ChemInform Abstract: Halogenation of Pyrazolo(1,5,4‐ef)(1,5)benzodiazepinones with N‐ Halogenosuccinimides.

Abstract

Halogenation of Pyrazolo(1,5,4-ef )(1,5)benzodiazepinones with N-Halogenosuccinimides.--(RAKIB, E. M.; BENCHIDMI, M.; ESSASSI, E. M.; RODI, Y. K.; BELLAN, J.; LOPEZ, L.; Bull. Soc. Chim.

Syntheses of novel 1,5‐benzodiazepinederivatives: Crystal structures, spectroscopic characterizations, Hirshfeld surface analyses, molecular docking studies,DFTcalculations, corrosion inhibition anticipation, and antibacterial activities

“…[73][74][75][76] F I G U R E 5 HOMO and LUMO plots of compound 2 and 7 with B3LYP/6-31G(d,p) [Colour figure can be viewed at wileyonlinelibrary.com] Figure 11 summarizes the inhibition diameter (mm) values of compounds (1-7) and the commercially available antibiotics Chlor and Amp. The disc diffusion test is used to determine the minimal inhibitory concentration (MIC) of synthesized derivatives of [1,5]benzodiazepines (1)(2)(3)(4)(5)(6)(7). The results of the antibacterial activity of the tested compound 2 obtained by sulfurization of 1-éthyl 4-phényl-1, 5-benzodiazépin-2-one 1 with phosphorus pentasulfide (P 2 S 5 ) resulted in antibacterial activity is increase of MIC = 15 μg/mL for E. coli and Streptococcus fasciens, 7.5 for S. aureus, and MIC = 3.75 μg/mL for P. aeruginosa.…”

“…The results of the antibacterial activity of the tested compound 2 obtained by sulfurization of 1-éthyl 4-phényl-1, 5-benzodiazépin-2-one 1 with phosphorus pentasulfide (P 2 S 5 ) resulted in antibacterial activity is increase of MIC = 15 μg/mL for E. coli and Streptococcus fasciens, 7.5 for S. aureus, and MIC = 3.75 μg/mL for P. aeruginosa. Moreover, in order to increase the inhibitory activity of pyrazolo [1,5]benzodiazépine-4-thione 3 has been via reaction hydrazine by compound 2. the (5)-N-[methyl(ethyl)-2-aminophenylamino-5(3)-phenylpyrazole 3] showed a similar better activity against the two bacterial strains as that tested by compound 3, with a MIC of 3.75 μg/mL for P. aeruginosa, S. aureus, MIC = 7.5 μg/mL for E. coli, and 30 μg/mL for S. fasciens. However, compound 3 with carbon disulfide in the presence of pyridine, demonstrated a decrease activity with an MIC of 30 μg/mL for E. coli, P. aeruginosa, and S. fasciens, and 7.5 μg/mL for S. aureus.…”

“…[1][2][3][4] It is noted that two-thirds of the organic compounds, known in the literature, are heterocycles: containing at least one heteroatom (most often nitrogen, oxygen, or sulfur). [5][6][7][8][9][10][11] In particular, 1,5-benzodiazepines are well known for their various therapeutic properties including anticonvulsant, anti-inflammatory, analgesic, hypnotic, sedative, and hypnotic activities. [12][13][14][15][16][17] They are also used to relieve pain of skeletal muscle joints and the spasticity resulting from cerebral palsy and paraplegia, athetosis, and stiffman syndrome.…”

“…In continuation of our previous works, [23,[37][38][39] we are interested in the preparation of condensed nitrogen heterocyclic compounds containing 1,5-benzodiazepine nucleus (5)(6)(7). Their structures were clarified on the basis of spectral data and confirmed by single-crystal X-ray diffraction in the case of compounds 2 and 7.…”

“…General procedure of synthesis compounds 5-7To a solution of 0.01 mol of 10-ethyl-3-phenylpyrazolo[4,3-c][1,5]benzodiazepine-4-thione 4 in 60 mL of dimethylformamide were added 0.02 mol of alkylating agent: (propargyl bromide, benzyl chloride, or ethyl bromoacetate) and 0.02 mol of K 2 CO 3 and 0.001 mol of tetra-n-butylammonium bromide (TBAB). The mixture was stirred at room temperature for 24 hours.…”