Crystal structure of N′-[2-(benzo[d]thiazol-2-yl)acetyl]benzohydrazide, an achiral compound crystallizing in space group P1 with Z = 1

Azzam, Rasha A.; Elgemeie, Galal H.; Seif, Mona M.; Jones, Peter G.

doi:10.1107/s2056989021007672

Cited by 8 publications

(3 citation statements)

References 26 publications

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“…In order to establish the structure of N'- (2-(benzo[d]thiazol-2yl)acetyl)benzohydrazide derivatives 4 unambiguously, the X-ray crystal structure of 4a was determined, Fig. 3 [17].…”

Section: Chemistrymentioning

confidence: 99%

“…. thiazol-2-yl)acetohydrazide derivatives have been developed [16] [17] and used for the synthesis of benzothiazole hybrid compounds [18] [19][20]. Drawing on our previous successes in developing compounds containing benzothiazole and pyridinone rings, which demonstrated signi cant antimicrobial [21][22] [23] and antiviral activities [24][25][26], we proceeded on a new venture.…”

Section: Introductionmentioning

confidence: 99%

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Novel 2-Substituted Benzothiazole Derivatives: Synthesis, In-vitro and In- silico Evaluations as Potential Anticancer Agents

Azzam,

Seif,

El-Demellawy

et al. 2024

Preprint

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Cancer remains a global health concern, demanding the development of new therapeutic medicines. This research focuses on the synthesis, in vitro evaluation, and in silico analysis of new 2-substituted benzothiazole derivatives as possible anticancer drugs. Hybrid molecules comprising benzothiazole and pyridinone rings 10a-d and 14a-d were also synthesized. Several compounds were produced and characterized, using NMR, IR and elemental analysis, with promising anticancer activity against lung H1299, liver Hepg2 and breast MCF7 cancer cell lines. Structure-activity connection investigations identified crucial structural characteristics that influence potency, with particular benzylidine derivatives 7a-g demonstrating higher activity. In-silico ADME research revealed favorable drug-like features for chosen compounds, such as high gastrointestinal absorption and selective CYP inhibition. Toxicological projections indicated few side effects, confirming their potential as medication candidates. Docking studies revealed their binding mechanisms and interactions with protein tyrosine kinases PTK, identifying intriguing candidates for further study.

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“…In order to establish the structure of N'- (2-(benzo[d]thiazol-2yl)acetyl)benzohydrazide derivatives 4 unambiguously, the X-ray crystal structure of 4a was determined, Fig. 3 [17].…”

Section: Chemistrymentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Novel 2-Substituted Benzothiazole Derivatives: Synthesis, In-vitro and In- silico Evaluations as Potential Anticancer Agents

Azzam,

Seif,

El-Demellawy

et al. 2024

Preprint

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“…Recently, we attempted to synthesize N-[3-(benzo[d]thiazol-2-yl)-6-methyl-2-oxoquinolin-1(2H)-yl]benzamide (5) by the reaction of N-[2-(benzo[d]thiazol-2-yl)acetyl]benzohydrazide (1) (Azzam et al, 2021) with 5-methylsalicylaldehyde (2) (Fig. 1).…”

Section: Chemical Contextmentioning

confidence: 99%

Crystal structure of 3-(benzo[d]thiazol-2-yl)-6-methyl-2H-chromen-2-one

2023

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Novel Fluorescent Benzothiazolyl-Coumarin Hybrids as Anti-SARS-COVID-2 Agents Supported by Molecular Docking Studies: Design, Synthesis, X-ray Crystal Structures, DFT, and TD-DFT/PCM Calculations

2023

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This study revealed the design and preparation of new 3-(benzo[d]thiazol-2-yl)-2H-chromen-2-one derivatives 9a–h. The structures of the synthesized products were elucidated by their spectroscopic data and X-ray crystallography for compounds 9a and 9d. The prepared new compounds were measured for their fluorescence, and a good result indicated that the emission efficiency was decreased by increasing the electron-withdrawing groups from the unsubstituted compound 9a to the highly substituted derivative 9h (2 Br heavy atoms). On the other hand, the B3LYP/6-311G** theoretical level of theory was used to optimize the quantum mechanical calculations of the geometrical characteristics and energy of the novel compounds 9a–h under study. The electronic transition was investigated using the TD-DFT/PCM B3LYP approach, which uses time-dependent density functional calculations. Moreover, the compounds exhibited nonlinear optical properties (NLO) and a small HOMO–LUMO energy gap, which makes them easy to polarize. Furthermore, the acquired infrared spectra were compared with the expected harmonic vibrations of the substances 9a–h. On the other hand, binding energy analyses of compounds 9a–h with human corona virus nucleocapsid protein Nl63 (PDB ID: 5epw) were predicted using molecular docking and virtual screening tools. The results showed a promising binding and how these potent compounds were inhibiting the COVID-19 virus. Compound 9h was the most active anti-COVID-19 agent among all the synthesized benzothiazolyl-coumarin derivatives, as it forms five bonds. The presence of the two bromine atoms in its structure was responsible for the potent activity.

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Crystal structure of N′-[2-(benzo[d]thiazol-2-yl)acetyl]benzohydrazide, an achiral compound crystallizing in space group P1 with Z = 1

Cited by 8 publications

References 26 publications

Novel 2-Substituted Benzothiazole Derivatives: Synthesis, In-vitro and In- silico Evaluations as Potential Anticancer Agents

Novel 2-Substituted Benzothiazole Derivatives: Synthesis, In-vitro and In- silico Evaluations as Potential Anticancer Agents

Crystal structure of 3-(benzo[d]thiazol-2-yl)-6-methyl-2H-chromen-2-one

Novel Fluorescent Benzothiazolyl-Coumarin Hybrids as Anti-SARS-COVID-2 Agents Supported by Molecular Docking Studies: Design, Synthesis, X-ray Crystal Structures, DFT, and TD-DFT/PCM Calculations

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