Crystal structure of<i>N</i>,<i>N</i>′-[(ethane-1,2-diyl)bis(azanediylcarbonothioyl)]bis(benzamide)

Samb, Issa; Gaye, Nango; Sylla-Gueye, Rokhaya; Thiam, Ibrahima Elhadji; Gaye, Mohamed; Retailleau, Pascal

doi:10.1107/s205698901900495x

Cited by 4 publications

(7 citation statements)

References 36 publications

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“…The crystal structure of compound 11 was reported at 293 K, 12 but this work gives the crystal structure at 200 K. Both measurements gave a monoclinic space group P2 1 /c with two molecules in the unit cell. The cell parameters obtained at 273 K were slightly higher than the measurement at 200 K.…”

Section: Synthesis and Spectroscopic Characterizationmentioning

confidence: 96%

“…Cytotoxicity tests. The graph ( Figure 5) and table (Table 4) below give the % HeLa cell viability obtained for each tested compound (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12). Compounds 1 and 12 were found to be cytotoxic against Hela cells whilst all the other compounds were found to be non-cytotoxic.…”

Section: Biological Studiesmentioning

confidence: 99%

“…An ORTEP view of 3-benzoyl-1{[(phenylformido)methanethioyl]amino}thiourea dimethyl sulfoxide(12) showing 50% probability displacement ellipsoids and the atom labelling.…”

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confidence: 99%

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Synthesis, Characterization and Biological Activity of Some Dithiourea Derivatives

Odame

Hosten

Krause³

et al. 2020

ACSi

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Novel dithiourea derivatives have been designed as HIV-1 protease inhibitors using Autodock 4.2, synthesized and characterized by spectroscopic methods and microanalysis. 1-(3-Bromobenzoyl)-3-[2-({[(3-bromophenyl)formamido]methanethioyl}amino)phenyl]thiourea (10) and 3-benzoyl-1{[(phenylformamido)methanethioyl]amino}thiourea (12) gave a percentage viability of 17.9 ± 5.6% and 11.2 ± 0.9% against Trypanosoma brucei. Single crystal X-ray diffraction analysis of 1-benzoyl-3-(5-methyl-2-{[(phenylformamido)methanethioyl]amino}phenyl)thiourea (1), 3-benzoyl-1-(2-{[(phenylformamido)methanethioyl]amino}ethyl)thiourea (11), 3-benzoyl-1-{[(phenylformamido)methanethioyl]amino}thiourea (12) and 3-benzoyl-1-(4-{[(phenylformamido)methanethioyl]amino}butyl)thiourea (14) have been presented. 1-(3-Bromobenzoyl)-3-[2-({[(3-bromophenyl)formamido]methanethioyl}amino)phenyl]thiourea (10) gave a percentage inhibition of 97.03 ± 0.37% against HIV-1 protease enzyme at a concentration of 100 µM.

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Section: Synthesis and Spectroscopic Characterizationmentioning

confidence: 96%

Section: Biological Studiesmentioning

confidence: 99%

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Synthesis, Characterization and Biological Activity of Some Dithiourea Derivatives

Odame

Hosten

Krause³

et al. 2020

ACSi

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“…Complexes exhibiting biological properties are reported in the literature (Zhao et al, 2024;Swaminathan et al, 2024;Muhammed et al, 2024;Albrekht et al, 2024). For several years, our research group has been developing compounds containing the thiourea moiety Faye, Mbow et al, 2022;Thiam et al, 2008;Samb et al, 2019). In this work, we report the synthesis and characterization of a molecule containing both thiourea and benzimidazole moieties.…”

Section: Chemical Contextmentioning

confidence: 99%

Crystal structure of 1-(1,3-benzothiazol-2-yl)-3-(4-bromobenzoyl)thiourea

Sow,

Thiam,

Odame

et al. 2024

Acta Cryst E

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The chemical reaction of 4-bromobenzoylchloride and 2-aminothiazole in the presence of potassium thiocyanate yielded a white solid formulated as C15H10BrN3OS2, which consists of 4-bromobenzamido and 2-benzothiazolyl moieties connected by a thiourea group. The 4-bromobenzamido and 2-benzothiazolyl moieties are in a trans conformtion (sometimes also called s-trans due to the single bond) with respect to the N—C bond. The dihedral angle between the mean planes of the 4-bromophenyl and the 2-benzothiazolyl units is 10.45 (11)°. The thiourea moiety, —C—NH—C(=S) —NH— fragment forms a dihedral angle of 8.64 (12)° with the 4-bromophenyl ring and is almost coplanar with the 2-benzothiazolyl moiety, with a dihedral angle of 1.94 (11)°. The molecular structure is stabilized by intramolecular N—H...O hydrogen bonds, resulting in the formation of an S(6) ring. In the crystal, pairs of adjacent molecules interact via intermolecular hydrogen bonds of type C—H...N, C—H...S and N—H...S, resulting in molecular layers parallel to the ac plane.

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“…In the recent past we have started to study the coordination of some ligands derived from thiourea having a number of interesting properties. It is in this context that we have reported two thioureidos ligands whose two arms are bridged by ethane-1,2-diyl group [14] and 1,2-phenyl ring [15] respectively. We have continued to search for ligands of this type.…”

Section: Introductionmentioning

confidence: 96%

Synthesis, Characterization and Crystal Structure of 1-(2-benzamidophenyl)-3-benzoylthiourea Hemihydrate

Faye¹,

Sylla-Gueye²,

Thiam³

et al. 2020

SJC

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The dissymmetric compound C 21 H 17 N 3 O 2 S.0.5H 2 O obtained by a reaction of 1,2-diaminobenzene, potassium thiocyanate and benzoyl chloride in 1/1/2 ratio is characterized by elemental analyses, IR, and NMR spectroscopies. The structure is elucidated by X-ray diffraction technic. The compound crystallizes in the monoclinic system with a space group of I2. The asymmetric unit contains one hemihydrate organic molecule. The title thiourea derivative, features an almost planar, C 2 N 2 S (S1/N1/N2/C7/C8) moiety, with a maximum deviation from the least-squares plane of 0.0422 (3) Å. This moiety is flanked by a disubstituted and a monosubstituted phenyl rings. The dihedral angles between the thiourea and the monosubstituted phenyl ring and the thiourea and the central disubstituted phenyl ring are respectively 10.418 (7)° and 60.292 (2)°, indicating twist in the molecule. On the other arm, a phenyl ring supported by an amide function, which is linked to the central ring through the nitrogen atom, is present. The dihedral angle between this phenyl group and the central disubstituted phenyl is 76.862 (7)° showing that their mean planes are not coplanar. Intramolecular S(thiono)-H…O(water) hydrogen bonds which close in S(6) and S(7) rings consolidate the conformation. Intermolecular N(amido)-H…O(carbonyl) which form layers parallel to the ac plane stabilized the structure.

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Crystal structure ofN,N′-[(ethane-1,2-diyl)bis(azanediylcarbonothioyl)]bis(benzamide)

Cited by 4 publications

References 36 publications

Synthesis, Characterization and Biological Activity of Some Dithiourea Derivatives

Synthesis, Characterization and Biological Activity of Some Dithiourea Derivatives

Crystal structure of 1-(1,3-benzothiazol-2-yl)-3-(4-bromobenzoyl)thiourea

Synthesis, Characterization and Crystal Structure of 1-(2-benzamidophenyl)-3-benzoylthiourea Hemihydrate

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