4522-93-4Relevant articles and documents
Substituted 4-(1H-1,2,3-triazol-1-yl)-tetrafluorobenzoates: Selective synthesis and structure
Solodukhin, Nikolai N.,Borisova, Nataliya E.,Churakov, Andrei V.,Zaitsev, Kirill V.
, p. 15 - 23 (2016/06/01)
Regioselective, simple and fast synthesis of a series of [2 + 3]-cycloaddition products, 2-11, 4-(4-RC2HN3)C6F4CO2Et (2: R = Ph; 3: R = CMe2OH; 4: R = CH2OH; 5: R = CO2Et; 6: R = n-C5H11; 7: R = CH2O-o-C6H4CHO; 8: R = CH2O-p-C6H4NHBoc; 9: R = CH2O-p-C6H4CH2OH; 10: R = CH2O2CC6F5; 11: R = p-C6H4Bu-t), in reaction between ethyl 4-azido-2,3,5,6-tetrafluorobenzoate, 1, and a number of substituted alkynes was elaborated under conditions of copper-catalyzed click chemistry reaction. The optimized conditions include application of CuBr and Et3N in dichloromethane. The structure of compounds 2-11 was investigated in solution by 1D and 2D NMR and IR spectroscopy. The molecular structure of 2 in solid state was established by X-ray analysis.
Structure-activity relationships of 3-aminoquinazolinediones, a new class of bacterial type-2 topoisomerase (DNA gyrase and topo IV) inhibitors
Tran, Tuan P.,Ellsworth, Edmund L.,Sanchez, Joseph P.,Watson, Brian M.,Stier, Michael A.,Showalter, H.D. Hollis,Domagala, John M.,Shapiro, Martin A.,Joannides, E. Themis,Gracheck, Stephen J.,Nguyen, Dai Q.,Bird, Paul,Yip, Judy,Sharadendu, Anurag,Ha, Chan,Ramezani, Saeed,Wu, Xiujuan,Singh, Rajeshwar
, p. 1312 - 1320 (2007/10/03)
A series of 3-aminoquinazolinediones was synthesized and evaluated for its antibacterial and DNA gyrase activity. The SAR around the quinazolinedione core was explored and the optimal substitutions were combined to give two compounds, 2r and 2s, with exceptional enzyme potency (IC50 = 0.2 μM) and activity against Gram-positive organisms (MIC's = 0.015-0.06 μ g/mL).
Pyridonecarboxylic acids as antibacterial agents. VIII. Synthesis and structure-activity relationship of 7-(1-aminocyclopropyl)-4-oxo-1,8-naphthyridine-3-carboxylic acids and 7-(1-aminocyclopropyl)-4-oxoquinoline-3-carboxylic acids
Todo,Nitta,Miyajima,Fukuoka,Yamashiro,Nishida,Saikawa,Narita
, p. 2063 - 2070 (2007/10/02)
4-Oxo-1,8-naphthyridine- and 4-oxoquinoline-3-carboxylic acids (2a, b and 3a-l) possessing a 1-aminocyclopropyl group at the 7-position have been synthesized and evaluated for in vitro antibacterial activities. The three quinolones (3d, h, i) exhibited potent antibacterial activities against both gram-positive and gram-negative bacteria, which are comparable to those of ciprofloxacin (CPFX) and ofloxacin (OFLX). Among the three compounds, the best pharmacological and pharmacokinetic profile was obtained with 3i, an OFLX analogue, which was considerably less toxic than three reference quinolones (1, CPFX, and OFLX).
NUCLEOPHILIC SUBSTITUTION OF PENTAFLUOROBENZENES WITH IMIDAZOLE
Fujii, Shozo,Maki, Yasuo,Kimoto, Hiroshi
, p. 131 - 144 (2007/10/02)
The imidazole substitution of pentafluorobenzenes (C6F5R : R = CN, NO2, CO2C2H5, CHO, I, Br, Cl, H) occurred mainly at the para-position to R and corresponding 1-(4'-R-tetrafluorophenyl)imidazoles were obtained in good yields.The reactivity varied markedly with the substituents: nitro- or cyanopentafluorobenzene easily reacted at ambient temperature without any bases; however, methyl- or methoxypentafluorobenzene failed to react even at 100 degC in the presence of a strong base.
