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59077-64-4

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59077-64-4 Usage

General Description

2-(3,4-dimethoxybenzyl)-1H-benzimidazole is a chemical compound that contains a benzimidazole ring and a dimethoxybenzyl group. It is commonly used as a building block in organic synthesis and pharmaceutical research. The dimethoxybenzyl group consists of a benzene ring with two methoxy (-OCH3) groups attached to it, and it is often used as a protecting group in organic chemistry. The benzimidazole ring is a bicyclic structure that contains a benzene ring fused to an imidazole ring, and it is found in many biologically active compounds. 2-(3,4-dimethoxybenzyl)-1H-benzimidazole has been studied for its potential biological activities, including anticancer, antimicrobial, and anti-inflammatory properties. It is also used as a fluorescent probe for detecting metal ions in environmental and biological samples.

Check Digit Verification of cas no

The CAS Registry Mumber 59077-64-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,9,0,7 and 7 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 59077-64:
(7*5)+(6*9)+(5*0)+(4*7)+(3*7)+(2*6)+(1*4)=154
154 % 10 = 4
So 59077-64-4 is a valid CAS Registry Number.

59077-64-4Relevant articles and documents

Exploration of 2-benzylbenzimidazole scaffold as novel inhibitor of NF-κB

Boggu, PullaReddy,Venkateswararao, Eeda,Manickam, Manoj,Kwak, Dajin,Kim, Youngsoo,Jung, Sang-Hun

, p. 1872 - 1878 (2016/04/05)

For finding the novel inhibitor of nuclear factor κB activity, a series of benzimidazole derivatives were rationally designed, synthesized and systematically studied for their in vitro activities against LPS induced NF-κB inhibition in RAW 264.7 cells using the SEAP assay based on the flexible chalcone JSH ((E)-1-(2-hydroxy-6-(isopentyloxy)phenyl)-3-(4-hydroxy phenyl)prop-2-en-1-one) which was previously reported. Although most of the benzimidazole derivatives showed strong inhibitory activity in low micromolar potency, 2-(4-methoxybenzyl)-1H-benzo[d]imidazole (3m; IC50 = 1.7 μM) and 2-(2-methoxybenzyl)-1H-benzo[d]imidazole (3n; IC50 = 2.4 μM) showed the best inhibition. The structure activity relationship revealed that 2-benzylbenzimidazole scaffold with hydrogen bonding acceptor on phenyl ring appears as a pharmacophore.

A general approach to substituted benzimidazoles and benzoxazoles via heterogeneous palladium-catalyzed hydrogen-transfer with primary amines

Pizzetti, Marianna,De Luca, Elisa,Petricci, Elena,Taddei, Maurizio,Porcheddu, Andrea

, p. 2453 - 2464,12 (2012/12/12)

The synthesis of benzimidazoles starting from o-phenylenediamines and amines in the presence of palladium on charcoal as catalyst is reported. Under microwave dielectric heating it is possible to use a tertiary, a secondary, and even a primary amine as the substrate for a palladium-mediated process to get 2-substituted or 1,2-disubstituted benzimidazoles, depending on the nature of the o-phenylenediamine employed. Primary amines are the most suitable reagents for the atom economy of the overall process that resulted to be general as several different substituted benzimidazoles were obtained in good yield. Benzoxazoles can be also prepared starting from primary amines and o-aminophenol. The reaction is also highly selective as no (poly)-alkylated phenylenediamines or cross-contaminated benzimidazoles are obtained starting from N-monoalkylphenylenediamines. This behavior was interpreted as a scarce aptitude to dehydrogenation of the methylene bonded to the aromatic NH of N-alkylarylamines. The experiments carried out consent to draw an almost complete picture of the reaction pathways occurring during the process. The catalyst can be recycled several times and, although far from optimal performances, catalyst TON=90 is encouraging for further large-scale optimization protocols. In addition, the palladium on charcoal-catalyzed microwave-assisted reaction of o-phenylenediamine gives de-alkylation of tertiary amines and transformation into the secondary ones. Copyright

Synthesis and tuberculostatic activity of new benzimidazole derivatives

Foks,Pancechowska-Ksepko,Kuzmierkiewicz,Zwolska,Augustynowicz-Kopec,Janowiec

, p. 611 - 614 (2008/02/03)

The reactions of o-phenylenediamine and 3,4-diaminotoluene with such acids as 3-cyclohexylpropionic, 4-phenylbutyric, 4-cyclohexylbutyric, 3,3-diphenylpropionic, and 3,4-dimethoxyphenylacetic resulted in the formation of the corresponding 2-substituted be

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