• Bulletin of the Korean Chemical Society
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• 제32권3호
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• pp.841-846
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• 2011

New green host materials, 9-phenyl-3-(4-(1-phenyl-1H-benzo[d] imidazol-2-yl)phenyl)-9H-carbazole (3a) and 9-(naphthyl-2-yl)-3-(4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)-9H-carbazole (3b), have been designed and synthesized by attaching the electron transporting benzimidazole moiety to the hole transporting carbazole unit. These compounds have similar HOMO, LUMO levels and band-gap characteristics compared with CBP (4,4'-di(N-carbazolyl)biphenyl). The fabricated green phosphorescent OLED with this 3a host shows much better device performances compared to CBP-based one. The current and power efficiency is enhanced at least by 60 percent at a given constant luminance of 1000 cd/$m^2$.

• Archives of Pharmacal Research
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• 제19권2호
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• pp.126-131
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• 1996

The effects of various synthetic benzimidazole derivatives on gastric H^+/K^+$ATPase activity in vitro were examined. The results showed that the effects of substituents on the benzimidazole ring were not significant. However, replacement of sulfoxide connecting two ring systems to sulfide resulted in a completely inactive compound in vitro, suggesting the essential role of sulfoxide group in the inhibition. In addition, compounds with 5 or 6-membered oxacyclic substituents attached to the pyridine ring displayed the most effective inhibitory activity. Among these derivatives, AU-47 was the most potent, and detailed mechanistic studies with the compound were carried out. AU-47 inhibited gastricH^+/K^+$ATPase in a concentration and time dependent manner with 50% inhibition at $6\muM$. The presence of sulfhydryl reducing agents or substrate analogue protected H^+/K^+$ATPase from the inactivation. The inhibition by AU-47 was potentiated by acid pretreatment of the compound, suggesting the structural conversion of AU-47 into a more active intermediate which was favored in acidic condition. Consistent with in vitro results, AU-47 inhibited in vivo gastric acid secretion. The results suggest that AU47 is a relevant candidate for the development of new antiulcer agent.

• The Korean Journal of Physiology and Pharmacology
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• 제26권5호
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• pp.377-387
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• 2022

Benzimidazole anthelmintic agents have been recently repurposed to overcome cancers resistant to conventional therapies. To evaluate the anti-cancer effects of benzimidazole on resistant cells, various cell death pathways were investigated in 5-fluorouracil-resistant colorectal cancer cells. The viability of wild-type and 5-fluorouracil-resistant SNU-C5 colorectal cancer cells was assayed, followed by Western blotting. Flow cytometry assays for cell death and cell cycle was also performed to analyze the anti-cancer effects of benzimidazole. When compared with albendazole, fenbendazole showed higher susceptibility to 5-fluorouracil-resistant SNU-C5 cells and was used in subsequent experiments. Flow cytometry revealed that fenbendazole significantly induces apoptosis as well as cell cycle arrest at G2/M phase on both cells. When compared with wild-type SNU-C5 cells, 5-fluorouracil-resistant SNU-C5 cells showed reduced autophagy, increased ferroptosis and ferroptosis-augmented apoptosis, and less activation of caspase-8 and p53. These results suggest that fenbendazole may be a potential alternative treatment in 5-fluorouracil-resistant cancer cells, and the anticancer activity of fenbendazole does not require p53 in 5-fluorouracil-resistant SNU-C5 cells.

• Applied Biological Chemistry
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• 제49권4호
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• pp.259-265
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• 2006

Benomyl과 procymidone에 대한 잿빛곰팡이병원균(Botrytis cinerea) 저항성 균주와 감수성 균주에 대한 mepanipyrim의 효과를 실내에서 조사하고 딸기, 오이, 포도에 대한 포장에서의 잿빛곰팡이병의 방제 효과를 시험하였다. 잿빛곰팡이병원균(Botrytis cinerea)의 균사 생장과 포자 발아율의 비교를 기초로 하여 benomyl과 procymidone을 각각 $100{\mu}g\;a.i./ml$씩 첨가한 감자한천배지(potato dextrose agar, PDA)에서 benomyl과 procymidone 살균제에 저항성 또는 감수성인 균주를 선발하였다. 선발된저항성 균들의 포자발아는 mepanipyrim의 농도가 증가함에도 불구하고 현저히 억제되지는 않았다. 그러나 포자 발아와는 대조적으로 균사의 생장은 benzimidazole 또는 dicarboximide계의 기존 다른 약제와 유사하게 억제되었다. Benomyl과 procymidone에 저항성인 분리 균주를 오이 잎에 접종한 후 mepanipyrim $250{\mu}g\;a.i./ml$을 처리하였을 때 병원균의 침투력이 현저히 억제되었지만 benomyl과 procymidone을 처리하였을 때는 그렇지 못했다. Mepanipyrim $250{\mu}g\;a.i./ml$을 포장에서 딸기, 오이, 포도에 처리하였을 때 잿빛곰팡이병이 현저히 억제된 것으로 나타나(Duncan's multiple range test, p<0.05), mepanipyrim이 benzimidazole과 dicarboximide계 등의 다른 살균제에 저항성인 잿빛곰팡이병원균에 의한 병을 방제하는데 효과적으로 사용될 수 있음을 제시하여 주었다.

• 한국동물학회:학술대회논문집
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• 한국동물학회 2000년도 한국생물과학협회 학술발표대회
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• pp.229.2-229
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• 2000

• Bulletin of the Korean Chemical Society
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• 제23권8호
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• pp.1055-1056
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• 2002

• 대한화학회지
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• 제58권5호
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• pp.450-455
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• 2014

In the present study, a series of novel N-(1H-benzo[d]imidazol-2-yl)methyl-5-[(hetero)aryl-1,3,4-oxadiazol-2-yl]methanamine (4a-4j) were efficiently synthesized. Condensation of hydrazide derivative 3 with various carboxylic acid derivatives yielded N-[(1H-benzo[d]imidazol-2-yl)methy](5-substituted-1,3,4-oxadiazol-2-yl)methanamine (4a-4j) and compound 5-{[(1H-benzo[d]imidazol-2-yl)methylamino]methyl}-1,3,4-oxadiazole-2-thiol (4k) was obtained on treating hydrazide 3 with carbon disulfide. All the newly synthesized analogues were characterized by IR, $^1H$ NMR, $^{13}C$ NMR and mass spectral data.

• Bulletin of the Korean Chemical Society
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• 제32권1호
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• pp.131-136
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• 2011

Synthesis of N-(1H-benzimidazol-2-yl)-6-substituted-1,3-benzothiazol-2-amines and 6-substituted-N-(4,5-dihydro-1H-imidazol-2-yl)-1,3-benzothiazol-2-amines by the reaction of substituted 2-aminobenzothiazoles with carbon disulphide and methyl iodide followed by the reaction with o-phenylene diamine/ethylene diamine are reported. All the synthesized compounds were characterized by elemental analysis, IR spectra and $^1H$ NMR spectral studies. The potent antibacterial and entomological (antifeedant, acaricidal, contact toxicity and stomach toxicity) activities of the synthesized compounds were investigated.

• 대한화학회지
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• 제55권6호
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• pp.926-931
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• 2011

A series of complexes of the type [$ML_2Cl_2$], where L=2-(o-anisylidene-2'-imino) amino benzimidazole (AIAB) and 2-(furfurylidene imino) amino benzimidazole (FIAB), M=Cu(II), Co(II), Ni(II) and Zn(II), have been synthesized and characterized on the basis of elemental analysis, thermal analysis, molar conductivity, magnetic moment, electronic, infrared, $^1H$-NMR spectral studies. The results are in consistent with bidentate chelation of ligand with azomethine nitrogen and ring nitrogen donors. All these Schiff bases and their complexes have also been screened for their antibacterial (Bacillus subtilis, Bacillus stearothermophilus, Escherichia coli and Salmonella typhi) and antifungal activities (Aspergillus niger and Aspergillus flavus).

• Archives of Pharmacal Research
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• 제27권2호
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• pp.156-163
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• 2004

Some benzimidazole derivatives namely 1-[(substituted thiocarbamoylhydrazine carbonyl) methyl]-2-phenyl-1 H-benzimidazoles (1a-13a), N-[(2-phenylbenzimidazol-1-yl methyl)-[1,3,4]-thiadiazole-2-yl]-substituted phenyl amines (1b-13b) and 5-(2-phenyl benzimidazol-1-yl-methyl)-4-substituted phenyl-4H-1,2,4-triazole-3-thiones (1c-13c) were synthesized, and their in vitro effects on the rat liver microsomal NADPH-dependent lipid peroxidation (LP) levels were determined. The most active compound 10a caused an 84％ inhibition of LP at $10^{-3}$ M, which is better than that of butylated hydroxytoluene (BHT) (65％).