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Syntheses of novel 1, 5‐benzodiazepine derivatives: Crystal structures, spectroscopic characterizations, Hirshfeld surface analyses, molecular docking studies, DFT calculations, corrosion inhibition anticipation, and antibacterial activities
Author(s) -
El Ghayati Lhoussaine,
Sert Yusuf,
Sebbar Nada Kheira,
Ramli Youssef,
Ahabchane Noureddine Hamou,
Talbaoui Ahmed,
Mague Joel T.,
El Ibrahimi Brahim,
Taha Mohamed Labd,
Essassi El Mokhtar,
AlZaqri Nabil,
Alsalme Ali
Publication year - 2021
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.4167
Subject(s) - chemistry , docking (animal) , antibacterial activity , alkyl , single crystal , stereochemistry , crystal structure , crystallography , escherichia coli , bacteria , organic chemistry , biochemistry , medicine , genetics , nursing , gene , biology
A series of newly pyrazolo‐1,5‐benzodiazepine derivatives ( 5 ‐ 7 ) was performed and characterized by using 1 H, 13 C‐NMR spectroscopic measurements. The molecular and crystal structures of two compounds 2 and 7 have also been further examined by single‐crystal X‐ray crystallography showing that the alkyl groups are beard by sulfur atom and to pyrazolic nitrogen atom in position 2 and not in position 1 of the tricyclic compounds as described in the literature. In addition, through Hirshfeld surface analysis, molecular docking studies, and DFT calculations, the closest contact between the active atoms of the compound can be determined. Also, the Monte Carlo simulations outcomes show that compounds 2 and 7 can be considered as a good acidic corrosion inhibitor for the aluminum metal, while emphasizing that the compound 7 provides enhanced prevention. Finally, compounds 1 to 7 were evaluated for their antibacterial activity against Gram‐positive and Gram‐negative microbial strains such as Escherichia coli , Pseudomonas aeruginosa , Staphylococcus aureus , and Streptococcus . The results obtained demonstrated the antibacterial activity of compounds 1 to 7 tested using the minimal inhibitory concentration.