• Title/Summary/Keyword: 1H-Imidazole

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Synthesis and Antifungal Activities of 1-[(2-Phenyl-1,3-benzodioxol-2-yl)methyl]-1H-imidazole Derivatives (1-[(2-Phenyl-1,3-benzodioxol-2-yl)methyl]-1H-imidazole 유도체의 합성 및 항진균작용)

  • 서정진;김재규;강희일
    • YAKHAK HOEJI
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    • v.35 no.4
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    • pp.308-313
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    • 1991
  • The synthesis of 1-[(2-phenyl-1, 3-benzodioxol-2-yl)methyl]-1H-imidazole derivatives is described starting with 2-bromoacetophenones and catechols. 1-[(2-Phenyl-1, 3-benzodioxol-2-yl)methyl]-1H-imidazole (9-$_{12}$) showed potent broad-spectrum activity, not only against Candida species but also Cr. neofortnans, S. cerevisiae and T. mentagrophytes.

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Synthesis, Self-assembly, and Catalytic Activity of 1H-Imidazole Amphiphiles

  • Park, Jun-Ha;Kim, Min-Soo;Seo, Sang-Hyuk;Chang, Ji-Young
    • Bulletin of the Korean Chemical Society
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    • v.32 no.7
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    • pp.2193-2198
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    • 2011
  • We prepared polycatenar 1H-imidazole amphiphiles having a structure in which a 1H-imidazole head was connected through a benzene ring to a pheny group having two or three oligo(ethylene glycol) chains and studied their supramolecular assembly by fluorescence spectroscopy, transmission electron microscopy (TEM) and atomic force microscopy (AFM). When the aqueous solutions of the amphiphiles ($5{\times}10^{-5}M{\sim}10^{-3}M$) were deposited onto a carbon-coated copper grid and dried, twisted structures with diameters of ~200-300 nm were imaged by TEM and AFM. We presume that the structures comprised a chain of the amphiphile dimers formed via successive hydrogen bonding between the 1H of the imidazole group and 3N of the neighboring one. In a solution of pH 4, entangled fibers with diameters of several nanometers were observed by TEM. In a pH 10 solution, film-like aggregates formed exclusively. The 1H-imidazole amphiphiles hydrolyzed tetraethoxysilane to induce gelation to form fibrous and spherical silica structures at neutral pH in aqueous solutions. No silica was formed when imidazole was used instead of the amphiphiles, suggesting that the selfassembled aggregates of the amphiphiles were responsible for the gelation.

Ultrasonic Studies of Proton-Exchange Reaction Between Hydrogen Phosphate Ions and Imidazole

  • Choi, Chang-Ha;Chung, Myung-Kiu
    • The Journal of the Acoustical Society of Korea
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    • v.16 no.1E
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    • pp.24-28
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    • 1997
  • Ultrasonic relaxation measurements for imidazole and its derivative in phosphate buffer exhibit a high peak of absorption at neutral pH. Near neutral pH, protolysis and hydrosis may be neglected and the essential reaction only consists of a direct proton-exchange. The kinetics constants and the volume changes for the proton transfer reaction with the protonated imidazole and 2-methylimidazole have been determined at 25℃. The kinetics constants are 7.2×108s-1M-1for imidazole and 1.7×108s-1M-1 for 2-methylimidazole. The kinetics constants are used to estimate the spectrum of relaxation times and acoustic relaxation amplitude associated with intermolecular and intramolecular proton-exchange reactions in bilogical media. It is concluded that the magnitude of the acoustic absorption reasonalbly attributable to the perturbation of proton-transfer equilibria between imidazole and inorganic phosphate is comparable in magnitude with the acoustic absorption observed in some intact tissues.

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Spectroscopic Properties and Ligand Field Analysis of Pentaammine(imidazole)chromium(III) Perchlorate

  • 최종하
    • Bulletin of the Korean Chemical Society
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    • v.20 no.1
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    • pp.81-84
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    • 1999
  • The emission and excitation spectra of [Cr(NH3)5(imH)](ClO4)3·H2O (imH=imidazole) taken at 77 K are reported. The 298 K visible and far-infrared spectra are also measured. The vibrational intervals of the electronic ground state are extracted from the far-infrared and emission spectra. The ten electronic bands due to spin-allowed and spin-forbidden transitions are assigned. Using the observed transitions, a ligand field analysis has been performed to determine the bonding properties of coordinated imidazole in the title chromium(Ⅲ) complex. It is confirmed that nitrogen atom of the imidazole ligand has a medium it-acceptor property toward chromium(Ⅲ) ion. The zero-phonon line in the excitation spectrum splits into two components by 181 cm-1, and the large 2Eg splitting can be reproduced by the ligand field theory.

Peroxidase Activity Boosting by Various Nitrogenous Compounds

  • Lee, Dong-Joo;Kim, Soung-Soo;Lee, Mi-Young
    • BMB Reports
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    • v.33 no.4
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    • pp.312-316
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    • 2000
  • Effects of various nitrogenous compounds on the peroxidative activity of Korean radish (Rophanus sativus L.) isoperoxidase $A_1$ were examined by using anilino substrates, such as dianisidine and phenylenediamine. We also used phenolic substrates such as guaiacol, chlorogenic acid, caffeic acid, ferulic acid and esculetin. The peroxidation of dianisidine was stimulated by adenine and imidazole as much as 5 fold and 11 fold, respectively at pH 8. Moreover, about 4.8 fold and 8 fold stimulation of phenylenediamine peroxidation occurred by adenine and imidazole, respectively at pH 8. The stimulation by adenine and imidazole did not occur at the acidic pH range. The peroxidations of phenolic substrates, such as guaiacol, chlorogenic acid, caffeic acid, ferulic acid and esculetin, were not boosted greatly by any of the nitrogenous compounds tested. Notably, ammonium salt, which has been known for the excellent booster of horseradish peroxidase, did not affect the peroxidation of the Korean radish isoperoxidase $A_1$. The kinetic studies of dianisidine peroxidation with imidazole, as a model of boosting reaction, showed that neither the affinity of imidazole against dianisidine, nor the activation energy of dianisidine peroxidation changed during the activity boosting of isoperoxidase $A_1$.

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Molecularly Imprinted Polymers Having Amidine and Imidazole Functional Groups As an Enzyme-Mimetic Catalyst for Ester Hydrolysis

  • Chen, Wen;Han, Dong-Keun;Ahn, Kwang-Duk
    • Macromolecular Research
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    • v.10 no.2
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    • pp.122-126
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    • 2002
  • A molecularly imprinted polymer (MIP) having both amidine and imidazole functional groups in the active site has been prepared using p-nitrophenyl phosphate as a transition state analogue (TSA). The imprinted polymer MIP with amidine and imidazole found to have the highest hydrolysis activity compared with other MIPs with either amidine or imidazole groups only. It is postulated a cooperative effect between amidine and imidazole in the hydrolysis of p-nitrophenyl methyl carbonate (NPMC) as a substrate when both groups were arranged in proximity by molecular imprinting. The rate enhancement of the hydrolysis by MIP was 60 folds over the uncatalyzed solution reaction and two folds compared with the control non-imprinted polymer CPI having both functional groups. The enzyme-mimetic catalytic hydrolysis of p-nitrophenyl acetate by MIP was evaluated in buffer at pH 7.0 with $K_{m}$ of 1.06 mM and $k_{cat}$ of 0.137 $h^{-1}$ . . .

POLAROGRAPHIC STUDIES ON METAL COMPLEXES OF IMIDAZOLE, 2-METHYL-IMIDAZOLE and 2-(1-NAPHTHYLMETHYL)-IMIDAZOLE (Imidazole및 그 유도체의 금속착염에 관한 Polarograph연구)

  • 김준용;류경수;백남호
    • YAKHAK HOEJI
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    • v.14 no.1_2
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    • pp.36-43
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    • 1970
  • Imidazole및 유사화합물과 천이원소간의 착염형성은 생화학적으로도 중요한 문제다. 본 논문은 Cd, Ni, Mn, Co등과 착염형성을 polarograph법으로 구명하였으며 착염형성 상수는 deford및 Hume의 수학적방법을 적용하여 계산하였다. 착염형성에서의 enthalpy 변화, .DELTA.H$^{.deg.}$ , 및 entropy변화, .DELTA.S$^{.deg.}$ 를 25.deg.C와 35.deg.C의 실험에서 얻은 결과로부터 구하였다.

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Chemical Equilibria of Lanthanides{Ln(III)=Pr, Sm, Gd, Dy}-Macrocyclic Complexes with Monodentate Ligands in $CH_3$OH(Part I) ($CH_3$OH용매에서 란탄족 원소{Ln(III)=Pr, Sm, Gd, Dy}-거대고리 착물과 한자리 리간드 간의 화학평형(제1보))

  • Byun, Jong Chul;Park, Yu Chul;Park, Shin Bok
    • Journal of the Korean Chemical Society
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    • v.43 no.3
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    • pp.257-263
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    • 1999
  • Ln-macrocyclic([20]DOTA) complexes, [Ln([20]DPTA)(NO_{3})(H_{2}O)](NO_{3})_{2} \cdotxH_{2}O{Ln(III)=Pr, Sm, Gd, Dy}, which had been synthesized from 2, 6-diformyl-p-cresol(DFPC), was placed in methanol for 2 days, and $[Ln([20]DPTA)(NO_{3})(CH_{3}OH)]^{2+}$ was formed. The equilibrium constants(L) for the substitution of coordinated $CH_{3}OH$ in the Ln-[20]DOTA complexes by various auxiliary ligands, $L_{a}(=monodentate ligands; pyridine, imidazole, triethylamine, diethylamine, piperidine) were determined spectroscopically at $25^{\circ}C$ and 0.1M. The pKa of auxiliary ligand is in the order of pyridine < imidazole < triethylamine < diethylamine < piperidine, however the K has shown the trend of pyridine < imidzole < diethylamine < piperidine < triethylamine.

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Synthesis of Azole-containing Piperazine Derivatives and Evaluation of their Antibacterial, Antifungal and Cytotoxic Activities

  • Gan, Lin-Ling;Fang, Bo;Zhou, Cheng-He
    • Bulletin of the Korean Chemical Society
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    • v.31 no.12
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    • pp.3684-3692
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    • 2010
  • A series of azole-containing piperazine derivatives have been designed and synthesized. The obtained compounds were investigated in vitro for their antibacterial, antifungal and cytotoxic activities. The preliminary results showed that most compounds exhibited moderate to significant antibacterial and antifungal activities in vitro. 1-(4-((4-chlorophenyl) (phenyl)methyl)piperazin-1-yl)-2-(1H-imidazol-1-yl)ethanone and 1-(4-((4-Chlorophenyl)(phenyl)methyl)piperazin-1-yl)-2-(2-phenyl-1H-imidazol-1-yl)ethanone gave remarkable and broad-spectrum antimicrobial efficacy against all tested strains with MIC values ranging from 3.1 to $25\;{\mu}g/mL$, and exhibited comparable activities to the standard drugs chloramphenicol and fluconazole in clinic. Moreover, 2-((4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)methyl)-1H-benzo[d]imidazole was found to be the most effective in vitro against the PC-3 cell line, reaching growth inhibition values (36.4, 60.1 and 76.5%) for each tested concentration: $25\;{\mu}g/mL$, $50\;{\mu}g/mL$ and $100\;{\mu}g/mL$ in dose-dependent manner. The results also showed that the azole ring had noticeable effect on their antimicrobial and cytotoxic activities, and imidazole and benzimidazole moiety were much more favourable to biological activity than 1,2,4-triazole.