127-71-9Relevant articles and documents
A STUDY OF TRANSMISSION EFFECTS OF SULFONYL AND CARBONYL GROUPS
Ludwig, Miroslav,Parik, Patrik,Kulhanek, Jiri
, p. 841 - 850 (1995)
Seventeen p-substituted N-phenylsulfonylbenzamides of general formulas XC6H4SO2NHCOC6H5 and C6H5SO2NHCOC6H4X have been synthesized and their structure has been confirmed by elemental analysis and 1H NMR spectra.The dissociation constants of all compounds have been measured by potentiometric titration in methanol, acetonitrile, dimethylformamide, dimethyl sulfoxide, and pyridine.The obtained pKHA values have been correlated with three sets of Hammett substituent constants using simple or double linear regression.The solvent and substituent effects are discussed on the basis of experimental results, and the difference between the substituent effects from sulfonamide and benzamide sections is evaluated.It has been found that due to extensive delocalization of negative charge in the conjugated base the transmission effects of carbonyl and sulfonyl groups on the transmission of substituent effect are roughly the same.The experimental data have been interpreted by the methods with latent variables: the principal component analysis (PCA), the conjugated deviation analysis (CDA), and the method of projection to latent structures (PLS).The results obtained by these procedures were similar.
Discovery of N-(4-sulfamoylphenyl)thioureas as Trypanosoma brucei leucyl-tRNA synthetase inhibitors
Zhang, Fenglong,Du, Jin,Wang, Qing,Hu, Qinghua,Zhang, Jiong,Ding, Dazhong,Zhao, Yaxue,Yang, Fei,Wang, Enduo,Zhou, Huchen
, p. 5310 - 5324 (2013/08/23)
Human African trypanosomiasis (HAT) is one of the most neglected diseases in the tropic regions, which is fatal if not treated in time. There is an urgent need for new therapeutics, especially those in new chemical classes. Leucyl-tRNA synthetase (LeuRS) has been paid much attention as a recently clinically validated antimicrobial target. Our group has previously reported T. brucei LeuRS (TbLeuRS) inhibitors, including benzoxaboroles targeting the editing site and pyrrolinones targeting the synthetic site. Here we report the discovery of N-(4-sulfamoylphenyl)thioureas as a new class of TbLeuRS inhibitors. The R1 and R2 groups, reminiscent of the leucyl and adenyl regions of aa-AMP and aa-AMS, were optimized to result in a significant 13-fold increase of inhibitory activity (compound 19, IC 50 = 13.7 μM). Aided by ligand-protein docking, the 1,3-substitution at the central phenyl ring was predicted and proved to give significantly improved activity (59, IC50 = 1.1 μM). This work provided a new scaffold for the exploration of novel inhibitors against TbLeuRS, which may become potential therapeutics for the treatment of HAT.
Novel urea (thiourea) derivative and thermal recording sheet using same
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, (2008/06/13)
Compounds of formula (I) : wherein A is hydrogen, C1-C4 alkyl, C1-C4 alkoxy, hydroxy or nitro; R1, R2, and R3, which may be the same or different, are each hydrogen, C1-C4 alkyl, C1-C4 alkoxy, hydroxy or nitro, or R1 and R2 form, together with the carbon atoms to which they are attached, an aromatic ring; and Y is a sulphur or oxygen atom; and formula (II) : wherein B is hydrogen, C1-C4 alkyl, C1-C4 alkoxy, hydroxy or nitro; R1, R2, and R3, which may be the same or different, are each hydrogen, C1-C4 alkyl, C1-C4 alkoxy, hydroxy or nitro, or R1 and R2 form, together with the carbon atoms to which they are attached, an aromatic ring; and Y is a sulphur of oxygen atom; are used in the color developing layer of a thermal recording sheet which comprises a basic colorless dye and an organic color developer.
