2-Methylxanthen-9-one

In the title compound, C14H10O2, the tricycle is not planar, being bent with a dihedral angle of 4.7 (1)° between the two benzene rings. In the crystal, π–π inter­actions between the six-membered rings of neighbouring mol­ecules [centroid–centroid distances = 3.580 (3) and 3.605 (3) Å] form stacks propagating along [101]

Synthesis, crystal structure, DFT calculations, Hirshfeld surface analysis, energy frameworks, molecular dynamics and docking studies of novel isoxazolequinoxaline derivative (IZQ) as anti-cancer drug

Quinoxaline derivatives with the molecular formula C8H6N2] also named benzopyrazines, which are a valuable class of heterocyclic compounds useful for their numerous industrial and pharmaceutical applications. The new isoxazolquinoxalin (IZQ) 3-pheny1-14(3-(p-toly1)-4,5-dihydroisoxazol-5yl)methyl)quinoxalin-2(1H)- one (5) has been synthesized with good yield by stirring the compounds of 1-allyl-3-phenylquinoxalin-2(1H)-one (3, 3.8mmol), and (E)-4 methylbenzaldehydeoxime (4, 1.3mmol) in 20 ml of chloroform. The aqueous solution of sodium hypochlorite (10 ml of water bleach 12 degrees) was added drop wise using bromine funnel. The mixture was stirring at 0 degrees C temperature for 6 hours. Then it dried to obtain a crude product which on recrystallization with ethanol afforded the title compound (5) as colourless rectangular block shape crystals, and then confirmed by H NMR, LC-MS spectra. The structure of the compound has been confirmed by single crystal X-ray diffraction technique. The compound crystallizes in the monoclinic crystal system with the space group P2(1)/c. The unit cell constants; a =15.9437(6) angstrom, b =16.3936(6) angstrom, c =7.4913(3) angstrom, and beta =94.178(2)degrees. DFT calculations were carried out and HOMO-LUMO energy levels have been determined. In the structure, both Intermolecular and intramolecular hydrogen bonds of the type C-H center dot center dot center dot O were observed along with C-H center dot center dot center dot cg interactions. Hirshfeld surface studies were performed to understand the different interaction contacts of the molecule and the molecular packing strength of the crystal. Energy frameworks were constructed through different intermolecular interaction energies to investigate the stability of the compound and to know type of the dominate energy. Docking studies predicted anti-cancer activity of the title molecule against homo sapiens protein (pdb code:6HVH) and exhibited prominent interactions at active site region. (C) 2021 Elsevier B.V. All rights reserved

Synthesis, characterization, crystal structure and Hirshfeld surface analysis of 1-(4-ethoxyphenyl)-3-(4-methylphenyl) prop-2en-1-one

The title compound 1-(4-ethoxyphenyl)-3-(4-methylphenyl) prop-2en-1-one has been synthesized, characterized by NMR, IR and mass spectral analysis, and finally the structure was confirmed by single crystal X-ray diffraction studies. The title compound C18H18O2 crystallizes in the monoclinic crystal system, in P21/c space group with unit cell parameters, a = 5.884(3)Å, b = 17.472(1)Å, c = 14.375(8)Å, β = 99.268(10)° and Z = 4. The crystal structure of the title compound exhibits intra molecular interaction of the type CH···O and the molecular structure is stabilized by short contacts (π···π and CH···π interactions). Further, the Hirshfeld surface analysis reveals the nature of molecular interactions; the fingerprint plot provides the information about the percentage contribution from each individual intermolecular contacts, and it shows that the H···H interactions has the major contribution (54.7)

Structural studies of a novel bioactive benzophenone derivative: (4-Chloro-2-hydroxy-phenyl)-phenyl-methanone

The title compound (4-Chloro-2-hydroxy-phenyl)-phenyl-methanone was synthesized and the product obtained was characterized by spectroscopic techniques, and finally the structure was confirmed by X-ray diffraction studies. The compound crystallizes in the orthorhombic crystal system with the space group Pbca with unit cell parameters, a = 14.0359(5) Å, b = 6.8084(3) Å, c = 23.1097(8) Å, and Z = 4. The structure exhibits an intramolecular hydrogen bond which closes an S(6) ring. No directional interactions beyond the van der Waals packing contacts were identified in the crystal structur

Anti-tumor and proapoptotic effect of novel synthetic benzophenone analogues in Ehrlich ascites tumor cells

A series of substituted benzophenone analogues, (2-aroyl-4-methylphenoxy)acetamides 4a–e, have been synthesized via three-step synthesis sequence beginning with the 2-hydroxybenzophenones 1a–e in excellent yield. 1a–e on reaction with ethyl chloroacetate afford ethyl (2-aroyl-4-methylphenoxy)acetates 2a–e which on alkaline hydrolysis afforded (2-aroyl-4-methylphenoxy)ethanoic acid 3a–e. Compounds 3a–e on condensation with p-chloroaniline furnished benzophenone analogues 4a–e. In the present report, we investigated the anti-tumor and proapoptotic effect of benzophenones in Ehrlich ascites tumor (EAT) cells. Treatment of benzophenones in vivo resulted in inhibition of proliferation of EAT cells and ascites formation. Further, we demonstrate that the induction of apoptosis in EAT cells is mediated through activation of caspase-3. These results suggest a further possible clinical application of these synthetic compounds as potent anti-tumor and proapoptotic compounds

Synthesis, crystal structure, Hirshfeld surface analysis, energy frameworks and computational studies of Schiff base derivative

The compound (E)-ethyl 3-(2-(2,4-dinitrophenyl)hydrazono)butanoate (3) was synthesised and crystallized using ethanol as a solvent. The compound was characterized by H-1 NMR, and single crystal X-ray diffraction. The compound crystallizes in the monoclinic crystal system with the space group P2(1)/c. The intermolecular interactions and the interaction energies responsible for the stabilization of the molecules were determined by Hirshfeld surface analysis and energy framework calculations. The structure of the compound was optimized by Density Functional Theory calculations and HOMO-LUMO energy gap was calculated. The non-covalent interactions were revealed by reduced density gradient analysis. The Mulliken atomic charges and natural atomic charges were calculated by density functional theory calculations. The reactive sites present in the molecule are shown by molecular electrostatic potential map. The inter and intra molecular charge transfer were investigated by NBO analysis

Synthesis, characterization, thermal, anticancer and dna binding properties of co(ii), ni(ii), cu(ii), cd(ii) and zn(ii) complexes with schiff base

A series of metal complexes of Co(II), Ni(II), Cu(II), Cd(II) and Zn(II) were synthesized with newly prepared ligand. This ligand was prepared by the condensation of hydrazide with 2-chloro benzaldehyde. The resulting complexes were characterized by elemental analyses, spectroscopic data i.e. IR, UV, mass, molar electric conductibility as well as magnetic measurements. The complexes were square planar and octahedral in nature. Thermal studies of the complexes were also reported. Metal complexes exhibited DNA binding, cleavage and anticancer activities which were significantly better than the ligand

Synthesis, characterization, crystal structure and Hirshfeld surface analysis of ethyl 2-(2-oxo-2H-chromen-4-yloxy) acetate

The title compound ethyl 2-(2-oxo-2H-chromen-4-yloxy) acetate has been synthesized and characterized by NMR, IR and mass spectral studies, and finally the structure was confirmed by single crystal X-ray diffraction studies. The title compound C13H12O5 crystallizes in the orthorhombic space group P212121 with a single molecule in the asymmetric unit and the unit cell parameters, a = 5.1037(7) Å, b = 7.9867(10) Å, c = 28.300(4) Å, and Z= 4. The crystal structure of the title compound exhibit several C–H •••O intermolecular interactions resulting in a three dimensional architecture. Further, the Hirshfeld surface analysis reveals the nature of intermolecular contacts. The fingerprint plot provides the information about the percentage contribution which clearly states that H…H (37.4) bonding appears to be a major contributor in the crystal packing, whereas the O…H (33.2), C…H (20.2) from the intermolecular contacts to the surface

5-(4-Meth­­oxy­phen­yl)-1,3,4-oxa­diazol-2-amine

In the title compound, C\sb 9H\sb 9N\sb 3O\sb 2, the dihedral angle between the aromatic rings is 8.64(10)\circ. The crystal structure features inversion-related dimers linked by pairs of N—-H⋅sN hydrogen bonds, generating \it R\sb 2\sp 2(8) loops. A further N—-H⋅sN hydrogen bond links the dimers into (100) sheets

Synthesis, characterization, crystal structure and Hirshfeld surface analysis of o-tolyloxy acetic acid (1H-indol-3-yl-methylene)-hydrazide

o-Tolyloxy acetic acid (1H-indol-3-yl-methylene)-hydrazide was synthesized by treating 2-methyl phenoxy acetic acid hydrazide with indole carboxaldehyde. It was characterized by NMR, IR studies and mass spectral studies and finally, the structure was confirmed by single crystal X-ray diffraction studies. The title compound C18H17N3O2 crystallizes in the monoclinic crystal system in the space group P21/n. The intermolecular interactions in the crystal structures are quantified using the Hirshfeld surface analysis method. The majority contribution to the Hirshfeld surfaces is from H⋯H (45.4) contacts