• Title/Summary/Keyword: Fluoride compounds

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Reaction Intermediate of Organic Sulfur Compund Ⅱ. Nucleophilic Substitution Reaction of Disulfonyl Chloride Compounds

  • Dae-Dong Sung;Dae-Il Jung;Kyu-Chul Kim;Yang-Hee Kim;Soo-Dong Yoh
    • Bulletin of the Korean Chemical Society
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    • v.11 no.1
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    • pp.65-69
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    • 1990
  • The nucleophilic substitution reactions of naphthalene-1,5-disulfonyl chloride and 4-fluorosulfonylbenzenesulfonyl chloride with p-substituted anilines and methyl substituted pyridines in methanol-acetonitrile mixtures and hydrolyses of those disulfonyl halides have been studied by means of conductometric and polarographic methods. A large difference in the selective parameter, ${\rho}_N$ between mono-sulfonyl chloride and disulfonyl halide can be taken as an evidence that the second $SO_2Cl$ grolup of naphthalene-1,5-disulfonyl chloride also takes part in the reaction in contrast to sulfonyl fluoride in 4-fluorosulfonylbenzenesulfonyl chloride, which only acts as a substituent in the nucleophilic substitution reaction.

Calix-Arene based phase transfer catalysts fornucleophilic fluorination

  • Minji Nam;Dong Wook Kim
    • Journal of Radiopharmaceuticals and Molecular Probes
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    • v.7 no.2
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    • pp.141-146
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    • 2021
  • With increasing interest in fluorinated compounds, nucleophilic fluorination reaction has been generally used for synthesizing fluorine-containing chemicals. However, alkali metal fluorides (MFs) generally have low solubility and reactivity in organic solvent. To overcome these problems, various phase transfer catalysts (PTCs) have been investigated. Calix-arene is known as to capture the metal cation(M+), and therefore in this review, we would like to introduce several kinds of calix-arene based PTCs, such as bis-tert-alcohol-functionalized crown-6-calix[4]arene (BACCA), oligo-ethylene glycol linked bis-triethyleneglycol crown-5-calix[4]arene (BTC5A), and ionic liquid functionalized calix-arene based catalyst, as well as ion-pair receptor crown-6-calix[4]arene-capped calix[4]pyrrole.

High Throughput Screening for Searching a New Inhibitors of Acetolactate Synthase (Acetolactate synthase에 대한 고효율 활성 측정방법 및 신규 저해제 탐색)

  • Park, S.H.;Lee, K.H.;Choi, J.S.;Pyon, J.Y.;Cho, K.Y.;Hwang, I.T.
    • The Korean Journal of Pesticide Science
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    • v.5 no.3
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    • pp.41-46
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    • 2001
  • This study was conducted to develop a high throughput system for screening acetolactate synthase(ALS) inhibitors, and to detect basic mother molecules for developing new novel herbicide candidates. The high throughput screening (HTS) method using 96-well plate and microplate reader was developed. This method is 8 times more effective than basic technique in one cycle per person. Futhermore, considering for less than 1/10 volume of materials required for ALS test and enzyme kinetics with 16 times faster speed compared to those of former procedure, this HTS method has more than 100 times higher efficacy than basic system in a consecutive procedure. We discovered 11 new ALS inhibitors such as 2-oxoglutaric acid, aminooxyacetic acid, azelaic acid, citric acid, cyanuric fluoride, itaconic acid, malonic acid, niclosamide, oxalic acid, glyoxylic acid, and suramin from 107 commercial plant-specific inhibitors using this technique. We hope these results might be useful to discover lead compounds for developing new novel herbicide candidate.

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Comparison of sample storage containers for the analysis of volatile organic compounds (VOC) (휘발성유기물(VOC) 분석을 위한 시료보관 용기의 비교)

  • Kim, Seokyung;Kim, Dalho
    • Analytical Science and Technology
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    • v.35 no.3
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    • pp.116-123
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    • 2022
  • Polymer bags, metallic canisters, and glass bottles have been used as containers for analyzing the volatile organic compounds (VOCs) in air. In this study, various sampling containers were compared to investigate the short-term stability of VOCs, that is, from the time they are sampled to the time they are analyzed. Polyvinyl fluoride (PVF), polypropylene (PP), polyester aluminum (PE-Al) bags, canisters, and glass bottles were used as sample containers. A 100 nmol/mol standard gas mixture of benzene, toluene, ethylbenzene, m-xylene, styrene, and o-xylene was used for the VOC comparison. Changes in the concentrations of samples stored for 10~20 day in each container were measured using a thermal desorption-gas chromatograph-flame ionization detector (TD-GC-FID). As a result, VOCs stored in a canister and two kinds of amber glass bottles have shown immaterial decreases in concentration in one week, and more than 80 % of the initial concentration was maintained for two weeks. In the case of polymer bags, the concentration of all VOCs, except benzene and toluene, were remarkably decreased below 70% of the initial concentration in one day. Particularly, ethylbenzene, xylene, and styrene have shown dramatic decreases in concentration below 30 % of the initial concentration in all polymer bags in one day.

Internal Mixing of Pollutants for Submicron Particles Observed during Springtime in Japan

  • Matsumoto, Jun;Narukawa, Masahiro;Takahashi, Kenshi;Matsumi, Yutaka;Yabushita, Akihiro;Shimizu, Atsushi;Matsui, Ichiro;Sugimoto, Nobuo
    • Asian Journal of Atmospheric Environment
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    • v.3 no.1
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    • pp.27-41
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    • 2009
  • Internally mixed states of submicron particles during transport from the Asian continent to the Pacific Ocean were analyzed using a single-particle time-offlight mass spectrometer. The observation was conducted at Tsukuba in Japan in the spring of 2005 in order to investigate springtime transport of particles from the continent. The sum of ion intensities of sulfate (${HSO_4}^-$) detected in particles originating from the continental air masses counted for 75% of that in all particles during the observation. By analyzing correlations among compounds, origins and internally mixed states of compounds were estimated. It was found that nitrate was mixed with sulfate-rich particles as the air mass approached Japan. It was confirmed that Asian mineral dust particles played significant roles for transport of continental sulfate to Japan. As a result of analysis on internal mixing of chlorine and nitrate, it was implied that the chlorine loss in fine sea salt particles had already proceeded at Tsukuba. It was characteristic that fluoride ions were significantly detected, coal combustion in the Asian Continent can be an important source of fluorides detected in Japan through the westward transportation of fine particles including fluorides.

Synthesis and $^{18}F$ Labelling of Organic Ammonium Salts to New Cardiac Flow Tracer for PET and Their Biodistribution (양전자단층촬영에 이용 가능한 새로운 심근 혈류 추적자 개발; F-18이 표지된 유기암모늄염의 합성과 체내분포에 관한 연구)

  • Yu, Kook-Hyun
    • The Korean Journal of Nuclear Medicine
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    • v.28 no.3
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    • pp.331-337
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    • 1994
  • In order to develop a $^{18}F$-labelled myocardial perfusion agent(flow tracer) for PET, $^{18}F$-labelled organic ammonium cations were synthesized and evaluated in relation to their biodistribution. Five quaternary organic ammonium compounds were labelled with $^{18}F$ in a side chain with moderate to good yields by direct introduction of $^{18}F$-fluoride. Radiochemical yields have been achieved in 30-40min by the precursors (tosylates) in dimethylsulfoxide 15-60% (decay corrected). The reaction was found to be autocatalyzed. A remote controlled procedure was developed in these synthesis. $^{18}F$-Labelling and HPLC-purification of com-pounds needed about 60 min(Yield; 7-20%). Up to now the two compounds N-4-[$^{18}F$]fluorobutyl-pyridinium cation(1) and N, N dibenzyl-4(2-[$^{18}F$]fluoroethyl)piperidinium cation(2) were investigated in relation to their biodistribution in mice. Compound 1 showed at 1 min post injection the high uptake of 19.22% ID/g organ in the myocardium but a following fast decline to 1.12% ID/g organ after 40min. Uptake of compound 2 was after 1min in the heart 5.90% ID/g organ but after 40min at the relative high value of 4.33% ID/g organ. Heart:blood ratio for compound(1) at 1 min was 8.3, at 40 min 2.6 for compound II 2.0(1min) and 15.0(40 min). As data of compound 2 showed greater heart uptake, slower myocardial release, and higher heart: blood ratios, compound 2 is a good candidate for further evaluation.

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Study on a Ridio Paper Partition Chromatography of Organic Halogen Compounds by a Neutron Irradiation. A Qualitative Approach (有機하로겐 化合物의 中性子線 照射에 依한 定性放射化 크로마토그래피에 關한 硏究)

  • Kim, You-Sun;Chae, Song-Cha
    • Journal of the Korean Chemical Society
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    • v.8 no.2
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    • pp.47-56
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    • 1964
  • When a developed paper partition chromatogram was irradiated by means of the pneumatic tube system of the Korean research reactor (neutron flux: 1.5 ${\times}10^{12}n/cm^2$sec.) the qualitative confirmation of the developed spot on the chromatogram was possible. In the case of an organic halogen compounds (chloro-acid, chloro-ester, iodide, and fluoride) the spot analysis was possible by the present method whereas the same spot could not give the distinct coloring with a common coloring reagents. Filterpaper thickness calibration and activity calibration induced by irradiation of the components of the filter paper, which were a source of erraneous interpretation of the spot, were searched and an average filterpaper calibration method and filter paper activity were improvised to obtain a good qualitative analysis of the spot. Finally the use and applicability of this method for the analysis identification of an organic halogen compound were evaluated. As the filter paper phase an ordinary phase (Whatmann #1, filter paper) and reversed phase (liquid paraffin impregnated) were used.

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[18F]Aryl fluorides from hypervalent iodine compounds

  • Chun, Joong-Hyun;Son, Jeongmin;Park, Jun Young;Yun, Mijin
    • Journal of Radiopharmaceuticals and Molecular Probes
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    • v.3 no.1
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    • pp.3-14
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    • 2017
  • Nucleophilic aromatic fluorination has been one of the most explored methods in fluorin-18 based radiochemistry. Unlike electrophilic $[^{18}F]$fluorination methods, no-carrier-added nucleophilic radiofluorination with cyclotron-produced $[^{18}F]$fluoride ion offers better specific radioactivity which is essential aspect to obtain good quality images from positron emission tomography. Contrary to amenable aliphatic radiofluorination, the development of reliable aromatic $[^{18}F]$fluorination methods has been pursued by many research groups; however, no viable method has yet been established. Recently, hypervalent iodine compound draws increasing attention as versatile radiolabeling precursor for various $[^{18}F]$fluoroarenes, since it bears the capacity to introduce fluorine-18 either on electron-deficient or electron-rich aryl ring with enhanced regiospecificity. Other classes of hypervalent iodine congeners often utilized in radiochemistry are iodylarenes, iodonium ylides, and spirocyclic iodonium ylides. Recently developed spirocyclic iodonium ylides have already been avidly employed to provide various $[^{18}F]$aryl fluorides with high labeling efficiency. This metal-free protocol would afford efficient routes, replacing the traditional approaches to $[^{18}F]$fluoroarenes, from prosthetic labeling synthons to complex PET radiotracers.

Natural Product Research in Dental Caries Prevention (임상가를 위한 특집 1 - 충치예방과 관련된 천연물(natural products) 연구의 현황)

  • Jeon, Jae-Gyu
    • The Journal of the Korean dental association
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    • v.50 no.9
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    • pp.544-551
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    • 2012
  • Dental caries is a biofilm-related oral disease, and continues to afflict the majority of the world's population. Although fluoride, delivered in various modalities, remains the mainstay for the prevention of caries, additional approaches are required to enhance its effectiveness. Natural products have been used as a major source of innovative and effective therapeutic agents throughout human history, and have shown promise as a source of components for the development of new drugs. In addition. studies using natural products to prevent or treat oral diseases such as dental caries have received a great deal of attention. A number of compounds, such as epicatechin, allicin and sanguinarine, isolated from natural products, have also been investigated for their efficacy against oral microbial pathogens. However, the use of natural products as an anti-caries agent in clinical practice was controversial because of inadequate knowledge concerning their mechanisms of action and chemical characterization. This study focuses on the current knowledge of natural products in dental caries prevention and suggests natural products are importance sources for the prevention of dental caries.

Versatilities of Calix[4]pyrrole Based Anion Receptors

  • Lee, Chang-Hee
    • Bulletin of the Korean Chemical Society
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    • v.32 no.3
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    • pp.768-778
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    • 2011
  • Calixpyrroles and related macrocycles are non-planer synthetic anion receptors that have attracted considerable attentions in recent years. Although the synthesis of calix[4]pyrrole (known as meso-octamethylporphyrinogen) was reported more than 100 years ago, the anion binding properties were first discovered in 1996. The simple calix[4]pyrroles can be synthesized in single step in high yield by condensation of pyrrole with acetone. The compounds showed preferential binding for halide anions including fluoride, phosphate, carboxylate, and chloride in organic media. Efforts to improve the anion affinity of calix[4]pyrrole and to enhance its selectivity have led to the synthesis of a variety of new calixpyrrole derivatives. Among the various modifications, introduction of straps on one side of the calix[4]pyrroles are the most effective. Incorporation of aromatic rings other than pyrroles also exhibited interesting binding behaviour. Introduction of signalling units as part of the strapping element enable to detect the anions on chromogenic or fluorogenic fashion. Finding of the anion transport properties across the membrane and cytotoxic effects of the calix[4]pyrroles open new window for calixpyrrole-related research. The polymer-incorporated systems have also been employed as anion complexants in solvent-solvent extraction. These old, yet easy-to-make macrocycles have well advanced more recently with the discovery of the ion-pair complexation properties. In this review, the synthetic developments and anion binding properties of calixpyrroles for the last decades will be discussed and will cover the advances in calixpyrrole chemistry.