944-30-9Relevant academic research and scientific papers
Development of inhibitors of receptor protein tyrosine phosphatase β/ζ (PTPRZ1) as candidates for CNS disorders
Pastor, Miryam,Fernández-Calle, Rosalía,Di Geronimo, Bruno,Vicente-Rodríguez, Marta,Zapico, José María,Gramage, Esther,Coderch, Claire,Pérez-García, Carmen,Lasek, Amy W.,Puchades-Carrasco, Leonor,Pineda-Lucena, Antonio,de Pascual-Teresa, Beatriz,Herradón, Gonzalo,Ramos, Ana
, p. 318 - 329 (2018)
A new series of blood-brain barrier permeable molecules designed to mimic the activity of Pleiotrophin in the CNS has been designed and synthesized. These compounds exert their action by interacting with the intracellular domain PD1 of the Protein Tyrosin
MOLECULES HAVING CERTAIN PESTICIDAL UTILITIES, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES RELATED THERETO
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Page/Page column 314-315, (2021/02/12)
This disclosure relates to compounds having pesticidal utility against pests in phyla Nematoda, Arthropoda, and/or Mollusca, processes to produce such compounds and intermediates used in such processes, compositions containing such compounds, and processes of using such compounds against such pests. These compounds/molecules may be used, for example, as nematicides, acaricides, insecticides, miticides, and/or molluscicides. This document discloses compounds having the following formula (Formula One and/or Formula One-A).
Practical and efficient synthesis of aryl trifluoromethyl sulfones from arylsulfonyl chlorides with Umemoto's reagent II
Zhou, Xiaocong,Hu, Dufen,He, Xinyi,Li, Yuanqiang,Chu, Youqun,She, Yuanbin
supporting information, (2019/12/24)
A practical and efficient method for the synthesis of aryl trifluoromethyl sulfones has been developed by a tandem reaction of arylsulfonyl chlorides with Umemoto's reagent II. The advantageous features of this method are simple operation, mild reaction conditions, wide scope of substrates, high yield of products, and easy scalability.
Cross-Coupling of Aryl Trifluoromethyl Sulfones with Arylboronates by Cooperative Palladium/Rhodium Catalysis
Fukuda, Jun-Ichi,Nogi, Keisuke,Yorimitsu, Hideki
supporting information, p. 8987 - 8991 (2019/11/11)
The Suzuki-Miyaura arylation of aryl trifluoromethyl sulfones via C-SO2 bond cleavage has been developed by means of cooperative palladium/rhodium catalysis. A series of aryl trifluoromethyl sulfones and arylboronic acid neopentylglycol esters are converted to the corresponding biaryls. Mechanistic investigations suggest that (1) the rhodium catalyst mediates the transfer of the aryl ring from arylboronate to palladium, resulting in the acceleration of the transmetalation step, and (2) the C-C bond-forming reductive elimination step is the turnover-limiting step.
Copper-catalyzed trifluoromethylation of arylsulfinate salts using an electrophilic trifluoromethylation reagent
Lin, Xiaoxi,Wang, Guimei,Li, Huaifeng,Huang, Yuanyuan,He, Weiming,Ye, Dandan,Huang, Kuo-Wei,Yuan, Yaofeng,Weng, Zhiqiang
, p. 2628 - 2632 (2013/03/29)
A copper-catalyzed method for the trifluoromethylation of arylsulfinates with Togni's reagent has been developed, affording aryltrifluoromethylsulfones in moderate to good yields. A wide range of functional groups in arylsulfinates are compatible with the
Chromium(VI) oxide catalyzed oxidation of sulfides to sulfones with periodic acid
Xu, Liang,Cheng, Jie,Trudell, Mark L.
, p. 5388 - 5391 (2007/10/03)
A highly efficient and selective oxidation of sulfides to sulfones with periodic acid catalyzed by CrO3 is described. A variety of electron-rich and electron-deficient sulfides were oxidized to sulfones with 2 mol% CrO3 in acetonitrile at room temperature in excellent yields. Sulfides with other readily oxidized functional groups were selectively oxidized to sulfones in high yields with 10 mol% CrO3 in ethyl acetate/acetonitrile at -35 °C.
Structure-based design of lipophilic quinazoline inhibitors of thymidylate synthase
Jones, Terence R.,Varney, Michael D.,Webber, Stephen E.,Lewis, Kathleen K.,Marzoni, Gifford P.,Palmer, Cindy L.,Kathardekar, Vinit,Welsh, Katharine M.,Webber, Stephanie,Matthews, David A.,Appelt, Krzysztof,Smith, Ward W.,Janson, Cheryl A.,Villafranca,Bacquet, Russell J.,Howland, Eleanor F.,Booth, Carol L. J.,Herrmann, Steven M.,Ward, Robert W.,White, Jennifer,Moomaw, Ellen W.,Bartlett, Charlotte A.,Morse, Cathy A.
, p. 904 - 917 (2007/10/03)
To develop novel lipophilic thymidylate synthase (TS) inhibitors, the X- ray structure of Escherichia coli TS in ternary complex with FdUMP and the inhibitor 10-propargyl-5,8-dideazafolic acid (CB3717) was used as a basis for structure-based design. A total of 31 novel lipophilic TS inhibitors, lacking a glutamate residue, were synthesized; 26 of them had in common a N-((3,4- dihydro-2-methyl-6-quinazolinyl)methyl)-N-prop-2-ynylaniline structure in which the aniline was appropriately substituted with simple lipophilic substituents either in position 3 or 4, or in both. Compounds were tested for their inhibition of E. coli TS and human TS and also for their inhibition of the growth in tissue culture of a murine leukemia, a human leukemia, and a thymidine kinase-deficient human adenocarcinoma. The crystal structures of five inhibitors complexed with E. coli TS were determined. Five main conclusions are drawn from this study. (i) A 3-substituent such as CF3, iodo, or ethynyl enhances binding by up to 1 order of magnitude and in the case of CF3 was proven to fill a nearby pocket in the enzyme. (ii) A simple strongly electron-withdrawing substituent such as NO2 or CF3SO2 in the 4- position enhances binding by 2 orders of magnitude; it is hypothesized that the transannular dipole so induced interacts favorably with the protein. (iii) Attempts to combine the enhancements of i and ii in the same molecule were generally unsuccessful. (iv) A 4-C6H5SO2 substituent provided both electron withdrawal and a van der Waal's interaction of the phenyl group with a hydrophobic surface at the mouth of the active site. The inhibition (K(is) = 12 nM) of human TS by this compound, 7n, showed that C6H5SO2 provided virtually as much binding affinity as the CO-glutamate which it had replaced. (v) The series of compounds were poorly water soluble, and also the potent TS inhibition shown by several of them did not translate into good cytotoxicity. Compounds with large cyclic groups linked to position 4 by an SO or SO; group did, however, have IC50's in the range 1-5 μM. Of these, 4-(N-((3,4- dihydro-2-methyl-6-quinazolinyl)methyl)-N-prop-2-ynylamino)phenyl phenyl sulfone, 7n, had IC50's of about 1 μM and was chosen for further elaboration.
PREPARATION AND FLUORINATION OF ARYLTRIFLUOROMETHYLSULPHONES
Beaumont, Andrew J.,Clark, James H.
, p. 295 - 300 (2007/10/02)
A series of chloro- and nitrophenyl trifluoromethyl sulphides and sulphones have been synthesised from the corresponding aryl halides .The fluorination of these compounds by tetra-n-butyl ammonium fluoride and potassium fluoride has been investigated.Our results show that generally they are more susceptible to fluorodenitration than fluorodechlorination.
Electronic nature of perfluoroalkylthio-, perfluoroalkylseleno-, and perfluoroalkyltelluro-containing substituents
Kondratenko, N. V.,Popov, V. I.,Kolomeitsev, A. A.,Saenko, E. P.,Prezhdo, V. V.,et al.
, p. 1049 - 1054 (2007/10/02)
The ? constants of perfluoroalkylthio, perfluoroalkylseleno, perfluoroalkyltelluro, and perfluoroalkylsulfonyl groups were determined by the 19F NMR method.It was shown that the perfluoro-tert-butylsulfonyl group is the most electron-withdrawing of all the known stable substituents.The dipole moments of aryl perfluoroalkyl sulfides and sulfones were determined.
