Synthesis, Crystal Structure and Computational Investigation of New 4‐Phenyl‐decahydro‐1H‐1,5‐benzodiazepin‐2‐one as Potent Inhibitor of Mu‐opioid Receptor

Abstract

A novel benzodiazepine derivative was prepared and characterized by elemental analysis, FT-IR, NMR ( 1 H and 13 C) and HR-MS methods. Its crystal structure was also investigated by single crystal X-ray diffraction. In the title compound, the fused 6-and 7-membered rings adopt chair and "twist boat" conformations, respectively. In the crystal, the molecules form inversion dimers through N-H⋅⋅⋅O hydrogen bonds and pack with no unusually short intermolecular contacts, which is in agreement with the results of the Hirshfeld surface analysis.The Hirshfeld surface analysis showed that the H⋅⋅⋅H contact was the most important interaction for the studied compound. Based on the DFTÀ B3LYP study, the studied compound owned a little different geometry in the gas phase concerning the solid phase. The molecular docking was performed between the title compound and a mu-opioid receptor. Molecular dynamics studies were also carried up to 50 ns to understand the stability for the title compound complex with the mu-opioid receptor.[a] Dr.

Supramolecular assembly and spectroscopic characterization of indolenine–barbituric acid zwitterions

“…The peaks at 1709 cm -1 and 1717 cm -1 correspond to the C=O ester 19 and carboxylic acid 20, respectively. Interestingly, the N─H stretching frequencies are not observed at regions close to 3300 cm -1 , due to the N─H•••O intermolecular hydrogen bonding 36,37 in the BA. The C=O stretching modes of BA are observed at around 1615 -1669 cm -1 , as expected from previous reports.…”

Synthesis, spectroscopic characterization, DFT, molecular docking and in vitro antibacterial potential of novel quinoline derivatives

“…Given the therapeutic properties of these derivatives, the determination of the structural, geometrical and electronic properties by using DFT calculations is essential to know the influence of different substituents on the pharmacological properties of these molecules [12][13][14][15][16][17][18][19][20][21][22][23][24][25][26]. In continuation of our work on the design and synthesis of new heterocyclic compounds with potential biological activity [27][28][29][30][31][32], in this study, three new quinoline derivatives (2)(3)(4) have been synthesized by alkylation of 2-oxo-1,2-dihydroquinoline-4-carboxylic acid with ethyl acetate bromide under the conditions of liquid-solid phase transfer catalysis.…”