Crystal structure of N'-[2-(benzo[d]thia-zol-2-yl)acet-yl]benzohydrazide, an achiral compound crystallizing in space group P1 with Z = 1.

In the molecule of the title compound, C16H13N3O2S, one hydrazinic nitrogen atom is essentially planar, but the other is slightly pyramidalized. The torsion angle about the hydrazinic bond is 66.44 (15)°. Both hydrazinic hydrogen atoms lie anti-periplanar to the oxygen of the adjacent carbonyl group. The mol-ecular packing is a layer structure determined by two classical hydrogen bonds, N-H⋯O=C and N-H⋯Nthia-zole. The space group is P1 with Z = 1, which is unusual for an achiral organic compound

Crystal structure of N′-[2-(benzo[d]thia­zol-2-yl)acet­yl]-4-methyl­benzene­sulfono­hydrazide

In the title compound, C16H15N3O3S2, the hydrazide N atom bonded to the C=O group is planar, whereas that bonded to the SO2 group is pyramidally coordinated. The inter­planar angle between the ring systems is 40.71 (3)°. Mol­ecules are connected into ribbons parallel to the b axis by two classical hydrogen bonds N—H⋯O=C and N—H⋯Nthia­zole

Crystal structure of N-[6-amino-5-(benzo[d]thia­zol-2-yl)-3-cyano-4-methyl­sulfanyl-2-oxo-1,2-di­hydro­pyridin-1-yl]-4-methyl­benzene­sulfonamide di­methyl­formamide monosolvate

In the title compound, C21H17N5O3S3·C3H7NO, the toluene­sulfonamide ring and the combined ring system involving the pyridone and benzo­thia­zole rings subtend an inter­planar angle of 39.86 (4)°. The pyridone and benzo­thiazyl rings are linked by the intra­molecular hydrogen bond N—Hamine⋯Nthia­zole. The DMF O atom accepts two classical hydrogen bonds. The mol­ecules are linked by hydrogen bonds and an S⋯O contact to form layers parallel to the bc plane

Synthesis and crystal structure of N-(5-acetyl-4-methylpyrimidin-2-yl)benzenesulfonamide

N-(5-Acetyl-4-methyl­pyrimidin-2-yl)benzene­sulfonamide, C13H13N3O3S, was sythesized and characterized by single-crystal X-ray diffraction. In the crystal, π–π inter­actions between the phenyl and pyrimidine groups of neighbouring mol­ecules form mol­ecular chains parallel to [010]. Adjacent mol­ecular chains are linked by N—H...N hydrogen-bonding inter­actions between the pyrimidine and amine groups of neighbouring mol­ecules, resulting in a three-dimensional network

Crystal structure of 2-cyano-3,3-bis(ethylsulfanyl)-N-o-tolylacrylamide

In the mol­ecule of the title compound, C15H18N2OS2, the central S2C=C(CN)C moiety is planar (r.m.s. deviation = 0.029 Å). The C=O and C—CN groups are trans to each other across their common C—C bond. In the crystal, one classical and two `weak' hydrogen bonds combine with borderline N⋯N and S⋯S contacts to form layers parallel to (10-2). One ethyl group is disordered over two positions with relative occupancy 0.721/0.279 (7)

Crystal structure of potassium [4-amino-5-(benzo[d]thia-zol-2-yl)-6-(methyl-sulfan-yl)pyrimidin-2-yl](phenyl-sulfon-yl)aza-nide di-methyl-formamide monosolvate hemihydrate

The title compound, K+·C18H14N5O2S3 -·C3H7NO·0.5H2O, was obtained in a reaction designed to deliver a neutral 2-pyrimidylbenzo-thia-zole. The anion is deprotonated at the sulfonamide nitro-gen. The asymmetric unit of the title compound contains two potassium cations, two anions, two mol-ecules of DMF and one of water. The anions display some conformational differences but each contains an intra-molecular N-H⋯Nbenzo-thia-zole hydrogen bond. The potassium ions both display a highly irregular six-coordination, different for each potassium ion. The anions, together with the DMF and water mol-ecules, are linked by four classical hydrogen bonds to form chains parallel to the b-axis direction

Synthesis, Physicochemical Properties and Molecular Docking of New Benzothiazole Derivatives as Antimicrobial Agents Targeting DHPS Enzyme

The drug-resistance problem is widely spread and becoming more common in community-acquired and nosocomial strains of bacteria. Therefore, finding new antimicrobial agents remains an important drug target. From this perspective, new derivatives of benzothiazole were synthesized and evaluated for their antimicrobial activity and ability to inhibit the DHPS enzyme. The synthesis was carried out by the reaction of benzothiazole N-arylsulphonylhydrazone with N-aryl-2-cyano-3-(dimethylamino)acrylamide, N-aryl-3-(dimethylamino)prop-2-en-1-one, arylaldehydes or diazonium salt of arylamine derivatives, which led to the formation of N-arylsulfonylpyridones 6a–d (yield 60–70%) and 12a–c (yield 50–60%),N-(2-(benzo[d]thiazole-2-yl)-3-arylacryloyl-4-methylsulfonohydrazide 14a–c (yield 60–65%), 4-(benzo[d]thiazole-2-yl)-5-aryl-1H-pyrazol-3(2H)-one 16a–c (yield 65–75%), and N′-(2-(benzo[d]thiazol-2-yl)-2-(2-arylhydrazono)acetyl)-4-arylsulfonohydrazide 19a–e (yield 85–70%). The antimicrobial evaluations resulted into a variety of microbial activities against the tested strains. Most compounds showed antimicrobial activity against S. aureus with an MIC range of 0.025 to 2.609 mM. The most active compound, 16c, exhibited superior activity against the S. aureus strain with an of MIC 0.025 mM among all tested compounds, outperforming both standard drugs ampicillin and sulfadiazine. The physicochemical–pharmacokinetic properties of the synthesized compounds were studied, and it was discovered that some compounds do not violate rule of five and have good bioavailability and drug-likeness scores. The five antimicrobial potent compounds with good physicochemical–pharmacokinetic properties were then examined for their inhibition of DHPS enzyme. According to the finding, three compounds, 16a–c, had IC50 values comparable to the standard drug and revealed that compound 16b was the most active compound with an IC50 value of 7.85 μg/mL, which is comparable to that of sulfadiazine (standard drug) with an IC50 value of 7.13 μg/mL. A docking study was performed to better understand the interaction of potent compounds with the binding sites of the DHPS enzyme, which revealed that compounds 16a–c are linked by two arene-H interactions with Lys220 within the PABA pocket

Morpholin-4-ium [5-cyano-6-(4-methylphenyl)-4-(morpholin-4-yl)pyrimidin-2-yl](phenylsulfonyl)amide

In the title mol­ecular salt, C4H10NO+·C22H20N5O2S−, pairs of anions are linked by pairs of morpholinium cations through N—H⋯N and bifurcated N—H⋯(O,N) hydrogen bonds. Every cation donates two such bonds, one to each of the neighbouring pair of cations, generating centrosymmetric tetra­mers

Morpholin-4-ium [5-cyano-6-(4-methylphenyl)-4-(morpholin-4-yl)pyrimidin-2-yl](phenylsulfonyl)amide

In the title molecular salt, C4H10NO+·C22H20N5O2S−, pairs of anions are linked by pairs of morpholinium cations through N—H...N and bifurcated N—H...(O,N) hydrogen bonds. Every cation donates two such bonds, one to each of the neighbouring pair of cations, generating centrosymmetric tetramers