Theoretical and experimental studies on N-(6-methylpyridin-2-yl-carbamothioyl)biphenyl-4-carboxamide

oai:ojs.www.eurjchem.com:article/3A novel thiourea derivative, N-(6-methylpyridin-2-yl-carbamothioyl)biphenyl-4-carbox amide, is synthesized and characterized by elemental analysis, FT-IR, NMR and single crystal X-ray diffraction study. There are two independent molecules A and B in the asymmetric unit. The short bond lengths of the C-N bonds in the central thiourea fragment indicate partial double bond character in this fragment of the title compound. These results can be explained by the existence of resonance in this part of the molecule. Each A and B molecule is stabilized with an intramolecular N-H•••O hydrogen bond which results in the formation of a pseudo six membered ring. In addition, the independent molecules are linked into a chain along the c axis by weak N-H•••S intermolecular hydrogen bonds. The conformational behavior and structural stability of the optimized geometry of the title compound were also investigated by utilizing ab- initio calculations with 6-31G* basis set at HF, BLYP, and B3LYP levels. The calculated parameters are in good agreement with the corresponding X-ray diffraction values

1-(2-Bromo­phen­yl)-3-(4-chloro­butano­yl)thio­urea

The asymmetric unit of the title compound, C11H12BrClN2OS, consists of two crystallographically independent mol­ecules. In each mol­ecule, the butano­ylthio­urea unit is nearly planar, with maximum deviations of 0.1292 (19) and 0.3352 (18) Å from the mean plane defined by nine non-H atoms, and is twisted relative to the terminal benzene ring with dihedral angles of 69.26 (7) and 82.41 (7)°. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif in each butano­ylthio­urea unit. In the crystal, N—H⋯O hydrogen bonds link the two independent mol­ecules together, forming an R 2 2(12) ring motif. The mol­ecules are further connected into a tape along the c axis via N—H⋯S and C—H⋯S hydrogen bonds

Novel thiourea derivatives against <i>Mycobacterium tuberculosis:</i> synthesis, characterization and molecular docking studies

N-((2-chloropyridin-3-yl)carbamothioyl)thiophene-2-carboxamide (HL1), N-((6-methylpyridin-2-yl)carbamothioyl)thiophene-2-carboxamide (HL2), N-(allylcarbamothioyl)thiophene-2-carboxamide (HL3), 2-chloro-N-(methyl(1-phenylethyl)carbamothioyl)benzamide (HL4) and 2-chloro-N-(bis((R)-1-phenylethyl)carbamothioyl)benzamide (HL5) were synthesized and characterized via FT-IR, 1H-NMR, 13C-NMR and HR-MS techniques and HL3 was characterized via a single crystal X-ray diffraction experiment. The antituberculosis activity of the synthesized thiourea derivatives was tested against the H37RV (ATCC27294), ATCC35822 (INH resistant), ATCC35838 (RIF resistant), ATCC35820 (STM resistant) and ATCC35837 (EMB resistant) standard bacteria strains. The thiourea derivatives were tested on two MDR and one primary drug-sensitive isolates with the microplate nitrate reductase test method. The results indicated that HL2 and HL3 had tuberculosis activity on some of the isolates. It was observed that HL4 was the most effective among all the thiourea derivatives. The interaction mechanism of the synthesized compounds on 2X23, a tuberculosis protein, was investigated via molecular docking method. The interaction was observed to occur over S and Cl atoms in all the compounds. The compounds containing the methyl group were observed to interact via this group.</p