31664-87-6Relevant academic research and scientific papers
PLASMA KALLIKREIN INHIBITORS AND USES THEREOF
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, (2021/03/19)
The present invention provides compounds and compositions thereof which are useful as inhibitors of plasma kallikrein and which exhibit desirable characteristics for the same.
Multi-state molecular shuttling of a pair of [2]rotaxane in response to weak and strong acid and base stimuli
Tokunaga, Yuji,Kawamoto, Hajime,Ohsaki, Hiroshi,Kimura, Masaki,Miyagawa, Shinobu,Deguchi, Yasuaki,Kawasaki, Tsuneomi
supporting information, p. 1667 - 1670 (2015/03/14)
This Letter describes the base- and acid-mediated four-state (partially five-state) translational isomerization of a mixture of two [2]rotaxanes, each containing N-alkylamine and N-arylamine centers as binding sites for threaded crown ethers. Gradual chan
2,6-Dimethyl-4-nitrobenzoic anhydride (DMNBA): An effective coupling reagent for the synthesis of carboxylic esters and lactones
Shiina, Isamu,Miyao, Ryo
experimental part, p. 1313 - 1328 (2009/07/05)
Various carboxylic esters are obtained at room temperature in excellent yields with high chemoselectivities from nearly equimolar amounts of carboxylic acids and alcohols using 2,6-dimethyl-4-nitrobenzoic anhydride with triethylamine by the promotion of 4-(dimethylamino)pyridine. The efficiency of the esterification is compared to those of other dehydrations using substituted benzoic anhydrides as coupling reagents. This method was successfully applied to the synthesis of threo-aleuritic acid lactone and the desired 17-membered ring compound was prepared in high yield at room temperature from the corresponding free trihydroxycarboxylic acid using 2,6-dimethyl-4-nitrobenzoic anhydride in the presence of 4-(dimethylamino)pyridine.
A CONVENIENT SRN1 SYNTHESIS OF AROMATIC NITRILES FROM DIAZONIUM SALTS VIA DIAZOSULFIDES
Petrillo, Giovanni,Novi, Marino,Garbarino, Giacomo,Dell'erba, Carlo
, p. 4625 - 4634 (2007/10/02)
Properly substituted diazosulfides XC6H4-N=N-SPh (1) (either isolated or generated in situ from arenediazonium tetrafluoroborates and sodium benzenethiolate) react with tetrabutylammonium cyanide, in Me2SO under photon or electron stimulation, leading to nitriles XC6H4CN (2).Satisfactory yields of 2, comparable with those of the Sandmeyer reaction, are obtained when X= 3- or 4-CF3, 2-, 3-, or 4-CN, 4-F, 4-MeCO, 3-MeO, 4-NO2, 4-PhCO, and 4-PhSO2.For different reasons, the reaction practically fails as a useful nitrile synthesis when X= H, 4-MeO, 2-, or 3-NO2.The collected evidences agree well with the intervention of an SRN1 mechanism to which diazosulfides 1, given their easy reducibility followed by a prompt fragmentation of the C-N and N-S bonds, are convenient participating substrates.An important consequence of the mechanism involved is the behaviour of bromo and chloro derivatives (1: X= Br, Cl) which lead, through the contemporaneous introduction of two cyano functionalities, to more than satisfactory yields of the corresponding dicyanobenzenes.
Aqeous and Nonaqueous Polarographic Studies of Substituted 2,6-Dimethylbenzonitrile N-Oxides1)
Kubota, Tanekazu,Hiramatsu, Sadaaki,Kano, Kenji,Uno, Bunji,Miyazaki, Hiroshi
, p. 3830 - 3839 (2007/10/02)
Aqueous and nonaqueous polarographic properties of 4-substituted 2,6-dimethylbenzonitrile N-oxides (stable nitrile N-oxides) have been studied and compared with those of the substituted pyridine N-oxides and benzylidenemethylamine N-oxides (nitrones) investigated previously by us.The first reduction wave in both the aqueous and N,N-dimethylformamide (DMF) solvent systems is due to the deoxygenation reaction of the nitrile N-oxide group except when certain substituents are present (see text).This conclusion has also been verified by controlled potential electrolysis in aqueous solution and by cyclic voltammetry in DMF solvent.A plot of the Hammett ? constants of the substituents against E1/2 values was linear with a positive slope for both the aqueous and DMF solvent systems.The slope is smaller than in the case of pyridine N-oxides and nitrones, this being reasonably attributable to the triple bond nature of the CNO group.Half-wave reduction potentials of the nitrile N-oxides are positively shifted compared with those of pyridine N-oxides, particularly in an aqueous solvent.Molecular orbital calculations were applied to interpret the substituent effect on the reduction potentials of the N-oxides. Keywords --- aqueous polarography; nonaqueous polarography; substituent effect on half-wave potential; cyclic voltammetry; controlled potential electrolysis; PPP-SCFMO; CNDO/2; LUMO energy; 4-substituted 2,6-dimethylbenzonitrile N-oxide
