Synthesis and spectroscopic characterization and DFT study of benzyl 4-([1,1 '-biphenyl]-4-yl)-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

Calcium channel blocker compounds act on L-type calcium channels and reducing the influx of extracellular calcium ions into the cell. These are divided into three main groups, one of which is 1,4-dihydropyridine derivatives. In this study, a new compound bearing the hexahydroquinoline ring analogous to 1,4-dihydropyridine structure was synthesized and its structure proved by instrumental techniques such as mass spectroscopy, H-1 NMR, C-13 NMR, IR and elemental analysis. In addition to the spectral methods used, X-ray study has been carried out to realize advanced studies on the structure of the mentioned compound. The analyses of single crystal X-ray diffraction show that the title compouns crystallized in the monoclinic system with space group P 21/n. Lattice constants are a = 7.1231(3) angstrom, b = 30.0033(19) angstrom, c = 11.8361(7) angstrom, beta = 95.698(4)degrees, Z = 4. Crystallographic studies also show that the molecular structure was stabilized by intramolecular, intermolecular hydrogen bonds. (C) 2019 Elsevier B.V. All rights reserved

Synthesis And Biological Evaluation Of New Tricyclic Dihydropyridine Based Derivatives On Potassium Channels

The present study reports a microwave-assisted method for the synthesis of twelve novel tricyclic 1,4-dihydropyridine derivatives in which dimethyl-substituted cyclohexane and / or tetrahydrothiophene rings are fused to the DHP ring. The structures of the compounds were confirmed by spectral methods and elemental analysis. , The potassium channel opening effects of the compounds were determined on rat mesenteric arteries and urinary bladders. The obtained results indicated that some compounds produced mesenteric artery-selective relaxant properties and the effects of these compounds were mediated through ATP-sensitive potassium channels. The replacement of the second tetrahydrothiophene ring with dimethyl-substituted cyclohexane ring led to more active compounds. , Docking studies were carried out to understand the interactions of the compounds with the active site of potassium channel. The unsubstituted nitrogen atom on the 1,4-dihydropyridine ring and one of the sulfonyl oxygens were found to be important for the formation of hydrogen bonds to stabilize the compound in the center of the cavity. The nature and position of phenyl ring substituents were also effective on the activity of the compounds. Finally, a theoretical study was established to predict the ADME of the most active compounds.PubMe

9-(5-Bromo-1H-indol-3-yl)-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione dimethyl sulfoxide monosolvate

In the title compound, C21H19BrN2O2·C2H6OS, the indole ring system is essentially planar, with a maximum deviation of 0.050 (3) Å for the non-bridgehead C atom adjacent to the N atom. The two cyclohex-2-enone rings adopt half-chair conformations. An intramolecular C-H⋯O hydrogen bond occurs. The solvent molecule exhibits minor disorder of the S atom [site occupancies = 0.8153 (16) and 0.1847 (18)]. In the crystal, molecules are linked by N-H⋯O hydrogen bonds, forming layers parallel to the bc plane

Synthesis, characterization, crystal structure and Hirshfeld surface analysis of a hexahydroquinoline derivative: tert-butyl 4-([1,1 '-biphenyl]-4-yl)-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

The title compound, C29H33NO3, crystallizes with three molecules (A, B and C) in the asymmetric unit. They differ in the twist of the phenyl and benzene rings of the 1,10-biphenyl ring with respect to the plane of the 1,4-dihydropyridine ring. In all three molecules, the 1,4-dihydropyridine ring adopts a distorted boat conformation. The cyclohexene ring has an envelope conformation in molecules A and B, while it exhibits a distorted half-chair conformation for both the major and minor components in the disordered molecule C. In the crystal, molecules are linked by C-H center dot center dot center dot O and N-H center dot center dot center dot O hydrogen bonds, forming layers parallel to (100) defining R-4(1)(6) and C(7) graph-set motifs. Additional C-H center dot center dot center dot pi interactions consolidate the layered structure. Between the layers, van derWaals interactions stabilize the packing, as revealed by Hirshfeld surface analysis. The greatest contributions to the crystal packing are from H center dot center dot center dot H (69.6% in A, 69.9% in B, 70.1% in C), C center dot center dot center dot H/H center dot center dot center dot C (20.3% in A, 20.6% in B, 20.3% in C) and O center dot center dot center dot H/H center dot center dot center dot O (8.6% in A, 8.6% in B, 8.4% in C) interactions