ABSTRACT: In the title compound, C(20)H(13)F(3)N(4)O(4), the fused pyrimido[1,2-a]benzimidazole ring system is nearly planar, with a maximum deviation from the mean plane of 0.126?(1)?Å. Mol-ecules are linked by C-H?N and C-H?O hydrogen bonds and by ?-? inter-actions with inter-planar distances of 3.2661?(6) and 3.2775?(6)?Å.
Project description:In the title compound, C(23)H(17)F(3)N(2)O(3), an intra-molecular C-H?F hydrogen bond generates an S(6) ring motif. The essentially planar 1H-benzimidazole ring system [maximum deviation = 0.021?(2)?Å] forms dihedral angles of 25.00?(10) and 62.53?(11)° with the trifluoro-meth-oxy-substituted benzene and phenyl rings, respectively. The twist of the ethyl acetate group from the least-squares plane of the 1H-benzimidazole ring system is defined by a C(=O)-O-C-C torsion angle of 79.5?(3)°. In the crystal, mol-ecules are linked into a two-dimensional network parallel to the bc plane by weak C-H?N and C-H?O hydrogen bonds. Weak C-H?? inter-actions also observed.
Project description:This data is to document the intraocular pressure (IOP) lowering activity of imidazo[1,2-a]benzimidazole and pyrimido[1,2-a]benzimidazole compounds in ocular normotensive rats. Effects of single drop application of imidazo[1,2-a]benzimidazole and pyrimido[1,2-a]benzimidazole compounds on IOP in ocular normotensive rats are presented at 3 different concentrations (0.1%, 0.2% and 0.4%). Time course of changes in IOP is presented over 6?h period post-instillation. The IOP lowering activities of test compounds were determined by assessing maximum decrease in IOP from baseline and corresponding control, duration of IOP lowering and area under curve (AUC) of time versus response curve. Data shown here may serve as benchmarks for other researchers studying IOP-lowering effect of imidazo[1,2-a]benzimidazole and pyrimido[1,2-a]benzimidazole compounds and would be useful in determining therapeutic potential of these test compounds as IOP lowering agents.
Project description:In the title compound, C(14)H(9)F(3)N(2)O, the best planes of the benzimidazole group and benzene ring form a dihedral angle of 26.68?(3)°. In the crystal, N-H?N hydrogen bonds link the mol-ecules into infinite chains parallel to the c axis. Stacking inter-actions between the benzimidazole groups [centroid-centroid distance = 3.594?(5)?Å] assemble the mol-ecules into layers parallel to (100). The trifluoro-methyl group is disordered over three sets of sites with site-occupancy factors of 0.787?(4), 0.107?(7) and 0.106?(7).
Project description:In the title compound, C26H24N2O2, the benzimidazole ring system is almost planar [maximum displacement = 0.025?(1)?Å] and makes dihedral angles of 80.48?(5) and 41.57?(5)° with the benzene rings, which are inclined to one another by 65.33?(6)°. In the crystal, mol-ecules are linked via C-H?? and weak ?-? inter-actions [centroid-centroid distance = 3.8070?(7)?Å and inter-planar distance = 3.6160?(5)?Å].
Project description:This article contains data that relate to the study carried out in the work of Marcus et al. (2018) . Data represent an information about pharmacophore analysis of imidazo[1,2-a]benzimidazole and pyrimido[1,2-a]benzimidazole derivatives and results of construction of the relationship between intraocular pressure (IOP) lowering activity and hypotensive activity of imidazo[1,2-a]benzimidazole and pyrimido[1,2-a]benzimidazole derivatives using a multilayer perceptron artificial neural network. In particular, they include the ones listed in this article: 1) table of all pharmacophores of imidazo[1,2-a]benzimidazole and pyrimido[1,2-a]benzimidazole derivatives that showed IOP lowering activity; 2) table of all pharmacophores of the compounds that showed absence of IOP lowering activity; 3) table of initial data for artificial neural network analysis of relationship between IOP activity and hypotensive activity of this chemical series; 4) graphical representation of the best neural network model of this dependence; 5) original txt-file of results of pharmacophore analysis; 6) xls-file of initial data for neural network modeling; 7) original stw-file of results of neural network modeling; 8) original xml-file of the best neural network model of dependence between IOP lowering activity and hypotensive activity of these azole derivatives. The data may be useful for researchers interested in designing new drug substances and will contribute to understanding of the mechanisms of IOP lowering activity.
Project description:In the title mol-ecule, C(20)H(13)F(3)N(2), the benzimidazole unit is close to being planar [maximum deviation = 0.012?(1)?Å] and forms dihedral angles of 31.43?(7) and 61.45?(9)° with the 4-(trifluoromethyl)phenyl and 1-phenyl rings, respectively; the dihedral angle between these rings is 60.94?(10)°. In the crystal, C-H?F hydrogen bonds link the mol-ecules into chains along the c-axis direction. The CF(3) group is rotationally disordered with an occupancy ratio of 0.557?(8):0.443?(8) for the F atoms.
Project description:The asymmetric unit of the title compound, C(18)H(22)N(2), contains two independent mol-ecules which differ slightly with respect to the torsion angles involving the atoms joining the adamantyl and benzimidazole groups. The bond angles in the adamantane cage vary within the range 108.27?(9)-110.55?(10)°. The benzimidazole ring system in both mol-ecules is essentially planar, the maximum deviations from the best planes being 0.0134?(15) and 0.0229?(14)?Å. In the crystal, weak C-H?? inter-actions link the molecules.
Project description:The title compound, C12H9N3, is an unhydrated analogue of the previously reported trihydrate. The mol-ecule is essentially planar, with a 3.62?(11)° angle between the pyridine and benzimidazole planes. In the crystal, N-H?N hydrogen bonds result in chains of mol-ecules parallel to , which are additionally linked by weak ?-? stacking inter-actions [centroid-centroid distance = 3.7469?(17)?Å], resulting in extended sheets of molecules parallel to (103).
Project description:The title compound, C(22)H(20)N(2), crystallizes with two independent mol-ecules (A and B) in the asymmetric unit. The benzimidazole units are almost planar [maximum deviations = 0.0161?(8)?Å for A and 0.0276?(8)?Å for B]. The dihedral angles between the benzimidazole unit and the benzene rings of the 4-methyl-benzyl and 4-methyl-phenyl groups are 76.64?(3) and 46.87?(4)°, respectively, in mol-ecule A. The corresponding values in mol-ecule B are 86.31?(2) and 39.14?(4)°. The dihedral angles between the planes of the two benzene rings are 73.73?(3) and 80.69?(4)° in mol-ecules A and B, respectively. Pairs of weak inter-molecular C-H?N hydrogen bonds link B mol-ecules, forming centrosymmetric dimers with R(2) (2)(8) ring motifs. There are no significant corresponding inter-actions involving the A mol-ecules.
Project description:In the title compound, C(23)H(25)N(3)O(3), the benzimidazole ring system is essentially planar [maximum deviation = 0.0240?(18)?Å]. The mean plane through this ring system forms a dihedral angle of 42.23?(7)° with the benzene ring. The pyrrolidine ring is in an envelope conformation with the flap atom disordered over two sites with occupancies of 0.813?(11) and 0.187?(11). In the crystal, weak C-H?O hydrogen bonds form R(2) (2)(10) ring motifs, which are connected by further C-H?O inter-actions, forming ribbons along the b axis. The crystal structure is further stabilized by weak ?-? inter-actions involving the imidazole and benzene rings of the benzimidazole ring system [centroid-centroid distances = 3.6788?(11) and 3.6316?(10)?Å] and weak C-H?? inter-actions.