15440-35-4Relevant academic research and scientific papers
Synthesis and evaluation of new tyrosyl-tRNA synthetase inhibitors as antibacterial agents based on a N2-(arylacetyl)glycinanilide scaffold
Xiao, Zhu-Ping,Wei, Wei,Wang, Peng-Fei,Shi, Wei-Kang,Zhu, Na,Xie, Me-Qun,Sun, Yu-Wen,Li, Ling-Xia,Xie, Yong-Xiang,Zhu, Liang-Song,Tang, Nian,Ouyang, Hui,Li, Xian-Hui,Wang, Guang-Cheng,Zhu, Hai-Liang
, p. 631 - 638 (2015/09/08)
Tyrosyl-tRNA synthetase (TyrRS), an essential enzyme in bacterial protein biosynthesis, is an attractive therapeutic target for finding novel antibacterial agents, and a series of N2-(arylacetyl)glycinanilides has been herein synthesized and identified as TyrRS inhibitors. These efforts yielded several compounds, with IC50 in the low micromolar range against TyrRS from Staphylococcus aureus. Out of the obtained compounds, 3ap is the most active and exhibits excellent activity against both Gram-positive (S. aureus) and Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacterial strains. In comparison with the parent scaffold 3-arylfuran-2(5H)-one, N2-(arylacetyl)glycinanilide significantly improved the potency against Gram-negative bacterial strains, indicating that this scaffold offers a significant potential for developing new antibacterial drugs.
A study of fragmentation of protonated amides of some acylated amino acids by tandem mass spectrometry: Observation of an unusual nitrilium ion
Talaty, Erach R.,Young, Sarah M.,Dain, Ryan P.,Van Stipdonk, Michael J.
experimental part, p. 1119 - 1129 (2012/03/26)
A tandem mass spectrometric study of a series of secondary amides of acetylglycine and hippuric acid utilizing electrospray ionization (ESI) was conducted. Among the fragment ions observed was an unusual one, which we have determined to be a nitrilium ion
PREPARATION OF D-PENICILLAMINE. REACTION OF PENILLOIC ACID, PENICILLOIC ACID α-AMIDES AND BENZYLPENICILLIN WITH N,N'-DIPHENYLETHYLENEDIAMINE
Ogawa, Toshihisa,Tomisawa, Kazuyuki,Sota, Kaoru
, p. 2815 - 2824 (2007/10/02)
Reaction of benzylpenilloic acid (1) with N,N'-diphenylethylenediamine (2) in mixture of water, acetic acid and toluene under reflux yielded D-penicillamine (4).In a similar way, 4 was also obtained from benzyl- and phenoxymethylpenicilloic acid α-amides (6a-f) and benzylpenicillin potassium salt (13).The structures of the byproducts formed in these reactions were also determined.
