3179-80-4Relevant articles and documents
Design, synthesis, antibacterial activity and toxicity of novel quaternary ammonium compounds based on pyridoxine and fatty acids
Agafonova, Mariya N.,Chirkova, Milana N.,Druk, Anastasia Y.,Grishaev, Denis Y.,Kayumov, Airat R.,Kazakova, Renata R.,Krylova, Elena S.,Nikishova, Tatyana V.,Nikitina, Elena V.,Sabirova, Alina E.,Sapozhnikov, Sergey V.,Shtyrlin, Nikita V.,Shtyrlin, Yurii G.
, (2021)
A diverse series of 43 novel “soft antimicrobials” based on quaternary ammonium pyridoxine derivatives which include six-membered acetals and ketals of pyridoxine bound via cleavable linker moieties (amide, ester) with a fragment of fatty carboxylic acid was designed. Nine compounds exhibited in vitro promising antibacterial activity against Gram-positive and Gram-negative bacterial strains with MIC values comparable with reference antiseptics miramistin, benzalkonium chloride and chlorohexidine. On various clinical isolates, the lead compounds 6i and 12a exhibited antibacterial activity comparable with that of benzalkonium chloride while higher than that of miramistin. Moreover, 6i and 12a were able to kill bacteria embedded into the matrix of mono- and dual species biofilms. The treatment of bacterial cells by either 6i and 12a lead to fast depolarization of the membrane suggesting that the membrane is an apparent molecular target of compounds. 6i and 12a were non mutagenic neither in SOS-chromotest nor in Ames test and non-toxic in vivo at acute oral (LD50 > 2000 mg/kg) and cutaneous administration (LD50 > 2500 mg/kg) on mice. Taken together, our data allow suggesting described active compounds as promising starting point for the new antibacterial agents development.
The surface properties of amine oxides with a fluoroether chain
Chen, Qing-Yun,Dai, Longhao,Guo, Yong,Huang, Meiwei,Shen, Qing,Su, Qin,Su, Zhaoben,Wu, Chengying,Zhao, Zhi-Gang
, (2021/06/12)
Persistent organic pollutants (POPs) includes long-chained fluorosurfactants, for instance, perfluorooctanonate (PFOA) and perfluorooctanesulfonate (PFOS). In order to find out alternative fluorosurfactants, we synthesized eight amine oxides with a fluoroether chain. Their surface properties were evaluated and compared with perfluoroalkyl and hydrocarbon analogues. The surface tensions at critical micelle concentration (γcmc) for the eight amine oxides with a fluoroether chain were at a range from 15.5 to 23.0 mN/m, and γcmc of four fluoroether amine oxides were below 17 mN/m comparable to perfluorooctyl analogues (16.4 mN/m) and much lower than perfluorohexyl (20.5 mN/m) and hydrocarbon analogues (24.2 and 24.7 mN/m). The critical micelle concentration (cmc) for the eight amine oxides with a fluoroether chain were 3 to 535 × 10?4 mol/L. The cmc of four fluoroether amine oxides were 3 to 21 × 10?4 mol/L (0.2 to 1.0 g/L) comparable to perfluorooctyl (0.4 g/L) and hydrocarbon analogues (4 and 10 × 10?4 mol/L) and much lower than perfluorohexyl analogue (36.9 g/L). The surface excesses, the limiting molecule areas and the free energies of micellization of amine oxides were calculated. Fluoroether surfactants are promising alternatives for PFOA and PFOS.
Preparing method for fatty acid amide propyl tertiary amine
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Paragraph 0004; 0034; 0035; 0036; 0037-0054; 0067-0069, (2017/05/26)
The invention relates to a preparing method for fatty acid amide propyl tertiary amine. Preparation is carried out with pipeline reactors and devolatiligation equipment. The preparing method comprises the following steps that fatty acid, an N,N'-Dimethyl-1,3-propyldiamine aqueous solution and a catalyst are mixed and then enter the first pipeline reactor for a reaction; then a reaction product is put into a first devolatiligation kettle, and low-boiling-point substances are removed; then, the product obtained after devolatiligation is mixed with a small amount of pure N,N'-dimethyl-1,3-propyldiamine and then enters the second pipeline reactor for a reaction; finally, the product is put into a second devolatiligation kettle, low-boiling-point substances are removed, and fatty acid amide propyl tertiary amine is obtained. According to the preparing method, the pipeline reactors and a two-step method are adopted for synthesizing fatty acid amide, the synthesizing efficiency is greatly improved, the synthesizing time can be shortened to be 4 h or shorter, the conversion rate of fatty acid can reach 98% or above, and energy consumption is greatly reduced; besides, the preparing method is convenient to control and safe, and continuous mass production can be achieved.
