570360-93-9Relevant academic research and scientific papers
Copper-promoted one-pot approach: Synthesis of benzimidazoles
Adil, Syed Farooq,Alduhaish, Osamah,Assal, Mohamed E.,Bollikolla, Hari Babu,Gollapudi, Ravi Kumar,Murthy Boddapati, S. N.,Nurbasha, Sharmila,Siddiqui, Mohammed Rafiq H.,Tamminana, Ramana
, (2020/04/24)
A facile, one-pot, and proficient method was developed for the production of various 2-arylaminobenzimidazoles. This methodology is based for the first time on a copper catalyst promoted domino C-N cross-coupling reaction for the generation of 2-arylaminobenzimidazoles. Mechanistic investigations revealed that the synthetic pathway involves a copper-based desulphurization/nucleophilic substitution and a subsequent domino intra and intermolecular C-N cross-coupling reactions. Some of the issues typically encountered during the synthesis of 2-arylaminobezimidazoles, including the use of expensive catalytic systems and the low reactivity of bromo precursors, were addressed using this newly developed copper-catalyzed method. The reaction procedure is simple, generally with excellent substrate tolerance, and provides good to high yields of the desired products.
Nickel-catalyzed Chan-Lam cross-coupling: Chemoselective: N -arylation of 2-aminobenzimidazoles
Kumar, K. Anil,Kannaboina, Prakash,Rao, D. Nageswar,Das, Parthasarathi
, p. 8989 - 8997 (2016/10/05)
A complementary set of Ni- and Cu-based catalyst systems for the selective N-arylation of 2-aminobenzimidazoles have been developed. Selective N-arylation of the primary amine (C-NH2) group was achieved by Ni-catalyzed, boronic acid promoted cr
Benzimidazoles as new potent and selective DP antagonists for the treatment of allergic rhinitis
Beaulieu, Christian,Wang, Zhaoyin,Denis, Danielle,Greig, Gillian,Lamontagne, Sonia,O'Neill, Gary,Slipetz, Deborah,Wang, Jennifer
, p. 3195 - 3199 (2007/10/03)
A series of 2-substituted N-benzyl benzimidazole containing molecules has been synthesized and its structure-activity relationship for the human DP receptor has been evaluated. Selective DP antagonists with nanomolar potency for the DP receptor were identified in this novel series of benzimidazoles.
Design and synthesis of 1,5- and 2,5-substituted tetrahydrobenzazepinones as novel potent and selective integrin αVβ3 antagonists
Kling, Andreas,Backfisch, Gisela,Delzer, Juergen,Geneste, Herve,Graef, Claudia,Hornberger, Wilfried,Lange, Udo E. W.,Lauterbach, Arnulf,Seitz, Werner,Subkowski, Thomas
, p. 1319 - 1341 (2007/10/03)
The design and synthesis of novel integrin αVβ3 antagonists based on a 1,5- or 2,5-substituted tetrahydrobenzaezpinone core is described. In vitro activity of respective compounds was determined via αVβ3 binding assay, and selected derivatives were submitted to further characterization in functional cellular assays. SAR was obtained by modification of the benzazepinone core, variation of the spacer linking guanidine moiety and core, and modification of the guanidine mimetic. These efforts led to the identification of novel αVβ3 inhibitors displaying potency in the subnanomolar range, selectivity versus αIIbβ3 and functional efficacy in relevant cellular assays. A method for the preparation of enantiomerically pure derivatives was developed, and respective enantiomers evaluated in vitro. Compounds 31 and 37 were assessed for metabolic stability, resorption in the Caco-2 assay and pharmacokinetics.
