ChemInform Abstract: Spectrum of Pharmacological Activities and Toxicological Properties of Benzimidazole Derivatives

Спасов, А. А.; Iezhitsa, Igor Nikolayevich; Бугаева, Л. И.; Анисимова, В. А.

doi:10.1002/chin.199936298

Cited by 4 publications

(6 citation statements)

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“…For background to the applications of benzimidazole compounds, see: Spasov et al (1999); Grassmann et al (2002); Evans et al (1997); White et al (2004); Demirayak et al (2002). For details of hydrogen bonding, see: Jeffrey & Saenger (1991); Jeffrey (1997); Scheiner (1997).…”

Section: Related Literaturementioning

confidence: 99%

“…The benzimidazole motif is an important pharmacophore in drug discovery (Spasov et al, 1999). Substituted benzimidazole derivatives have diverse therapeutic applications as they exhibit antihistamine (Grassmann et al, 2002), anti-HIV-1 (Evans et al, 1997), antitumour (White et al, 2004) and potential anticancer activities (Demirayak et al, 2002).…”

Section: S1 Commentmentioning

confidence: 99%

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Ethyl 1-sec-butyl-2-phenyl-1H-benzimidazole-5-carboxylate

et al. 2010

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In the title molecule, C20H22N2O2, the benzimidazole ring system is essentially planar, with a maximum deviation of 0.024 (1) Å. The dihedral angle between the phenyl and benzimidazole ring system is 43.71 (5)°. The atoms of the butyl group are disordered over two sets of sites with occupancies of 0.900 (4) and 0.100 (4). In the crystal structure, molecules are connected by weak intermolecular C—H⋯O hydrogen bonds, forming chains along the b axis. The crystal structure is further stabilized by C—H⋯π interactions.

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Section: Related Literaturementioning

confidence: 99%

Section: S1 Commentmentioning

confidence: 99%

Ethyl 1-sec-butyl-2-phenyl-1H-benzimidazole-5-carboxylate

et al. 2010

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“…For the biological activity of benzimidazole derivatives, see: Spasov et al (1999); Tanious et al (2004); Townsend & Revankar (1970). For ring conformations, see: Cremer & Pople (1975).…”

Section: Related Literaturementioning

confidence: 99%

Ethyl 2-(4-methoxyphenyl)-1-[3-(2-oxopyrrolidin-1-yl)propyl]-1H-benzimidazole-5-carboxylate

et al. 2012

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The asymmetric unit of the title compound, C24H27N3O4, contains two molecules, A and B. The benzimidazole rings are essentially planar [maximum deviations = 0.0144 (10) and 0.0311 (8) Å in A and B, respectively]. The dihedral angle between the benzimidazole mean plane and its attached benzene ring is 36.90 (5) ° for molecule A and 51.40 (5) ° for molecule B. In both molecules, the pyrrolidine ring adopts an envelope conformation with a C atom as the flap. In molecule B, the flap C atom is disordered over two positions in a 0.711 (6):0.289 (6) ratio. In the crystal, C—H⋯O interactions link the molecules, generating [100] chains. The crystal packing also features weak π–π interactions between the imidazole and benzene rings [centroid–centroid distances = 3.8007 (7) and 3.8086 (7) Å] and between the benzene rings [centroid–centroid distance = 3.7001 (7) Å] and C—H⋯π interactions involving the benzene rings.

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“…Then the reaction mixture was poured onto crushed ice and neutralized by hydrochloric acid to give a crude product which was filtered off, washed several times with cold water, dried and crystallized (Scheme 1). [4,5]imidazo [1,2- …”

Section: Synthesis Of Cyclic Benzimidazolementioning

confidence: 99%

“…Benzimidazole nucleus has been confirmed as an important pharmacophore in drug discovery [5]. Its derivatives have been reported to exhibit antitumor [6], antibacterial [7], antiinflammatory [8] and promising anticancer activities [9][10].…”

Section: Introductionmentioning

confidence: 99%