• Title/Summary/Keyword: electron releasing group

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Synthesis and antifungal activity of N-substituted-5-chloro-1,3-dimethylpyra-zole-4-carboxamide (N-치환-5-chloro-1,3-dimethylpyrazole-4-carboxamide의 합성과 살균력)

  • Kim, Yong-Whan;Jeon, Won-Bae;Park, Chang-Kyu
    • Applied Biological Chemistry
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    • v.35 no.2
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    • pp.87-91
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    • 1992
  • Twenty-six N-substituted-5-chloro-1,3-dimethylpyrazole-4-carboxamide were synthesized and their antifungal activity against Rhizoctonia solani, Pyricularia oryzae, Botrytis cinerea and Colletotricum gleosporiodes was compared. N-phenyl-5-chloro-l,3-dimethylpyrazole-4-carboxamides having electron releasing group at the meta position of phenyl ring demonstrated good fugicidal activity against R. solani.

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The effects of fluoride releasing orthodontic sealants on the prevention and the progressive inhibition of enamel demiheralization in vitro (광중합형 및 자가중합형 교정용 전색제의 치아우식예방 및 진행억제효과에 관한 실험적 연구)

  • Chae, Seung-Won;Cho, Jae-O;Yoon, Young-Jooh;Kim, Kwang-Won
    • The korean journal of orthodontics
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    • v.27 no.6 s.65
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    • pp.979-995
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    • 1997
  • The purpose of this study was to identify the preventive and the progressive inhibitory effects of enamel demineralization with fluoride releasing light-and self-cured orthodontic sealants(FluoroBond), in vitro, under the polarizing light microscope and the scanning electon microscope. The polarizing light microscopic group was subdivided into seven groups(Group A-Group G). The scanning electron microscopic group was also subdivided into seven groups(Group A'-Goup G'). For polarizing light microscopic evaluation, longitudinal sections were made longitudinally by Maruto cutter(Maruto Co., Japan) and Maruto grinding machine(Maruto Co., Japan). Sections were examined and photographed by the polarizing light microscope(Olympus Optical Co., Japan) using crossed polars and with the enamel rod longitudinal axis oriented at $45^{\circ}$ to the extinction position. For scanning electron microscopic evaluation, the specimens were coated with a highly conducting layer of gold palladium in a model Hus-4 high-vacuum evaporator and examined in an ISI-100B scanning electron microcope operated at 20kV. The results of this study were as follows : 1. The mean depths of artificial carious lesions under a polarized light microscope were $Group\;A(5.08{\mu}m),\;Group\;B(47.82{\mu}m,\;Group\;C(8.42{\mu}m),\;Group\;D(7.20{\mu}m),\;Group\;E(85.41{\mu}m),\;Group\;F(60.38{\mu}m),\;Group\;G(60.13{\mu}m)$. 2. There were statistically significant differences in Group B compared with Group A, C, and D(p<0.05), and also, in Group I compared with Group F and Group G(p<0.05). 3. Light-and self-cured orthodontic sealants had the preventive effects of enamel demineralization. 4. Light-and self-cured orthodontic sealants had the progressive inhibitory effects of enamel demineralization. 5. The time progress of demineralizing agent had no influence on the samples of light-and self-cured orthodontic sealants under the scanning electron microscope. 6. There was no difference between the specimens of light-and self-cured orthodontic sealants both in the polarized light microscopic group and in the scanning electron microscopic group.

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An Experimental Study on the Shear Bond Strength of Fluoride-Containing Sealant and Non-Fluoride Containing Sealant (불소함유여부에 따른 치면열구전색제의 전단결합강도에 관한 실험적 연구)

  • Her, Sun;Kweon, Seon-Ja;Kim, Jae-Gon;Baik, Byeong-Ju
    • Journal of the korean academy of Pediatric Dentistry
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    • v.23 no.2
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    • pp.489-501
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    • 1996
  • This study was to evaluate shear bond strength of fluoride-releasing sealant and nonfluoride releasing sealant to enamel surface of bovine tooth. 80 extracted bovine teeth were randomly assigned to four groups, and four kinds of sealants including Teethmate-A(Kuraray Co.), Teethmate-F(Kuraray Co.), Helioseal(Vivadent Co.), Helioseal-F(Vivadent Co.) were bonded to exposed enamel surfaces using silicon plate. Shear bond strength was determined in an instron universal testing machine at a crosshead speed of 1mm/min. Then, the fracture surfaces of test specimens were investigated with scanning electron microscope. The obtained results were as follows; 1. The shear bond strength decreased in the following order : Teethmate-A(18.31MPa), Teethmate-F(11.90MPa), Helioseal (11.74 MPa), Helioseal-F(10.64MPa). 2. The shear bond strength of Teethmate-A showed significantly higher than that of Teethmate-F(P<0.05), but Helioseal and Helioseal-F didn't showed statistically different(P<0.05). 3. According to the SEM, Teethmate-A group showed cohesive failure, and Teethmate-A group & Helioseal group showed mixed pattern of cohesive and adhesive failure and Helioseal-F group showed adhesive failure.

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The Reactions of Substituted Benzyl Arenesulfonates with N,N-Dimethylaniline (II). Substituent Effects of Benzyl Substrates for Benzyl Arenesulfonates (置換 Benzyl Arenesulfonate 와 N,N-Dimethylanilines와의 反應 (第2報). 核置換 Benzyl Arenesulfonate의 置換基效果)

  • Yoh Soo Dong
    • Journal of the Korean Chemical Society
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    • v.19 no.4
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    • pp.240-245
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    • 1975
  • Substituent effects of benzyl substrates for the reaction of substituted benzyl(Z) arenesulfonate(X) with dimethylanilines in (Y) acetone at $35^{circ}$ were studied. The interactions between Z and Y disappeared when changed from electron withdrawing group to releasing group in benzyl substrates. The disappearance of interactions between Z and Y infers change of mechanism from $S_N2 to S_N1$ in substituent Z.

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Synthesis of Pyrazole derivatives via cycloaddition of 3-phenyloxadiazole derivatives with dipolarophiles (Oxadiazole유도체의 고리화 첨가반응에 의한 Pyrazole유도체의 합성)

  • Lee, Ki-Chang;Hwang, Sung-Kwy;Lee, Kwang-Ill;Choi, Bong-Jong
    • Journal of the Korean Applied Science and Technology
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    • v.14 no.1
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    • pp.95-102
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    • 1997
  • The synthetic method of pyrazole was performed by 1,3-dipolar cycloaddition with dipolarophile instead of the reaction between diazomethane and acetylene. The cycloaddition mechanism and reactivity of 3-phenyloxadiazole derivatives with dipolarophiles was investigated. In order to investigate the mechanism and reactivity of this cycloaddition, the effect of substituents having various kinds of electron withdrawing or releasing groups were examinated. Considering the effect of substituents, an electron withdrawing group attached at the 4-carbon position in 3-phenyloxadiazole derivatives decrease the reaction rate because of the lack of electron density in oxadiazole ring. The reaction rate of 3-phenyloxadiazole derivatives with dipolarophiles were more conveniently measured using UV than using a volumetric analysis which was used before. From the result of this study, it was that the cycloaddition was found to be a first-order reaction depending upon the concentration of 3-phenyloxadiazole only.

Effect of Themperature on the 1,3-dipolar Cycloaddition of 3-phenyloxadiazole Derivatives (3-Phenyloxadiazole 유도체의 1,3-dipolar Cycloaddition 반응에 미치는 온도의 영향)

  • Hwang, Sung-Kwy;Lee, Ki-Chang;Choi, Bong-Jong;Lee, Kwang-Ill
    • Journal of the Korean Applied Science and Technology
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    • v.14 no.3
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    • pp.39-46
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    • 1997
  • Ultraviolet spectrophotometric investigation has been carried out on the rate constants for 1,3-dipolar cycloaddition of 4-substituted-3-phenyloxadiazole derivatives with dipolarophiles such as phenyl acetylene, propiolic acid methyl ester and dimethylacetylene dicarboxylate. From there, the rate constants for 1,3-dipolar cycloaddition were determined at 80, 100 and $120^{\circ}C$, and the reaction rates were increased with increasing temperature. From these rate constants, the values of the thermodynamic activation parameters were obtained. Some thermodynamic activation parameters such as $E_{\alpha}$, ${\Delta}H^{\ast}$, ${\Delta}S^{\ast}$ and ${\Delta}G^{\ast}$ from Arrhenius equation were also calculated for the electrophilic 1,3-dipolar cycloaddition of 3-phenyloxadiazole derivatives with dipolarophiles. In order to the proposal the mechanism and reactivity of 1,3-dipolar cycloaddition reaction, the effect of substituents having various kinds of electron withdrawing or releasing groups were examinated. Considering the effect of substituents, an electron withdrawing group attached at the 4-carbon position in 3-phenyloxadiazole derivatives decreases the reaction rate because of the lack of electron density in 3-phenyloxadiazole ring.

Self-organized Pullulan/Deoxycholic Acid Nanogels: Physicochemical Characterization and Anti-cancer Drug-releasing Behavior

  • Na, Kun;Park, Kyong-Mi;Jo, Eun-Ae;Lee, Kwan-Shik
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.11 no.3
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    • pp.262-267
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    • 2006
  • The objective of this study was to develop new self-organized nanogels as a means of drug delivery in patients with cancer. Pullulan (PUL) and deoxycholic acid (DOCA) were conjugated through an ester linkage between the hydroxyl group in PUL and the carboxyl group in DOCA. Three types of PUL/DOCA conjugates were obtained, differing in the number of DOCA substitutions (DS; 5, 8, or 11) per 100 PUL anhydroglucose units. The physicochemical properties of the resulting nanogels were characterized by dynamic light scattering, transmission electron microscopy, and fluorescence spectroscopy. The mean diameter of DS 11 was the smallest (approx. 100 nm), and the size distribution was unimodal. To determine the organizing behavior of these conjugates, we calculated their critical aggregation concentrations (CACs) in a 0.01-M phosphate buffered saline solution. They were $10.5{\times}10^{-4}mg/mL,\;7.2{\times}10^{-4} mg/mL,\;and\;5.6{\times}10^{-4} mg/mL$ for DS 5, 8, and 11, respectively. This indicates that DOCA can serve as a hydrophobic moiety to create self-organized nanogels. To monitor the drug-releasing behavior of these nanogels, we loaded doxorubicin (DOX) onto the conjugates. The DOX-loading efficiency increased with the degree of DOCA substitution. The release rates of DOX from PUL/DOCA nanogels varied inversely with the DS. We concluded that the PUL/DOCA nanogel has some potential for use as an anticancer drug carrier because of its low CAC and satisfactory drug-loading capacity.

Synthesis and Antimicrobial Activity of Phenazine Derivatives (I) (Phenazine 유도체의 합성과 항균성에 관한 연구 (제 1 보))

  • Jong Dae Kim;Ho Sik Kim;Sung Wook Han
    • Journal of the Korean Chemical Society
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    • v.31 no.5
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    • pp.464-470
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    • 1987
  • 7-Substituted 2-aminophenazine-5,10-dioxides were synthesized by the reaction of 4-aminophenol with 6-substituted benzofuroxan derivatives which had been obtained from aniline derivatives bearing methoxy, methyl, acetyl, and nitro group at the para position. 2-Aminophenazine-5,10-dioxide was also prepared by the reaction of 4-aminophenol with benzofuroxan. The antimicrobial activities of these phenazine dioxide derivatives were investigated in terms of minimum inhibitory concentration by the common twofold dilution technique. It was observed that the antimicrobial activity of the phenazine dioxides bearing electron releasing substituents was stronger than that of those bearing electron withdrawing substituents. From this result, it was concluded that the antimicrobial activity of phenazine dioxide derivative has a direct relationship with the electronic effect of the substituents.

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Synthesis and Antimicrobial Activity of Phenazine Derivatives -Synthesis and Antimicrobial Activity of 7- Substituted-2,3-dihydroxyphenazine-5,10-dioxides- (페나진 유도체의 합성과 항균성 -7-치환-2,3-디히드록시페나진-5,10-디옥시드류의 합성 및 항균성-)

  • Lee, Man-Kil;Kim, Ho-Sik;Han, Sung-Wook
    • YAKHAK HOEJI
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    • v.36 no.5
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    • pp.440-448
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    • 1992
  • 7-Substituted 2,3-dihydroxyphenazine 5,10-dioxides were synthesized by the reaction of 1,2,4-trihydroxybenzene with 6-substituted benzofuroxan derivatives which had been obtained from aniline derivativies bearing methoxy, methyl, acetyl and nitro group at the para position. 2,3-Dihydroxyphenazine 5,10-dioxide was also prepared by the reaction of 1,2,4-trihydroxybenzene with benzofuroxan. The antimicrobial activities of these phenazine dioxide were investigated in terms of minimum inhibitory concentration by the common twofold dilution technique. It was observed that the antimicrobial activity of the phenazine dioxides bearing electron releasing substituents was stronger than that of those bearing electron withdrawing substitutents. From this result, it was concluded that the antimicrobial activity of phenazine dioxide derivatives has a direct relationship with the electronic effect of the substituents.

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The Molecular Complexes (ⅩI). The Complexes of Toluidines and N-Methyltoluidines with Iodine in Carbon Tetrachloride

  • Choi, Sang-Up;Rhee, Myung-Sook
    • Bulletin of the Korean Chemical Society
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    • v.1 no.3
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    • pp.75-78
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    • 1980
  • The interactions of iodine with toluidines (o-, m-, and p-) and N-methyltoluidines (o-, m-, and p-) in $CCl_4$ solution have been investigated through spectrophotometric measurements. The results indicate that toluidines and N-methyltoluidines form the one-to-one charge-transfer complexes with $I_2$ in solution. By comparing the values of the formation constants of the complexes, it is concluded that the relative stabilities of the $I_2$-amine complexes decrease in the following orders: p-toluidine >m-toluidine >aniline >o-toluidine, N-methyl-p-toluidine >N-methyl-m-toluidine >N-methylaniline >N-methyl-o-toluidine, N-methyltoluidines >toluidines. These results can be explained by the electron-releasing character and the steric effect of methyl group in the amine molecules.