67152-21-0Relevant academic research and scientific papers
2-Phenyl-1H-benzimidazole derivative and its application
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Paragraph 0036-0038, (2022/04/06)
The present invention belongs to the field of organic chemistry technology, specifically relates to a 2-phenyl-1H- benzimidazole derivative and its applications, the general structural formula as shown in formula (I): wherein R1, R2, R3, R4 are independently selected from hydrogen, halogen, hydroxyl, nitro or alkoxy; R5, R6, R7 Independently selected from hydrogen, hydroxyl or halogen, respectively; the small molecules of the present invention have a significant binding effect with the FTO protein, inhibiting the activity of FTO demethylase, showing good inhibitory activity on leukemia cells and inhibiting the function of renal transparent cell carcinoma.
1,2-Disubstituted Benzimidazoles by the Iron Catalyzed Cross-Dehydrogenative Coupling of Isomeric o-Phenylenediamine Substrates
Foss, Frank W.,Palacios, Philip M.,Pierce, Brad S.,Thapa, Pawan,Tran, Tam
, p. 1991 - 2009 (2020/03/13)
Benzimidazoles are common in nature, medicines, and materials. Numerous strategies for preparing 2-arylbenzimidazoles exist. In this work, 1,2-disubstituted benzimidazoles were prepared from various mono- and disubstituted ortho-phenylenediamines (OPD) by iron-catalyzed oxidative coupling. Specifically, O2 and FeCl3·6H2O catalyzed the cross-dehydrogenative coupling and aromatization of diarylmethyl and dialkyl benzimidazole precursors. N,N′-Disubstituted-OPD substrates were significantly more reactive than their N,N-disubstituted isomers, which appears to be relative to their propensity for complexation and charge transfer with Fe3+. The reaction also converted N-monosubstituted OPD substrates to 2-substituted benzimidazoles; however, electron-poor substrates produce 1,2-disubstituted benzimidazoles by intermolecular imino-transfer. Kinetic, reagent, and spectroscopic (UV-vis and EPR) studies suggest a mechanism involving metal-substrate complexation, charge transfer, and aerobic turnover, involving high-valent Fe(IV) intermediates. Overall, comparative strategies for the relatively sustainable and efficient synthesis of 1,2-disubstituted benzimidazoles are demonstrated.
Hypervalent iodine promoted: Ortho diversification: 2-aryl benzimidazole, quinazoline and imidazopyridine as directing templates
Saha, Moumita,Das, Asish R.
supporting information, p. 941 - 955 (2020/02/15)
The mild and efficient palladium-catalyzed ortho C(sp2)-H diversification of (NH)-free 2-substituted benzimidazole, quinazoline, and imidazopyridine is reported using hypervalent iodine as the key reagent. Acetoxy, aryl, iodide and nitro functi
Method for catalytically synthesizing benzimidazole compound by organic protonic acid under condition of no solvent
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Paragraph 0015; 0057, (2018/11/27)
The invention discloses a method for catalytically synthesizing a benzimidazole compound by organic protonic acid under the condition of no solvent. According to the method provided by the invention,high efficiency catalysis is carried out to rapidly prep
PHARMACEUTICAL COMPOSITION COMPRISING INDOLE COMPOUND
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Page/Page column 7-8, (2012/09/05)
The present invention relates to a pharmaceutical composition comprising a compound of formula (1), (2) or (3) as defined in the specification for the prevention or treatment of diseases associated with oxidative stress, mitochondria dysfunction, hypoxic
Investigating chelating sulfonamides and their use in metalloproteinase inhibitors
Tanakit, Alisa,Rouffet, Matthieu,Martin, David P.,Cohen, Seth M.
experimental part, p. 6507 - 6515 (2012/09/21)
Matrix metalloproteinase inhibitors (MMPi) utilize zinc-binding groups (ZBGs) to chelate the catalytic Zn(ii) ion resulting in enzyme inhibition. Adapting findings from the literature of Zn(ii) ion sensors, we previously reported chelating sulfonamide inh
Intramolecular Reaction Between Nitro and Carbodi-imide Groups; A New Synthesis of 2-Arylbenzotriazoles
Houghton, Peter G.,Pipe, David F.,Rees, Charles W.
, p. 1471 - 1480 (2007/10/02)
1-(2-Nitrophenyl)-5-phenyltetrazole (5b) decomposes when heated to give nitrogen, carbon dioxide, and 2-phenylbenzotriazole (6) in high yield.This new molecular rearrangement proceeds via 2-nitrophenyl(phenyl)carbodi-imide (8).Other precursors of this carbodi-imide, i.e. oxadiazolone (10), oxadiazolethione (11), oxathiadiazole 2-oxide (12), and the aminimide (16), and carbodi-imide itself, all give 2-phenylbenzotriazole (6) on thermolysis, the last three in high yield.This reaction is general for diarylcarbodi-imides with an ortho nitro group, and their precursors, and it provides a useful new route to 2-arylbenzotriazoles.A sequence of electrocyclic ring closing and opening reactions (Scheme 5) is proposed as the mechanism of this process.The key intermediate, 2-phenyl-1,2,4-benzotriazin-3-one 1-oxide (19) has been isolated from a careful thermolysis of (12) in toluene; in solution it is in reversible equlibrium with the ring-opened form (20).This new nitro-carbodi-imide group interaction has been extended to the more stable nitrobiphenyl(phenyl)carbodi-imide (25) and nitronaphthyl(phenyl)carbodi-imide (24) which, on flash vacuum pyrolysis, give benzimidazophenanthridine (29) and benzindazole 1-oxide (32) respectively, in new rearrangements.
