Benzimidazole Ring System as a Privileged Template for Anticancer Agents

2018 ◽  
Vol 51 (12) ◽  
pp. 1068-1077 ◽  
Author(s):  
Afshan Kanwal ◽  
Furqan Ahmad Saddique ◽  
Sana Aslam ◽  
Matloob Ahmad ◽  
Ameer Fawad Zahoor ◽  
...  
Keyword(s):  
Anticancer Agents ◽  
Ring System ◽  
Benzimidazole Ring

scholarly journals Ethyl 2-(4-chlorophenyl)-1-phenyl-1H-benzimidazole-5-carboxylate

2012 ◽  
Vol 68 (6) ◽  
pp. o1863-o1863 ◽  
Author(s):  
Yeong Keng Yoon ◽  
Elumalai Manogaran ◽  
Tan Soo Choon ◽  
Suhana Arshad ◽  
Ibrahim Abdul Razak
Keyword(s):  
Hydrogen Bonds ◽  
Dihedral Angle ◽  
Title Compound ◽  
Ring System ◽  
Dihedral Angles ◽  
Maximum Deviation ◽  
Zigzag Chain ◽  
Benzimidazole Ring ◽  
Compound C ◽  
Benzene Rings

In the title compound, C22H17ClN2O2, the essentially planar benzimidazole ring system [maximum deviation = 0.012 (2) Å] forms dihedral angles of 28.69 (6) and 63.65 (7)°, respectively, with the phenyl and chloro-substituted benzene rings. The dihedral angle between the phenyl and benzene rings is 64.23 (8)°. In the crystal, molecules are linked into a zigzag chain along the a axis by intermolecular C—H...O hydrogen bonds. C—H...π interactions are also present.

2-(4-Methoxyphenyl)-1H-benzimidazole

2006 ◽  
Vol 62 (7) ◽  
pp. o2601-o2602 ◽  
Author(s):  
Hermenegilda Moreno-Diaz ◽  
Gabriel Navarrete-Vázquez ◽  
Samuel Estrada-Soto ◽  
Hugo Tlahuext
Keyword(s):  
Hydrogen Bonds ◽  
Dihedral Angle ◽  
Title Compound ◽  
Ring System ◽  
Benzimidazole Ring ◽  
Compound C

In the title compound, C14H12N2O, the dihedral angle between the benzimidazole ring system and the 4-methoxyphenyl substituent is 34.12 (6)°. The molecules are linked by intermolecular N—H...N hydrogen bonds, forming chains running along the c axis.

scholarly journals BenzimidazoliumL-aspartate

IUCrData ◽  
2016 ◽  
Vol 1 (5) ◽  
Author(s):  
M. Amudha ◽  
P. Praveen Kumar ◽  
G. Chakkaravarthi
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Ring System ◽  
Dimensional Structure ◽  
Carboxyl Groups ◽  
Benzimidazole Ring ◽  
Π Interactions ◽  
Graph Set ◽  
Molecular Salt

In the cation of the title molecular salt, C7H7N2+·C4H6NO4−(systematic name: 1H-benzo[d]imidazol-3-ium 2-azaniumylsuccinate), the benzimidazole ring system is almost planar (r.m.s. deviation = 0.012 Å). The cation is protonated at the N atom and the L-aspartate zwitterion is deprotonated at both carboxyl groups. In the anion, an N—H...O hydrogen bond and an N—H...O short contact generateS(6) graph-set motifs. In the crystal, the anions are linkedviathree N—H...O hydrogen bonds involving the NH3+group, forming layers parallel to theabplane. The benzimidazolium cations are linked to these layers by N—H...O hydrogen bonds. The layers are linkedviaC—H...O hydrogen bonds involving the benzimidazolium cation, forming a three-dimensional structure. There are also C—H...π interactions present involving inversion-related benzimidazolium cations.

scholarly journals Synthesis, Characterization and Biological Evaluation of 1, 2-Disubstituted Benzimidazole Derivatives using Mannich Bases

2010 ◽  
Vol 7 (1) ◽  
pp. 222-226 ◽  
Author(s):  
B. Anil Reddy
Keyword(s):  
Spectral Data ◽  
Carboxylic Acids ◽  
Benzene Ring ◽  
Mannich Base ◽  
Mannich Bases ◽  
Biological Evaluation ◽  
Ring System ◽  
Inflammatory Activity ◽  
Benzimidazole Derivatives ◽  
Benzimidazole Ring

The ring system in which a benzene ring is fused to the 4,5-positions of imidazole is designated as benzimidazole. Condensations of 2-substituted benzimidazole derivatives were synthesized by different carboxylic acids using Mannich base and anti-inflammatory activity. The various positions on the benzimidazole ring are numbered in the manner indicated with the imino function as number one. The formations of the product were conformed by the analytical and spectral data.

scholarly journals 2-Bromo-5-tert-butyl-N-methyl-N-[2-(methylamino)phenyl]-3-(1-methyl-1H-benzimidazol-2-yl)benzamide

2014 ◽  
Vol 70 (7) ◽  
pp. o822-o823
Author(s):  
Poonam Rajesh Prasad ◽  
Shikha Das ◽  
Harkesh B. Singh ◽  
Ray J. Butcher
Keyword(s):  
Hydrogen Bonds ◽  
Dihedral Angle ◽  
Title Compound ◽  
Ring System ◽  
Dihedral Angles ◽  
Benzimidazole Ring ◽  
Central Ring ◽  
Π Interactions ◽  
Amide Linkage ◽  
Compound C

In the title compound, C27H29BrN4O, benzimidazole ring system and the amide moiety are planar [r.m.s. deviations = 0.016 (2) and 0.017 (1) Å, respectively]. The molecule adopts a conformation in which the amide linkage is almost perpendicular to the central ring [dihedral angle = 85.79 (8)°], while the benzimidazole ring system makes a dihedral angle of 70.26 (11)° with the central ring. In the crystal, the molecules form dimers through N—H...O hydrogen bonds and C—H...O interactions. These dimers are further linked into zigzag ribbons along [201] by weak C—H...Br interactions. As a result of the bulky nature of the molecule, as evidenced by the large dihedral angles between rings, there is little evidence for any π–π interactions.

scholarly journals Crystal structure of 1,3-bis(4-methylbenzyl)-1H-1,3-benzimidazol-3-ium bromide monohydrate

2015 ◽  
Vol 71 (1) ◽  
pp. o10-o11
Author(s):  
Sevim Türktekin Çelikesir ◽  
Ömer Çelik ◽  
Senem Akkoç ◽  
İlhan Özer İlhan ◽  
Yetkin Gök ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Water Molecule ◽  
Three Dimensional ◽  
Ring System ◽  
Dihedral Angles ◽  
Stacking Interactions ◽  
Benzimidazole Ring ◽  
Dimensional Network ◽  
Benzimidazolium Salt ◽  
Benzene Rings

In the title hydrated symetrically substituted 1,3-bis(4-methylbenzyl)benzimidazolium salt, C23H23N2+·Br−·H2O, the dihedral angles between the benzimidazole ring system (r.m.s. deviation = 0.003 Å) and the pendant benzene rings are 73.18 (16) and 77.52 (16)°. Both benzene rings lie to the same side of the benzimidazole ring system, giving the cation an overall U-shape. In the crystal, the cation is linked to the water molecule by a short C—H...O hydrogen bond and the water molecule forms O—H...Br hydrogen bonds. Together, these interactions lead to [010] chains. The packing is consolidated by C—H...Br hydrogen bonds and aromatic π–π stacking interactions [centroid–centroid distances = 3.5401 (17) and 3.8815 (18) Å], generating a three-dimensional network.

scholarly journals 1-(2,3,4,5,6-Pentamethylbenzyl)-2-(pyridin-2-yl)-1H-benzimidazole

2014 ◽  
Vol 70 (5) ◽  
pp. o563-o564
Author(s):  
Fırat Anĝay ◽  
Ömer Çelik ◽  
Orhan Barlık ◽  
Mahmut Ulusoy
Keyword(s):  
Hydrogen Bond ◽  
Title Compound ◽  
Ring System ◽  
Dihedral Angles ◽  
Benzimidazole Ring ◽  
Π Interactions ◽  
Compound C ◽  
Benzene Rings

In the title compound, C24H25N3, the benzimidazole ring system is essentially planar, with an r.m.s. deviation of 0.017 Å, and forms dihedral angles of 7.81 (5) and 87.61 (4)° with the pyridine and benzene rings, respectively. An intramolecular C—H...N hydrogen bond is observed. In the crystal, molecules are stacked along theaaxis by weak C—H...π interactions.

scholarly journals Crystal structure of bis[2-(1H-benzimidazol-2-yl)aniline]silver(I) nitrate

2015 ◽  
Vol 71 (9) ◽  
pp. 1058-1060 ◽  
Author(s):  
Yongtae Kim ◽  
Sung Kwon Kang
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Rotation Axis ◽  
Ring System ◽  
Planar Geometry ◽  
Nitrate Anion ◽  
Inversion Center ◽  
Benzimidazole Ring ◽  
Square Planar ◽  
The Mean

In the cation of the title salt, [Ag(C13H11N3)2]NO3, the AgIatom lies on a crystallographic inversion center and is coordinated by four N atoms from two bidentate 2-(1H-benzimidazol-2-yl)aniline ligands in a distorted square-planar geometry. The Ag—N(aniline) bond [2.729 (2) Å] is significantly longer than the Ag—N(imidazole) bond [2.165 (1) Å]. In the ligand, the aniline ring is twisted by 37.87 (6)° from the mean plane of the benzimidazole ring system. The nitrate anion lies on a crystallographic twofold rotation axis which passes through the N atom and one of the O atoms. In the crystal, N—H...O hydrogen bonds link the components, forming a layer parallel to thebcplane.

2-(2-Ethoxyphenyl)-1H-benzimidazole monohydrate

2007 ◽  
Vol 63 (11) ◽  
pp. o4208-o4208
Author(s):  
Gabriel Navarrete-Vázquez ◽  
Hermenegilda Moreno-Diaz ◽  
Samuel Estrada-Soto ◽  
Hugo Tlahuext
Keyword(s):  
Hydrogen Bonding ◽  
Water Molecule ◽  
Benzene Ring ◽  
Dihedral Angle ◽  
Title Compound ◽  
Ring System ◽  
Benzimidazole Ring ◽  
Compound C ◽  
Benzene Rings ◽  
Hydrogen Bonding Network

In the title compound, C15H14N2O·H2O, the dihedral angle between the benzimidazole ring system and the benzene ring is 6.74 (18)°. The water molecule takes part in the hydrogen-bonding network (N...H—O—H...N), connecting neighboring benzimidazole molecules. The packing is further stabilized by a π–π interaction between two adjacent benzimidazole ring systems, with a distance between the centroids of the benzene rings of 3.8315 (12) Å.

Sign in / Sign up

Export Citation Format

Share Document