• Title/Summary/Keyword: Methylamino

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Copper(II) Complexation by 2-((3-((2-Hydroxy-1,1-di(hydroxymethyl)ethyl)amino)propyl)amino)-2-(hydroxymethyl)-1,3-propanediol in Aqueous Solution

  • 홍경희;배규선
    • Bulletin of the Korean Chemical Society
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    • v.19 no.2
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    • pp.197-201
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    • 1998
  • The complex formation from Cu(Ⅱ) ion and 1,3-bis(tris(hydroxymethyl)methylamino)propane (bistrispropane) in aqueous solution has been studied potentiometrically and spectrophotometrically. Bistrispropane (btp) coordinates to Cu(Ⅱ) as multidentate. In the btp (L) complex CuL2+, two of the hydroxyl oxygen atoms as well as the amine nitrogens of the ligand are coordinated. In neutral and weakly acidic media, one of the coordinated hydroxyl groups is deprotonated. In basic media, an additional hydroxyl group undergoes deprotonation. The equilibrium constants for the formation of CuL2+, CuLH-1+, and CuLH-2 have been determined. The nature of the coordinate bonds has been deduced from the potentiometric data and the spectra of these complexes.

3.4-Diaryl-2(5H)-Furanone Derivatives: Synthesis. Cytotoxicity, and Antitumor Activity

  • Kim, Yong;Bang, Seong-Cheol;Ahn, Byung-Zun
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.354.2-354.2
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    • 2002
  • Fifty of 3.4-diaryl-2(5H)-furanone derivatives were synthesized and evaluated for their cytotoxicity in a small panel of cancer cell lines. Eleven compounds in this series, were found to have significant cytotoxic activities with ED$_{50}$ values of less than 1 4{\mu}$M in most of the cell lines tested. Compound RTMSI, 3-(3.4, 5-trimethoxyphenyl)-4-(3-amino-4-methylamino)-2(5H)-furanone exhibited the most potent cytotoxic activity with ED$_{50}$ value of 0.003 4{\mu}$M and antitumor activity on BDF1 mice bearing Lewis lung carcinoma cells with inhibition ratio of 72 %.%.

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Synthesis of [1,2,4]-Triazole Derivatives Containing Benzimidazole and Biological Activities (Benzimidazole을 함유한 [1,2,4]-Triazole 유도체의 합성 및 생물학적 활성)

  • Lee, So-Ha;Jeon, Jae-Ho;Lim, Hye-Won;Pae, Ae-Nim
    • Journal of the Korean Applied Science and Technology
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    • v.23 no.4
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    • pp.355-361
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    • 2006
  • [1,2,4]-Triazole derivatives were synthesized by 5 steps. Benzimidazole was refluxed with ethyl chloroacetate to give 1H-benzimidazole-acetic acid ethyl ester (1) over 52% yield. Ester (1) was refluxed with hydrazine hydrate in the presence of ethanol to afford 1H-benzimidazole-1-acetic acid, hydrazide (2). 5-Benzoimidazol-1-ylmethyl-4H-[1,2,4]triazole-3-thiol (4) was made via coupling of compound (2) with methyl isothiocyanate, followed by cyclization of 1H-benzimidazole-1-acetic acid, 2-[(methylamino) thioxomethyl]hydrazide (3) on reflux, and finally the target compounds (6a-6v) were synthesized by general substitution reaction. Compounds (6a-6v) were screened for T-type calcium channel blocker using the fluorescence assay by FDSS6000. All compounds (6a-6v) did not show better activities than control compound, mibefradil.

New Synthetic Route to 1, 4-Dihydropyridine Monoacid Derivatives (1, 4-디히드로피리딘산 유도체의 새로운 제조방법에 관한 연구)

  • Shim, Young-Key;Lee, Sang-Hee;Kang, Jae-Sung;Kim, Wan-Joo
    • Journal of the Korean Chemical Society
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    • v.32 no.2
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    • pp.144-148
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    • 1988
  • A novel synthetic route to 1,4-dihydropyridine mono carboxylic acid derivatives is described. Allyl methyl 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3, 5-dicarboxylate (IV) was treated with $Pd(OAc)_2$ in dioxane for 30 min at 110$^{\circ}C$ with reflux to give the mono acid compound(V) in 94% yield. The mono acid intermediate was converted to 2-(N-benzyl-N-methylamino)ethyl methyl 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3, 5-dicarboxylate (VII) (Nicardipine) and their derivatives in 70~85% yield.

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Synthesis of -4,9-Dione Derivatives (벤조-[f]-인돌-4, 9-디온 유도체의 합성)

  • Lee, Ji-Young;Suh, Myung-Eun
    • YAKHAK HOEJI
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    • v.34 no.1
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    • pp.15-21
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    • 1990
  • -4,9-dione derivatives were prepared from $2-chloro-3-({\alpha}-accetyl-{\alpha}-ethoxycarbonyl-methyl)-1,4-naphthoquinone$ and 2-chloro-3-N-phenylamino-1,4-naphthoquinone. $2-Chloro-3-({\alpha}-acetyl-{\alpha}-ethoxycarbonyl-methyl)-1,4-naphthoquinone$ was reacted with amines to give $2-amino-3-({\alpha}-acetyl-{\alpha}-ethoxycarbonyl-methyl)-1,4-naphthoquinone$ derivatives. Subsequent treatment of $2-amino-3-({\alpha}-acetyl-{\alpha}-ethoxycarbonyl-methyl)-1,4-naphthoquinone$ with sodium ethoxide gave -4,9-dione derivatives. When 2-chloro-3-N-phenylamino-1,4-naphthoquinone reacted with sodium ${\alpha}-cyano$ ethyl acetate, 2-amino-3-ethoxycarbonyl-N-phenyl--4,9-dione was obtained. However, with sodium diethyl malonate, not -4,9-dione but 2-chloro-3-bis-(methoxycarbonyl)-methyl-2H-3-N-phenylamino-1,4-naphthoquinone was obtained.

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Effect of a Water Soluble Dimethyl Dimethoxy Biphenylate Derivative on the Carbon Tetrachloride Induced Hepatotoxicity in Rats (수용성 Dimethyl Dimethoxy Biphenylate 유도체의 간염 치료 효과)

  • Moon, Jeon-Ok;Cheung, Kyeung-Ook;Kim, Su-Hyun;Kim, Nam-Duk;Lee, Sung-Kwang;Yang, Hee-Sun;Lee, Chi-Ho
    • Journal of Pharmaceutical Investigation
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    • v.27 no.3
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    • pp.173-179
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    • 1997
  • A water-soluble DDB derivative (Bis{2-(methylamino)ethyl}-4,4-dimethoxy-5,5',6,6'-dimethylenedioxy-biphenyl-2,2'-dicarboxylate, DDB-S) was synthesized and its therapeutic effects on the liver damage induced by carbon tetrachloride in rats were evaluated. Oral administration of DDB-S reduced the aspartate aminotransferase(AST) and alanine aminotransferase(ALT) activities and increased total protein and albumin contents in the serum of the carbon tetrachloride intoxicated rat. Therapeutic effects of DDB-S by intravenous injection was also investigated using carbon tetrachloride intoxicated rats. Histological studies showed that IV injection of DDB-S had improved the typical necrosis around centrilobular area in liver tissue due to the carbon tetrachloride intoxication and also prevented the elevation of liver weigh/body weight ratio. IV administration of DDB-S to $CCl_4-treated$ rats significantly decreased AST & ALT activities and also prevented the decrease of aniline hydroxylation activity of the liver. These results indicate that i.v. administration of DDB-S is very effective in recovering the liver function in $CCl_4-treated$ rats.

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Studies on the Synthesis of Mannich Bases of Hexachlorophene and their Antimicrobial Activities (Hexachlorophene의 Mannich Bases 합성 및 항미생물작용에 관한 연구)

  • Kim, Jong-Ho;Bae, Moo;Lee, Gye-Jun
    • Microbiology and Biotechnology Letters
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    • v.1 no.1
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    • pp.43-50
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    • 1973
  • Thirty-three Mannich bases of 2,2'-methylene bis (3,4, 6-trichlorophenoxy-acetic acid) were synthesized hexachlorophene as potential antimicrobial agents and tested against Staphylococcus aureus, Bacillus subtilis, Escherichia coli, Trichophyton rubrum, Microsporum gypseum, Epidermophyton floccosum, Aspergillus niger and Aspergillus oryzae in vitro. It was found that: 1) 2,2'-Methylene bis [${\alpha}$-(3, 4, 6-trichlorophenoxy)-${\beta}$- (N,N -diethylamino) propionic acid] and 2,2'-methylene bis [${\alpha}$-(3,4,6-trichlorophenoxy)-${\beta}$-(N, N-dimethynlamo) propionoic acid] were active against Staphylococcus aureus and Bacillus subtilis at the concn. of 1 $\mu\textrm{g}$/$m\ell$ respectively; 2) 2,2'-Methylene bis [${\alpha}$-(3,4,6-trichlorophenoxy)-${\beta}$-(m-hydroxy-p-carboxyphenylamino) propionic acid] and 2,2'-methylene bis [${\alpha}$-(3, 4, 6-trichlorophenoxy)-${\beta}$-(cyclohexylamino) propionic acid] were active against Trichophyton-rubrum at the concn. of 2 $\mu\textrm{g}$/$m\ell$ respectively; 3) 2,2'-Methylene bis [${\alpha}$-3,4,6-trichlorophenoxy)-${\beta}$-(m-hydroxy-p-carboxyphenyl-amino) propionic acid] and 2,2'-methylene bis [${\alpha}$-(3,4,6-trcihlorophenoxy)-${\beta}$-(piperidino) propionic acid] were active against Microsporum gypseum at the concn. of 2 $\mu\textrm{g}$/$m\ell$ respectively; 4) 2,2'-Methylene bis [${\alpha}$-(3,4,6-trichlorophenoxy)-${\beta}$-(m-hydroxyphenylamino) propionic acid], 2,2'-methylene bis [${\alpha}$-(3, 4,6-trichlorophenoxy)-${\beta}$-(m-hydroxy-p-carboxy phenylamino) propionic acid], 2,2'-methylene bis [${\alpha}$-(3,4,6-trichlorophenoxy)-${\beta}$-(o-chlorophenylamino) propionic acid], 2,2'-methylene bis [${\alpha}$-(3,4,6-trichlorophenoxy)-${\beta}$-(o-chloro-p-nitrophenylamino) propionic acid], 2,2'-methylene bis [${\alpha}$- (3,4,6-trichlorophenoxy)-${\beta}$-(methylamino) propionic acid], 2,2'-methylene bis [${\alpha}$-(3,4,6-trichlorophenoxy)-${\beta}$-(hydroxylamino) propionic acid], 2,2'-methylene bis [${\alpha}$-(3,4,6-trichlorophenoxy)-${\beta}$-(cyclohexylamino) propionic acid], 2,2'-methylene bis [${\alpha}$-(3,4,6-trichlorphenoxy)-${\beta}$-(morpholino) propionic acid], 2,2'-methylene bis [${\alpha}$-(3,4,6-trichlorophenoxy)-${\beta}$-(p-sulfophenylamino) propionic acid] and 2,2'-methylene bis [${\alpha}$-(3,4,6-trichlorophenoxy)-${\beta}$-(4-sulfu-l-nayphthlamino) aoi!c rppioncd (were active against Epidermophyton floccosum at the concn. of 1 $\mu\textrm{g}$/$m\ell$ respectively; 5) 2,2'-Methlene bis [${\alpha}$-(3,4,6-trichlorophenoxy)-${\beta}$-(m-hydroxyphenylamino) propionic acid], 2,2'-methylene bis (a-(3,4,6-trichlorophenoxy)-${\beta}$-(m-hydroxy-p-carboxyphenylamino) propionic acid], 2,2'-methylene bis [${\alpha}$-(3,4,6-trichlorophenoxy)-${\beta}$-(p-methylphenylamino) propionic acid] and 2,2'-methylene bis [${\alpha}$-(3,4,6-trichlorophenoxy)-${\beta}$-(hydroxylamino) propionic acid] were active against Aspergillus niger and Aspergillus oryzae at the concn. of 1 $\mu\textrm{g}$/$m\ell$ respectively.

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Absorption Characteristics of Water-Lean Solvent Composed of 3-(Methylamino)propylamine and N-Methyl-2-Pyrrolidone for CO2 Capture (3-메틸아미노프로필아민과 N-메틸-2-피롤리돈을 포함한 저수계 흡수제의 CO2 포집 특성)

  • Shuai Wang;Jeong Hyeon Hong;Jong Kyun You;Yeon Ki Hong
    • Korean Chemical Engineering Research
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    • v.61 no.4
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    • pp.555-560
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    • 2023
  • Conventional aqueous amine-based CO2 capture has a problem in that a large amount of renewable energy is required for CO2 stripping and solvent regeneration in its industrial applications. This work proposes a water-lean absorbent that can reduce regeneration energy by lowering the water content in the absorbent with high absorption capacity for CO2. To this purpose, this water-lean solvent introduced NMP (N-methyl-2-pyrrolidone), which has a higher physical solubility in CO2 and a low specific heat capacity comparing to water, along with 3-methylaminopropylamine (MAPA), a diamine, into the absorbent. The circulating absorption capacity and absorption rate for CO2 of this water-lean solvent were measured using a packed tower. When NMP was added to the absorbent, the absorption rate was improved. In the case of the absorbent containing 2.5M MAPA was used, the maximum circulating absorption capacity was obtained when 10 wt% of NMP was included in absorbent. The overall mass transfer coefficient increased as the concentration of NMP increased. However, at loading values higher than 0.5, the increment in mass transfer coefficient decreased as the concentration of NMP increased. When the lean loading value is low, the mass transfer resistance due to viscosity of the absorbent is low, so the overall mass transfer coefficient increases with the addition of NMP. However, as the lean loading value increases, the viscosity of the absorbent increases, and the diffusivity of CO2 and MAPA decreases, resulting in sharply decreasing of the overall mass transfer coefficient.