75447-66-4Relevant articles and documents
Synthesis and antimicrobial activity of the hybrid molecules between amoxicillin and derivatives of benzoic acid
Li, Zhonglin,Lin, Hao,Zhou, Junwen,Chen, Liangzhu,Pan, Zhikun,Fang, Binghu
, p. 198 - 206 (2020/09/23)
Due to the increasing problem of bacterial resistance worldwide, the demand for new antibiotics is becoming increasingly urgent. We wished to: (a) prepare hybrid molecules by linking different pharmacophores by chemical bonds; (b) investigate the antib acterial activity of these hybrids using drug-sensitive and drug-resistant pathogens in vitro and vivo. A series of hybrid molecules with a diester structure were designed and synthesized that linked amoxicillin and derivatives of benzoic acid via a methylene bridge. Synthesized compounds were evaluated for activities against Gram-positive bacteria (Staphylococcus aureus American Type Culture Collection [ATCC] 29213, ATCC 11632; methicillin-resistant S. aureus [MRSA] 11; Escherichia coli ATCC 25922) and Gram-negative bacteria (Salmonella LS677, GD836, GD828, GD3625) by microdilution of broth. Synthesized compounds showed good activity against Gram-positive and Gram-negative bacteria in vitro. In particular, amoxicillin-p-nitrobenzoic acid (6d) showed good activity against Salmonella species and had better activity against methicillin-resistant S. aureus (minimum inhibitory concentration [MIC] = 64 μg/ml) than the reference drug, amoxicillin (MIC = 128 μg/ml). Amoxicillin-p-methoxybenzoic acid (6b) had the best antibacterial activity in vivo (ED50 = 13.2496 μg/ml). The hybrid molecules of amoxicillin and derivatives of benzoic acid synthesized based on a diester structure can improve the activity of amoxicillin against Salmonella species and even improve the activity against MRSA.
Synthesis method of carboxylic ester compound
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Paragraph 0099; 0100; 0101; 0172; 0173; 0174, (2017/08/28)
The invention provides a synthesis method of an ester compound represented by the formula (1), the formula (2) or the formula (3), wherein the method comprises the steps: dissolving an aldehyde compound, sodium azide, tetrabutylammonium iodide and a halogenated compound in a solvent, or directly dissolving an aldehyde compound, sodium azide and tetrabutylammonium iodide in a halogenated compound, carrying out a reaction for 1-12 h at the temperature of 90-100 DEG C, and after the reaction is finished, postprocessing the reaction liquid to obtain the compound represented by the formula (1). The synthesis method has the advantages of mild reaction conditions, no participation of strong acids, strong alkalis or metals, simpliness, high efficiency, high yield, wide application range of substrates, amplified production potential, and relatively large potential economic value.
Design and synthesis of prodrugs of the rat selective toxicant norbormide
Rennison, David,Laita, Olivia,Bova, Sergio,Cavalli, Maurizio,Hopkins, Brian,Linthicum, Darwin S.,Brimble, Margaret A.
supporting information; experimental part, p. 3997 - 4011 (2012/09/08)
Norbormide [5-(α-hydroxy-α-2-pyridylbenzyl)-7-(α-2- pyridylbenzylidene)-5-norbornene-2,3-dicarboximide] (NRB), an existing but infrequently used rodenticide, is known to be uniquely toxic to rats but relatively harmless to other rodents and mammals. However, one major drawback of NRB as a viable rodenticide relates to an evolutionary aversion developed by the rat leading to sub-lethal dosing due to either its unpleasant 'taste' or rapid onset of effects. A series of NRB prodrugs were prepared in an effort to 'mask' this acute response. Their synthesis and biological evaluation (in vitro vasoconstrictory activity, in vitro hydrolytic and enzymatic stability and lethality/palatability in vivo) is described. Compound 19 displayed the most promising profile with respect to a delay in the onset of symptoms and was subsequently demonstrated to be significantly more palatable to rats.
