Crystal Structure, Spectral Studies, and Hirshfeld Surfaces Analysis of 5-Methyl-5H-dibenzo[b,f]azepine and 5-(4-Methylbenzyl)-5H-dibenzo[b,f]azepine

Shankar, Madan Kumar; Manjunath, B.C.; Kumar, K.S. Vinay; Pampa, K.J.; Sadashiva, M. P.; Lokanath, N.K.

doi:10.1155/2014/862067

Cited by 4 publications

(2 citation statements)

References 16 publications

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“…The surface coverage ranging from red to blue between the internal d i and external d e surfaces was employed to construct Hirshfeld surfaces with a normalized contact distance ( d norm ). The shapes of fingerprint plots were used to describe the various intermolecular interactions of the molecules in the crystal as well as to assist in quantifying the contact distances to Hirshfeld surface analysis ( d i , d e ), which revealed the range from 0.6 to 2.8 considering reciprocal contacts. − In order to comprehend the predicted structure–property relationships of the synthesized molecules, intermolecular interaction energies were determined at the B3LYP/6-31G(d,p) level of theory and categorized into electrostatic ( E elec ), polarization ( E pol ), dispersion ( E disp ), and repulsion ( E rep ) energy components. ,, …”

Section: Methodsmentioning

confidence: 99%

A Structural and In Silico Investigation of Potential CDC7 Kinase Enzyme Inhibitors

Mookkan,

Kandasamy,

Al-Odayni

et al. 2023

ACS Omega

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A crucial role in the regulation of DNA replication is played by the highly conserved CDC kinase. The CDC7 kinase could serve as a target for therapeutic intervention in cancer. The primary heterocyclic substance is pyrazole, and its derivatives offer great potential as treatments for cancer cell lines. Here, we synthesized the two pyrazole derivatives: 4-(2-(4-chlorophenyl)hydrazinyl)-5-methyl-2-tosyl-1H-pyrazol-3(2H)-one (PYRA-1) and 4-(2-(2,4-difluorophenyl)hydrazinyl)-5-methyl-2-tosyl-1H-pyrazol-3(2H)-one (PYRA-2). The structural confirmation of both the compounds at the three-dimensional level is characterized using single crystal X-ray diffraction and density functional theory. Furthermore, the in silico chemical biological properties were derived using molecular docking and molecular dynamics (MD) simulations. PYRA-1 and PYRA-2 crystallize in the P-1 ( a = 8.184(9), b = 14.251(13), c = 15.601(15), α = 91.57(8), β = 97.48(9), 92.67(9), V = 1801.1(3) 3, and Z = 2) and P2 1 / n ( a = 14.8648(8), b = 8.5998(4), c = 15.5586(8), β = 116.47(7), V = 1780.4(19) 3, and Z = 4), space groups, respectively. In both PYRA-1 and PYRA-2 compounds, C–H···O intermolecular connections are common to stabilize the crystal structure. In addition, short intermolecular interactions stabilizes with C–H···π and π–π stacking. Crystal packing analysis was quantified using Hirshfeld surface analysis resulting in C···H, O···H, and H···H contacts in PYRA-1 exhibiting more contribution than in PYRA-2. The conformational stabilities of the molecules are same in the gas and liquid phases (water and DMSO). The docking scores measured for PYRA-1 and PYRA-2 with CDC7 kinase complexes are −5.421 and −5.884 kcal/mol, respectively. The MD simulations show that PYRA-2 is a more potential inhibitor than PYRA-1 against CDC7 kinase.

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Section: Methodsmentioning

confidence: 99%

A Structural and In Silico Investigation of Potential CDC7 Kinase Enzyme Inhibitors

Mookkan,

Kandasamy,

Al-Odayni

et al. 2023

ACS Omega

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“…Finally, the organic layer was dried over anhydrous sodium sulfate. Then, the compound was recrystallized in ethyl acetate and hexane, to yield (2A) as a light greenish solid [14].…”

Section: A Typical Procedures For the Synthesis Of 1h-dibenzo[b]azepinmentioning

confidence: 99%

Synthesis, Characterization and Biological Screening of Azepine Derivative: 2-hydroxy-1,3-di(naphthalene-2-yl)-1H-benzo[b]azepine-5(4H)one

Sharma¹,

Singh²

2021

J. Nepal Chem. Soc.

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The synthesis of unsaturated heterocyclic compounds containing nitrogen atoms in the ring is very important due to its various biological application in the pharmaceutical industry. Azepine derivatives find numerous application almost every field in medicinal chemistry and some of its are commercially available as drugs. The two-component of azepine derivatives were synthesized by using the aniline and maleic anhydride as a starting material followed by condensation with sodium borohydride in presence of dry benzene, subsequently cyclization by polyphosphoric acid then, finally by an addition reaction with naphthalene-2-ol to form the desired derivative. The formation of the synthesized azepine derivative was confirmed by spectral techniques such as IR, 1H-NMR, and 13C-NMR. The antibacterial assay shows that the synthesized compound (2A) possesses the most highly potent activity in the Bacillus subtilis and moderate activity against other different strains of bacteria and fungi.

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The radical scavenging activity of monosubstituted iminostilbenes: Theoretical insights

Hòa

Trung

Thong

et al. 2021

Chemical Physics Letters

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Crystal Structure, Spectral Studies, and Hirshfeld Surfaces Analysis of 5-Methyl-5H-dibenzo[b,f]azepine and 5-(4-Methylbenzyl)-5H-dibenzo[b,f]azepine

Cited by 4 publications

References 16 publications

A Structural and In Silico Investigation of Potential CDC7 Kinase Enzyme Inhibitors

A Structural and In Silico Investigation of Potential CDC7 Kinase Enzyme Inhibitors

Synthesis, Characterization and Biological Screening of Azepine Derivative: 2-hydroxy-1,3-di(naphthalene-2-yl)-1H-benzo[b]azepine-5(4H)one

The radical scavenging activity of monosubstituted iminostilbenes: Theoretical insights

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