• 대한화학회지
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• 제54권5호
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• pp.579-581
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• 2010

Solid silica supported ferric chloride ($SiO_2-FeCl_3$) 촉매를 이용하여 다양한 benzimidazoles의 one-step 합성을 수행하였으며, 합성 방법이 간단하며, 화합물의 분리가 용이하며, 반응시간이 짧다.

• Bulletin of the Korean Chemical Society
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• 제30권12호
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• pp.2930-2934
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• 2009

Surface-enhanced Raman Scattering (SERS) spectroscopy is applied to the study of the adsorption of benzoimidazolic fungicides benzimidazole (BIZ) and thiabendazole (TBZ) on silver mirrors. The influence of pH on the adsorption mechanism was investigated. In case of BIZ, two different adsorption mechanisms are deduced depending on the experimental conditions: via the $\pi$ electrons of the ring in neutral conditions and through an ionic pairing of protonated nitrogen atom with the chloride adsorbed on the metal surface. The SERS spectra of TBZ revealed that most molecules were adsorbed on silver surface by the ${\pi}$ electrons in neutral and acidic conditions but in acid conditions, some molecules were adsorbed via the sulfur and nitrogen atoms tilted slightly to the surface.

• Bulletin of the Korean Chemical Society
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• 제34권8호
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• pp.2305-2310
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• 2013

A novel series of 2-heteroaryl substituted benzimidazole derivatives, containing the piperidinylphenyl acetamide group at the 1-position, were synthesized and evaluated as MCH-R1 antagonists. Extensive SAR investigation probing the effects of C-2 heteroaryl group led to the identification of 2-[2-(pyridin-3-yl)ethyl] analog 3o, which exhibits highly potent MCH-R1 binding activity with an $IC_{50}$ value of 1 nM. This substance 3o also has low hERG binding activity, good metabolic stability, and favorable pharmacokinetic properties.

• Bulletin of the Korean Chemical Society
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• 제17권1호
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• pp.29-33
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• 1996

Mono-, or di-substituted chlorodicyanovinyl benzene compound was reacted with an excess amount of ethylenediamine to give corresponding imidazoline product with high reaction yield. This reaction occurs by stable imidazoline ring-forming process through nucleophilic attack of terminal amine on the enaminonitrile adduct, the reaction intermediate, toward electropositive enamine carbon, which is accompanied by the release of neutral malononitrile moiety. The similar reaction with 1,2-phenylenediamine produced stable enaminonitrile-amine adduct at lower temperature which could be cyclized intramolecularly to thermally stable benzimidazole at elevated temperature in solution or in solid state. From the difunctional compound of both reactants, poly(enaminonitrile-amine) could be prepared as a new soluble precursor polymer for well-known polybenzimidazole (PBI). The thermal cyclization reaction accompanying the release of malononitrile molecules was studied using thermalanalysis and infrared spectroscopy.

• 대한수의학회지
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• 제42권2호
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• pp.171-181
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• 2002

Simultaneous multiresidue analysis using liquid chromatography determination for five benzimidazole anthelmintics(thiabendazole, oxibendazole, albendazole, mebendazole and fenbendazole) in bovine muscle, liver and omasum has been described. Blank or benzimidazole-fortified samples(0.5g) were blended with bulk $C_{18}$($40{\mu}m$, 18% load, endcapped, 2g). A column made from the resultant $C_{18}$/animal tissue matrix was first washed with hexane($8m{\ell}$), following which the benzimidazoles were eluted with acetonitrile($8m{\ell}$). Analytes of extracted sample were determined by liquid chromatography with UV detector at 290nm. Correlation coefficients of standard curves for individual benzimidazole isolated from fortified samples, using internal standardization, were linear($0.991{\pm}0.007$ to $0.996{\pm}0.005$) with average relative percentage recoveries from $62.1{\pm}3.8(%)$ to $92.3{\pm}7.5(%)$ for the concentration range($0.2{\sim}6.4{\mu}g/g$), respectively. Recoveries rates of TBZ, MBZ in liver, OBZ, MBZ in muscle and TBZ, MBZ in omasium from fortified benzimidazole were 92.%, 87.3%, 74.5%, 82.7%, 75.2% and 83.5% at condition II, respectively. Condition II showed higher recoveries rates than condition I. These results indicated that the matrix solid phase dispersion(MSPD) methodology is acceptable for the determination of 5 benzimidazole anthelmintics and may also suitable for other matrixes of food animal origin.

• 농약과학회지
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• 제7권3호
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• pp.198-206
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• 2003

Benzimidazole계 살균제의 세포독성을 평가하기 위하여 CHL(chinese hamster lung) 세포를 이용한 Giemsa stain assay, Lactic dehydrogenase(LDH) activity, MTT assay, DNA synthesis inhibition test 및 Sulforhodamin B(SRB) assay를 수행하여 benzimidazole 계 살균제에 대한 약제별 세포독성을 평가하고 위해도 평가를 위한 자료로 사용하고자 하였다. 시험결과 LDH 활성은 carbendazim 4.0, 16.0 및 $32.0{\mu}g/mL$을 24 시간 처리하였을 때 음성대조군에 비해 농도별로 세포독성이 각각 2.16, 2.94 및 2.64배 강하게 나타났다. DNA 합성시험에서는 carbendazim $2.0{\mu}g/mL$ 농도에서 약 45% DNA 합성을 저해하였으며, Giemsa assay와 MTT assay에서도 세포와 mitochondria에 독성을 일으키는 것으로 나타났다. Giemsa assay의 $IC_{50}$은 thiophanate-methyl, benomyl, carbendazim 및 양성대조 약제인 captafol에서 각각 >125, 1.2, 30.0 및 $0.3{\mu}g/mL$ 이었고, MTT assay의 $IC_{50}$은 thiophanate-methyl, benomyl, carbendazim 및 captafol에서 각각 >125, 18.7, 20.4 및 $2.6{\mu}g/mL$이었다. 그리고 세포 증식에 대한 영향을 조사하기 위하여 수행된 SRB assay 의 $IP_{50}$(반수세포증 식억제농도)에서도 thiophanate-methyl, carbendazim, benomyl 및 captafol이 각각 17.4, 5.3, 1.5, 및 $0.5{\mu}g/mL$으로 관찰되었다. 이상의 결과는 급성독성이 낮은 benzimidazole계 살균제가 유전독성 등 특수독성이 강하게 나타나는 원인일 것으로 판단되었다.

• 대한화학회지
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• 제54권5호
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• pp.589-593
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• 2010

TBACl (10 mol %) 를 촉매로 사용하여 치환된benzimidazoles을 합성하는 간단하고 효율적인 합성방을 개발하였다.

• Archives of Pharmacal Research
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• 제24권1호
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• pp.27-34
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• 2001

A series of 2-methylbenzimidazole incorporated to different heterocycles through ethyl or carbamoylethyl groups at position 1 of benzimidazole were synthesized. Also 3-(2-methylbenzimidazol-1-yl)propanoic acid hydrazide incorporated with semicarbazides and thiosemicarbazides were prepared. Moreover, the triazole 5e underwent Michael addition and alkylation reaction. Some of the newly synthesized compounds showed considerable antimicrobial activity against gram positive, negative bacteria and yeast.

• Archives of Pharmacal Research
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• 제20권5호
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• pp.410-413
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• 1997

In the course of screening synthetic compounds to inhibit tumor cell growth, pyrrolo[1,2-.alpha.] benzimidazole (PBI), an intermediate of azamitosene, was found to inhibit a proliferation of gastric cancer cell lines. Despite a potential cytotoxic activity against solid tumor cells as opposed to that against rapidly-doubled leukemic cells, there has been no report on the inhibition of gastric cancer cell line by PBI and its' derivatives. The present experiment was designed to determine if PBI derivatives can effectively inhibit the cellular proliferation of gastric cancer cells by using in vitro as well as in vivo chemosensitivity system (MTT assay, clonogenic assay and human tumor xenografted assay). Of the tested PBI derivatives, PBI (18) and PBI (20), displayed the effective growth inhibition of cultured gastric cancer cells or even in the xenografted nude mouse model.

• Asian-Australasian Journal of Animal Sciences
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• 제20권1호
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• pp.7-11
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• 2007

The study was conducted on 162 adult male Haemonchus contortus of sheep collected from Avikanagar, Jaipur and Bikaner regions to diagnose the benzimidazole (BZ) resistance in H. contortus. The BZ resistance is primarily linked with the mutation in ${\beta}$-tubulin isotype 1 gene which substitute phenylalanine (Phe) into tyrosine (Tyr) at the 200 codon of the gene. An allele specific polymerase chain reaction (AS-PCR) technique was used for diagnosis of BZ resistance in H. contortus. In AS-PCR, one reverse primer (TGG 312) was used in two separate reactions with each of 2 forward primers (resistant TGG 331 and susceptible CAW 106 primer) that differed only at 3' nucleotide position. Therefore, the amplified products from resistant and susceptible parasites were produced 267 and 266 bp, respectively. A total of 162 parasites were genotyped, of which 130 parasites found homozygous resistant 'rr', 22 heterozygous 'rS' and 10 homozygous susceptible 'SS' type. The prevalence of 'rr' individuals was higher in Jaipur (98%) followed by Avikanagar (93%) and Bikaner (50%) regions. Overall, the prevalence of BZ resistant allele (r) was higher (87%) as compared to 13% of BZ susceptible allele (S).