62036-67-3Relevant academic research and scientific papers
Synthesis and disinfection effect of the pyridine-4-aldoxime based salts
Marek, Jan,Malinak, David,Dolezal, Rafael,Soukup, Ondrej,Pasdiorova, Marketa,Dolezal, Martin,Kuca, Kamil
, p. 3681 - 3696 (2015)
A set of new quaternary ammonium compounds based on pyridine-4-aldoxime was synthesized, characterized with analytical data (NMR, EA, HPLC, MS) and tested for in vitro antimicrobial activity (antibacterial, antifungal) and cytotoxicity. Quaternary pyridinium-4-aldoxime salts with length of alkyl side chain from C8 to C20 and belonging to the group of cationic surfactants were investigated in this work. An HPLC experimental protocol for characterization of mixtures of all homologues has been found. Antimicrobial evaluation found that yeast-type fungi were most sensitive towards C14 and C16 analogues, whereas the C16 analogue was completely ineffective against filamentous fungi. Antibacterial assessment showed versatility of C14 and relatively high efficacy of C16 against G+ strains and C14 against G- strains. Notably, none of the studied compounds exceeded the efficacy and versatility of the benzalkonium C12 analogue, and benzalkonium analogues also exhibited lower cytotoxicity in the cell viability assay.
Functionalized surfactant mediated reactions of carboxylate, phosphate and sulphonate esters
Tiwarib, Shuchi,Ghosh, Kallol K.,Marek, Jan,Kuca, Kamil
experimental part, p. 519 - 525 (2011/08/06)
Nucleophilic reactivity of some functionalized surfactants, i.e. quaternary pyridinium aldoximes towards the hydrolysis of p-nitrophenyl acetate (PNPA), p-nitrophenyl benzoate (PNPB), p-nitrophenyldiphenyl phosphate (PNPDPP) and p-nitrophenyl p-toluene su
Configurational assignment of long-chain alkylated pyridinium aldoxime bromides by Noesy experiments
Sharma, Mamta,Gupta,Raza
experimental part, p. 252 - 255 (2009/04/10)
A configurational study of long-chain N-alkylated pyridinium aldoxime derivatives and their positional isomers has been carried out by two-dimensional 1H-1H NOESY (nuclear Overhauser effect spectroscopy). Cross peak intensities were observed to be enhanced with increasing mixing time. Mixing times longer than 250 ms result in increasing contribution of spin diffusion that produces unrealistic hydrogen-hydrogen distances. The results of NOE measurements showed significant enhancement in the intensity of iminyl proton resonances on irradiation of hydroxyl proton resonances and vice versa. The chemical shift difference between hydroxyl proton resonances and iminyl proton resonances was found to be ～4 ppm for syn and ～5 ppm for anti configurations. The study reveals that these compounds exist in the E configuration i.e. the syn form in solution. The syn isomer predominates; the anti isomer amounts are 3% (2-oxime), 4% (3-oxime) and 6% (4-oxime).
QUATERNARY HETEROARENIUM ALDOXIMES AS CATALYSTS FOR CLEAVAGE OF PHOSPHATE ESTERS
Hampl, Frantisek,Mazac, Jiri,Liska, Frantisek,Spogl, Jiri,Kabrt, Lubomir,Suchanek, Miloslav
, p. 883 - 893 (2007/10/02)
!-Methyl- (Ia - Id) and 1-dodecyl-2-, 3- and 4-hydroxyiminomethylpyridinium salts (Ie - Ih), as well as 1-methyl- (IIa) and 1-dodecyl-3-hydroxyiminomethylpyridazinium salts (IIb, IIc), were synthesized as catalysts for hydrolytic cleavage of organophosphates.The activities of the prepared catalysts were evaluated by measuring rate constants of hydrolysis of 4-nitrophenyl diphenyl phosphate (PNPDPP) under conditions of a pseudo-first-order reaction.The observed reactivity of pyridinium aldoximes Ia - Ih towards PNPDPP in neutral or slightly basic aqueous solutions (pH 7.2 and 7.8) depends on the acidity of the hydroxyimino group.The cleavage of PNPDPP is strongly accelerated in solutions of 1-dodecylhydroxyiminomethylpyridinium salts Ie - Ih above their critical micellar concentration (CMC).Considerable effect on the velocity of PNPDPP cleavage was observed when quaternary pyridinium aldoximes Ie - Ih were comicellized with inert cationic tenside hexadecyltrimethylammonium bromide (CTAB). 1-Dodecyl-3-hydroxyiminomethylpyridazinium salts IIb and IIc were unstabel in aqueous solutions under the above-mentioned conditions.
Nucleophilic substances for detoxification of phosphorus esters. Surface-active compounds
Reiner,Rossmann
, p. 223 - 231 (2007/10/02)
A series of N-substituted hydroxylamine derivatives was synthesized as a potential substitute for calcium hypochlorite. Like calcium hypochlorite, these compounds are highly P(V)-nucleophilic with respect to toxic phosphorus esters. Incorporating surface-
