Synthesis of symmetric and dissymetric bisperfluoroalkanesulfonylimides and evaluation of their inhibition on bovine carbonic anhydrase

Benfodda, Zohra; Guillen, F.; Blancou, H.

doi:10.1002/hc.20452

Cited by 5 publications

(3 citation statements)

References 23 publications

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“…Evaporation of the solvent afforded 5 as a brown solid; yield: 864 mg (1.48 mmol, >99%). All spectral data are in accordance with previous reports 37 . 19 F NMR (acetone, 282 MHz): δ =−126.7 to −126.5 (m, 4 F), −121.6 to −121.4 (m, 4 F), −113.8 (t, J =14.1 Hz, 4 F), −81.7 (t, J =10.0 Hz, 6 F); further splitting due to multiple 19 F, 19 F couplings.…”

Section: Methodssupporting

confidence: 78%

Manufacture and characterisation of thin flat and curved auxetic foam sheets

Alderson

Ravirala

et al. 2012

Physica Status Solidi (b)

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A series of gold(I) isonitrile complexes were prepared and converted to the corresponding diaminocarbene gold(I) complexes by reactions with primary and symmetrical secondary amines. Twelve crystal structure analyses of the gold(I) complexes could be obtained, in addition NMR studies allowed an analysis of the different diastereomers present in solution. In the gold‐catalyzed phenol synthesis these complexes were very successful as pre‐catalysts, reaching an unprecedented 3050 turnovers with a problematic substrate. Good conversions in the hydration of phenylacetylene could also be achieved.

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Section: Methodssupporting

confidence: 78%

Manufacture and characterisation of thin flat and curved auxetic foam sheets

Alderson

Ravirala

et al. 2012

Physica Status Solidi (b)

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“…Manual annotation of the MS/MS spectra supported assignment of these compounds as a homologous series of symmetric and asymmetric sulfonimide dimers. These dimers can be synthesized from FASAs and are used in the synthesis of ionic liquids, , but they have not been previously described in AFFFs or AFFF-impacted environments. The retention times for this dimer series were distinct from FASAs and other series identified via suspect screening, ruling out the possibility that these compounds are artifacts from in-source dimer formation of other identified compounds.…”

Section: Resultsmentioning

confidence: 99%

Bioaccumulation of Novel Per- and Polyfluoroalkyl Substances in Mice Dosed with an Aqueous Film-Forming Foam

McDonough

Choyke

Ferguson

et al. 2020

Environ. Sci. Technol.

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Per-and polyfluoroalkyl substances (PFASs) are widespread in the blood of the general human population, and their bioaccumulation is of considerable scientific and regulatory interest. PFAS exposure resulting from aqueous film-forming foam (AFFF) ingestion is poorly understood due to the complexity of AFFF mixtures and the presence of polyfluorinated substances that may undergo metabolic transformation. C57BL/6 mice were dosed with an AFFF primarily containing electrochemically fluorinated PFASs for 10 days, followed by a 6 day depuration. Urine was collected throughout the study and serum was collected postdepuration. Samples were analyzed via high-resolution mass spectrometry. Relative to the dosing solution, C6 and C7 perfluoroalkyl sulfonates (PFSAs) were enriched in dosed mouse serum, suggesting in vivo transformation of sulfonamide precursors. Some substituted C8 PFSAs [keto-perfluorooctane sulfonate (PFOS), hydrogen-PFOS, and unsaturated PFOS] appeared to be more bioaccumulative than linear PFOS, or were formed in vivo from unidentified precursors. A series of seven peaks in dosed mouse serum was tentatively identified as sulfonimide dimers that were either a minor component of the AFFF or were formed via metabolism of other AFFF components. This work highlights the importance of sulfonamide precursors in contributing to bioaccumulation of AFFF-associated PFSAs and identifies several classes of potentially bioaccumulative novel PFASs that warrant further investigation.

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“…The filtrate was concentrated in vacuo and the residue was washed three times with diethyl ether to remove the excess of perfluoroalkanesulfonamide and then dried under vacuum. The synthesis of sodium perfluorobutanesulfonamide 2a, sodium perfluorohexanesulfonamide 2b, and perfluorooctanesulfonamide 2c were described previously [15,16].…”

Section: General Procedures For the Synthesis Of Sodium Perfluoroalkanmentioning

confidence: 99%

Synthesis and investigation of inhibition effect of fluorinated sulfonamide derivatives on carbonic anhydrase

Benfodda

Guillen

Romestand

et al. 2010

European Journal of Medicinal Chemistry

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Synthesis of symmetric and dissymetric bisperfluoroalkanesulfonylimides and evaluation of their inhibition on bovine carbonic anhydrase

Abstract: This study

Cited by 5 publications

References 23 publications

Manufacture and characterisation of thin flat and curved auxetic foam sheets

Manufacture and characterisation of thin flat and curved auxetic foam sheets

Bioaccumulation of Novel Per- and Polyfluoroalkyl Substances in Mice Dosed with an Aqueous Film-Forming Foam

Synthesis and investigation of inhibition effect of fluorinated sulfonamide derivatives on carbonic anhydrase

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