetonitrile), I can be obtained. Compound I possesses a tetranuclear Ti core which can effectively activate H2O2 and shows high catalytic performance for several oxidation reactions, such as epoxidation of alkenes, oxygenation of sulfides, oxidative bromination of unsaturated compounds, and hydroxylation of anisole, giving the corresponding oxidation products with high efficiencies and selectivities. The catalytic performance of I is much superior to those of previously reported Ti-substituted polyoxometalates. In addition, I is highly durable during catalysis and can be reused several times while keeping its high catalytic performance. Furthermore, we have successfully isolated the truly catalytically active species for the present I-catalyzed oxidation, TBA6[(γ-PW10O36)2Ti4(μ-η2:η2-O2)4] (II), and its anion structure has been determined by X-ray crystallographic analysis. All of the four Ti2-μ-η2:η2-peroxo species in II are active for stoichiometric oxidation (without H2O2), and II is included in the catalytic cycle for I-catalyzed oxidation.
Dynamic kinetic resolution of allylic sulfoxides by Rh-catalyzed hydrogenation: A combined theoretical and experimental mechanistic study
Dornan, Peter K.,Kou, Kevin G. M.,Houk,Dong, Vy M.
, p. 291 - 298 (2014/01/23)
A dynamic kinetic resolution (DKR) of allylic sulfoxides has been demonstrated by combining the Mislow [2,3]-sigmatropic rearrangement with catalytic asymmetric hydrogenation. The efficiency of our DKR was optimized by using low pressures of hydrogen gas to decrease the rate of hydrogenation relative to the rate of sigmatropic rearrangement. Kinetic studies reveal that the rhodium complex acts as a dual-role catalyst and accelerates the substrate racemization while catalyzing olefin hydrogenation. Scrambling experiments and theoretical modeling support a novel mode of sulfoxide racemization which occurs via a rhodium π-allyl intermediate in polar solvents. In nonpolar solvents, however, the substrate racemization is primarily uncatalyzed. Computational studies suggest that the sulfoxide binds to rhodium via O-coordination throughout the catalytic cycle for hydrogenation.
Niobium peroxo complexes with organic ligands as catalysts of organic sulfide oxidation in two-phase systems
Siukaeva,Fedorova,Aslanov,Tarakanova,Anisimov
, p. 289 - 291 (2007/10/03)
New niobium peroxo complexes with various ligands were prepared, and their activity as catalysts for the selective oxidation of organic sulfides with hydrogen peroxide was evaluated. Copyright
Asymmetric sulfoxidation catalyzed by a vanadium bromoperoxidase: Substrate requirements of the catalyst
Andersson, Malin A.,Allenmark, Stig G.
, p. 15293 - 15304 (2007/10/03)
An investigation of the catalytic effect of vanadium bromoperoxidase (VBrPO, from Corallina officinalis) on the oxidation of a series of prochiral sulfides by hydrogen peroxide, revealed that substrates having a cis- positioned carboxyl group are oxidized
