934-32-7Relevant articles and documents
2-Amino- and 2-hydroxymethylbenzimidazolium bromides as protein tyrosine phosphatase 1В (PTP1В) inhibitors and other targets associated with diabetes mellitus
Babkov, D. A.,Babkova, V. A.,Brigadirova, A. A.,Litvinov, R. A.,Morkovnik, A. S.,Sokolova, E. V.,Spasov, A. A.,Zhukovskaya, O. N.
, p. 774 - 780 (2020)
New 2-amino- and 2-hydroxymethylbenzimidazoles were synthesized and used to prepare the previously unknown 1,2,3-tri- and 1,2,3,5-tetrasubstituted benzimidazolium bromides with a biphenyl-containing substituent at the imidazole nitrogen atom. In some cases, these bromides exhibit activity against targets associated with diabetes mellitus. These compounds are strong protein tyrosine phosphatase 1B (PTP1B) inhibitors, exhibit chelating and antiglycation activity, but have no significant AT1 receptor antagonist activity. Hence, biphenyl-containing benzimidazolium derivatives can be considered as a basis for the development of new promising agents for the treatment of type 2 diabetes mellitus (DM2) and other diseases mediated by high phosphatase PTP1B activity.
Photodecomposition of carbendazim in aqueous solutions
Panadés, Ricard,Ibarz, Albert,Esplugas, Santiago
, p. 2951 - 2954 (2000)
The kinetic of photodecomposition of carbendazim (methyl-2-benzimidazole carbamate) at different pHs (1, 5, 7, 8 and 11) and at two different concentrations of dissolved oxygen has been studied. According to the experimental results, the photodegradation process follows a first-order kinetic and the degradation rate of carbendazim increases with pH and dissolved oxygen concentration. The kinetic of photodecomposition of carbendazim (methyl-2-benzimidazole carbamate) at different pHs (1, 5, 7, 8 and 11) and at two different concentrations of dissolved oxygen has been studied. According to the experimental results, the photodegradation process follows a first-order kinetic and the degradation rate of carbendazim increases with pH and dissolved oxygen concentration. Copyright (C) 2000 Elsevier Science Ltd.
Alternative and efficient method for the preparation of 2-acetamidobenzimidazoles
Abdurazakov,Saidov,Okmanov,Kubaev,Elmuradov, Burkhon Zhurayevich
, p. 2247 - 2252 (2021/04/22)
An alternative method for the synthesis of acetamidobenzimidazoles (3-6) has been developed, including the reacylation of methylbenzimidazol-2-ylcarbamate (carbendazim, MBC, 1) under the action of aliphatic and aromatic carboxylic acids. It was shown that with an increase in the size of the alkyl group and the reaction temperature (in the case of butyric acid), due to the decomposition of the resulting product, the yield of the target acyl products sharply decreases. The obtained compounds are homologues of the anthelmintic drug - N-(1H-benzimidazol-2-yl) acetamide (2-acetylaminobenzimidazole, 3). A possible mechanism of reacylation is presented.
Application of sulfonic acid fabricated cobalt ferrite nanoparticles as effective magnetic nanocatalyst for green and facile synthesis of benzimidazoles
Yadav, Priyanka,Kakati, Praachi,Singh, Preeti,Awasthi, Satish K.
, (2021/02/06)
This work represents the design and synthesis of efficient sulfonated cobalt ferrite solid acid catalyst. The synthesized solid acid green catalyst was characterized using various techniques viz. FT-IR, powder XRD, SEM, TEM and VSM. The obtained catalyst was used to synthesize biologically significant 2-substituted benzimidazole derivatives by condensation between o-phenylenediamine with various aromatic, aliphatic and heterocyclic aldehydes. High yield (up to 98 %), short reaction time (10?25 min), mild reaction condition, wide functional group tolerance, easy work-up procedure and excellent values of green chemistry metrices such as lower E factor (0.126), high RME value (88.83 %), carbon efficiency (100 %) and high atom economy (AE) value (90.65 %), are some salient features of the present catalytic system. Moreover, the catalyst recovery by simply using an external magnet and catalyst reusability up to 7 times without any significant loss in catalytic efficiency are some additional remarkable features of the current protocol.
Cobalt-Catalyzed Aerobic Oxidative Cyclization of 2-Aminoanilines with Isonitriles: Facile Access to 2-Aminobenzimidazoles
Liu, Jiaqi,Morgan, Sarah,Hoover, Jessica M.
, p. 1297 - 1301 (2020/01/25)
A ligand- and additive-free aerobic cobalt-catalyzed synthesis of 2-aminobenzimidazoles from 2-aminoanilines was developed. A variety of aminoanilines and isonitriles undergo efficient coupling to furnish substituted 2-aminobenzimidazoles in moderate to excellent yields. This protocol enables efficient access to the unsubstituted 2-aminobenzimidazoles.
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.
Biomass-based molecular capsule wall material and method for preparing sustained-release algae removal microcapsule by utilizing material
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Paragraph 0032; 0057; 0060; 0066; 0069; 0074; 0077, (2019/06/12)
The invention relates to the field of algae removal materials and provides a biomass-based molecular capsule wall material and a method for preparing a sustained-release algae removal microcapsule byutilizing the material to solve the current urgent problems of low utilization rate, short validity period, environmental pollution and the like of the chemical pesticides for treating a green algae disease of Chinese torreya. The biomass-based molecular capsule wall material and the method for preparing the sustained-release algae removal microcapsule by utilizing the material, which are providedby the invention, have the beneficial effects that amphiphilic polysaccharide sodium carboxymethyl cellulose (CMC) is compounded with a non-toxic high-efficiency photosensitive catalytic material toserve as a wall material and a novel green cinnamaldehyde-type algicide serves as a core material to form a sustained-release nano-molecular capsule by self-assembly; and the capsule has the characteristics of high efficiency and low residual, and is of great significance for prolonging the lasting period of the algae removal effect, reducing the application amount of a high-toxic algicide, efficiently utilizing the pesticides and protecting the environment.
Microwave use of amidine compounds in the aqueous phase benzoate synthesis of benzimidazole compounds method
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Paragraph 0019, (2019/03/28)
The invention discloses a microwave the use of amidine compounds in the aqueous phase benzoate synthesis of benzimidazole compounds, in the aqueous phase under microwave conditions adding benzoic amidine compound under alkaline condition [...] into benzimidazole reaction, invention an environment-friendly, the operation is simple, cheap and safe, efficient process for preparing benzimidazole method. Compared with the prior art, this method not only can be applied to a large number of functional groups, the productive rate is high, few by-products, and the operation is simple, safe, low cost, environmental protection; .
Synthesis and Antibacterial Activity of Benzazolyl Azolyl Sulfamoyl Acetamides
Rajeswari, Tankam,Rekha, Tamatam,Dinneswara Reddy, Guda,Padmaja, Adivireddy,Padmavathi, Venkatapuram
, p. 2449 - 2459 (2019/08/07)
A new class of benzazolyl azolyl sulfamoyl acetamides was prepared from azolyl sulfamoyl acetates and benzazolyl amines in the presence of KOtBu in tetrahydrofuran. Compounds with benzothiazole-thiazole, benzimidazole-thiazole, benzothiazole-imidazole, and benzimidazole-imidazole moieties exhibited excellent antibacterial activity against Bacillus subtilis.
Design, synthesis and biological evaluation of 1,2,3-triazole based 2-aminobenzimidazoles as novel inhibitors of LasR dependent quorum sensing in: Pseudomonas aeruginosa
Srinivasarao, Singireddi,Nandikolla, Adinarayana,Nizalapur, Shashidhar,Yu, Tsz Tin,Pulya, Sravani,Ghosh, Balaram,Murugesan, Sankaranarayanan,Kumar, Naresh,Chandra Sekhar, Kondapalli Venkata Gowri
, p. 29273 - 29292 (2019/09/30)
Bacteria regulate their phenotype, growth and population via a signalling pathway known as quorum sensing. In this process, bacteria produce signalling molecules (autoinducers) to recognize their population density. Inhibiting this quorum sensing signalling pathway is one of the potential methods to treat bacterial infection. 2-Aminobenimdazoles are reported to be the strongest inhibitors of quorum sensing against wild-type P. aeruginosa. 1,2,3-Triazole based acyl homoserine lactones are found to be good inhibitors of the quorum sensing LasR receptor. Hence, in our current study, forty 1,2,3-triazole based 2-aminobenzimdazoles were synthesized and characterized using IR, NMR, MS and elemental analysis. A single crystal was developed for N-(1H-benzo[d]imidazol-2-yl)-2-(4-nonyl-1H-1,2,3-triazol-1-yl)acetamide (6d). All final compounds were screened for in vitro quorum sensing inhibitory activity against Pseudomonas aeruginosa. The quorum sensing inhibitory activity was determined in the LasR expressing P. aeruginosa MH602 reporter strain by measuring green fluorescent protein production. Among the title compounds, N-(1H-benzo[d]imidazol-2-yl)-2-(4-(4-chlorophenyl)-1H-1,2,3-triazol-1-yl)acetamide (6i) exhibited good quorum sensing inhibitory activity of 64.99% at 250 μM. N-(1H-Benzo[d]imidazol-2-yl)-2-(4-(4-nitrophenyl)-1H-1,2,3-triazol-1-yl)acetamide (6p) exhibited the most promising quorum sensing inhibitory activity with 68.23, 67.10 and 63.67% inhibition at 250, 125 and 62.5 μM, respectively. N-(1H-Benzo[d]imidazol-2-yl)-2-(4-(4-(trifluoromethyl)phenyl)-1H-1,2,3-triazol-1-yl)acetamide (6o) and N-(5,6-dimethyl-1H-benzo[d]imidazol-2-yl)-2-(4-(4-(trifluoromethyl)phenyl)-1H-1,2,3-triazol-1-yl)acetamide (7l) also exhibited 64.25% and 65.80% quorum sensing inhibition at 250 μM. Compound 6p, the most active quorum sensing inhibitor, also displayed low cytotoxicity at the tested concentrations (25, 50 and 100 μM) against normal human embryonic kidney cell lines. Finally, a docking study using Schrodinger Glide elucidated the possible putative binding mode of the significantly active compound 6p at the active site of the target LasR receptor (PDB ID: 2UV0).
