Synthesis of substituted 4H-imidazo[5,1-B]benzimidazole VII. Derivatives of 3-phenyl-4-methylimidazo[5,1-b]benzimidazole and 3,4-dimethylimidazo[5,1-b]benzimidazole
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Abstract When the reaction of the title compound (II) with the aldehydes (Ia) is carried out in methanol, the intermediate monoanils (III) can be isolated.
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2-Anthryl substituted benzimidazole derivatives were synthesized and anticancer activity, cellular uptake, DNA interaction and molecular docking studies have been accomplished.
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Abstract The title reaction between (I), a precursor of substituted phenylenediamines which are important starting materials for a wide range of N‐heterocycles, and (II) or (V) under the conditions shown gives the products (III) or (VI).
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Abstract Das aus o‐Phenylendiamin (I) und dem Pyrrolaldehyd (II) durch Kondensation und anschließende Methylierung hergestellte Pyrrolylbenzimidazol (III) bildet bei der Nitrierung und Sulfonierung die Derivate (IV), während bei der Bromierung und bei der Umsetzung mit Formaldehyd 5′‐substituierte Verbindungen (V) bzw. (VIII) erhalten werden.
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A new method for the synthesis of 1,3-disubstituted benzimidazole derivatives was developed using aza-Michael addition. The target compounds were synthesized in good yields and purity and tested on isolated hepatocytes for their toxicity and antioxidant activity. The antioxidant properties of the substances with lowest toxicity were evaluated using oxidative stress induced by tert-butyl hydroperoxide (tert-BOOH). Some of them as methyl 3-[3-(3-methoxy-3-oxopropyl)-5-benzoyl-2-thioxo-2,3-dihydro-1H-benzimidazol-1-yl]propanoate 10 and 1,3-bis[3-(hydrazinooxy)-3-oxopropyl]-5-benzoyl-1,3-dihydro-2H-benzimidazole-2-thione 15 exhibited statistically significant cytoprotective and antioxidant effects which were similar to those of quercetin. In order to estimate the influence of the structure on the biological properties, structural characterization of the studied compounds was performed by X-ray diffraction analysis and DFT methods. On the basis of the calculated reaction enthalpies of hydrogen atom abstraction (HAT mechanism) and single-electron transfer (SET mechanism) the mechanisms of the antioxidant action of the tested compounds were studied. Subsequently it was established that the HAT mechanism governs the radical scavenging of 10 and 15 in the lipid phase, while the SET mechanism is preferred in water medium for 10 and competitive to HAT for 15.
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Abstract Novel and general routes to the title compounds (VII) and (XIII) are described.
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Abstract Twelve novel compounds of 2‐acetyl‐1 H ‐benzimidazole oxime‐ethers and 2‐acetyl‐6‐chloro‐1 H ‐benzimidazole oxime‐ethers were synthesized with o ‐phenylenediamine (or 4‐chloro‐ o ‐phenylenediamine), 2‐hydroxypropyl acid, alkoxy (or benzyloxy) amines hydrochloride as starting materials. The structures of the target compounds were characterized by IR, 1 H NMR spectra and elemental analyses. The in vitro fungicidal activities against Botrytis cinerea Pers and Alternaria alternata were also evaluated by mycelium growth rate method. The results indicate that the compounds 3b , 3c , 3f , 3g and 3h exhibit good activities against Botrytis cinerea Pers, while 3b and 3f possess excellent activities against Alternaria alternate , and their fungicidal activities are all higher than that of carbendazim.
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Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
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Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
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A novel Co3+-based metalloligand, offering appended benzimidazole rings, has been utilized for the synthesis of catalytically active tetranuclear [CoZn3] and [CoCd3] heterometallic coordination complexes.
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