• Title/Summary/Keyword: carboxylic

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Reaction of Nitrous Acid on 5-Aminopyrimidine (Ⅳ) The Synthesis of 5-Cyano-and 5-Carboxypyrimidines (5-Aminopyrimidine에 대한 아질산의 반응 (Ⅳ) 5-Cyano 및 5-CarboxyPyrimidine 유도체의 합성)

  • Chang Sae Hee;Kim Jae Soon;Huh Tae Soung
    • Journal of the Korean Chemical Society
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    • v.13 no.2
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    • pp.177-180
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    • 1969
  • 5-Cyanopyrimidine derivatives were synthesized starting from 5-aminopyrimidine derivatives through the extended Sandmeyer reaction, and then these compounds were hydrolyzed to obtain pyrimidine-5-carboxylic acids. According to this procedure, 5-cyanopyrimidine derivatives and pyrimidine-5-carboxylic acid derivatives have been prepared in 62% and 65% yields, respectively, without any difficulties in removing impurities.

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Introduction of Heterocycles at the 2-Position of Indoline as Ester Bioisosteres

  • Lee, Sung-Kyung;Yi, Kyu-Yang;Yoo, Sung-Eun
    • Bulletin of the Korean Chemical Society
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    • v.25 no.2
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    • pp.207-212
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    • 2004
  • In this study, we attempted to prepare compounds with heterocyclic replacements for metabolically unstable esters of benzopyranyl indole-2-carboxylic esters, which showed good in vitro and in vivo cardioprotective efficacies possibly through the opening of mitochondrial ATP-sensitive potassium channel ($K_{ATP}$). Initially, we tried to construct indolin-2-yl-heterocycles using unprotected indoline-2-carboxylic acid, but the cyclization was proceeded with oxidation of the indoline ring to the indole, which didn't react with benzopyranyl epoxide. Thus we introduced N-Boc group to deplete the electron density of the indoline ring. We successfully prepared various indolin-2-yl-heterocycles by the cyclization of the building blocks including carboxamide, ${\beta}$-hydroxy amide, hydrazide, nitrile starting from N-Boc-indoline-2-carboxylic acid.

NMR Analysis of the Substitution of Titanium Tetraisopropoxide with Phenol and Carboxylic Acid

  • Choi, Jeong Chul;Hwang, Kwang-Jin
    • Journal of the Korean Magnetic Resonance Society
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    • v.21 no.4
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    • pp.135-138
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    • 2017
  • Titanium phenoxide and titanium carboxylate derivatives were prepared by ligand exchange of titanium tetraisopropoxide with the corresponding phenol and carboxylic acids. The substitution reactions were analyzed by NMR focused in the liberation of isopropylalcohol. The chemical shift of secondary proton of isopropyl group shifted to upfield after liberation; from 4.47 ppm at titanium-bound to 4.1~4.3 ppm at free alcohol state in $CDCl_3$. The substitution reaction of titanium tetraisopropoxide with carboxylic acid was applied to form dye-Ti complex for dye-sensitized solar cell.

Structural Analysis of Carboxylic Acid-functionalized Multi-walled Carbon Nanotubes (카복실산으로 표면개질된 다중층 탄소나노튜브의 구조분석)

  • Kim, Jung-Soo;Lee, Geon-Woong;Oh, Weon-Tae
    • Journal of the Korean Institute of Electrical and Electronic Material Engineers
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    • v.20 no.10
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    • pp.878-882
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    • 2007
  • Carboxylated multi-walled carbon nanotubes (MWNTs) were in detail characterized by XRD, XPS, FTIR, and thermogravimetric measurements. Carboxylic acid groups were functionalized to MWNTs under aqueous acid condition. The changes of sonication and reflux conditions rarely influenced the degree of carboxylation on MWNTs, but decreased the thermal stability of the resultant carboxylated MWNTs. XRD results showed that the diffraction peaks (100), (101), and (102) of pristine MWNTs disappeared after acid treatment, but the diffraction peak (002) was Preserved in the carboxylated MWNTs. The introduction of carboxylic acid groups on MWNTs caused to improve the dispersibility of the resultant carboxylated MWNTs in water.

Synthesis and Antimicrobial Activity of N-Substituted Glycyl Derivatives of Norfloxacin (N-치환 Glycyl Norfloxacin유도체의 합성과 항균작용)

  • 이현수;임채욱;임철부
    • Biomolecules & Therapeutics
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    • v.7 no.2
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    • pp.164-169
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    • 1999
  • The synthesis and antimicrobial activity of N-substituted glycol derivatives of Norfloxacin were described. Norfloxacin was treated with chloroacetyl chloride to yield chloroacetyl norfloxacin (1). This compounds was reacted with alkyldiamines to afford bivalent ligand quinolone carboxylic acids (2-6), which was added to pivaloyloxymethyl chloride to give bivalent ligand pivaloyloxymethyl quinolone carboxylates (7-11). Chloroacetyl norfloxacin (1) treated with alkylamines to obtain monovalent ligand quinolone carboxylic acids (12-15), which was reacted with pivaloyloxymethyl chloride to get monovalent ligand pivaloyloxymethyl quinolone carboxylates (16-19). Free carboxylic quinolones (2-6, 12-15) showed little stronger activities to their pivaloyloxymethyl esters (7-11, 16-19). In monovalent ligand quinolone analogues, longer a1kyl chain com-pounds showed stronger activities than shorter one.

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Spectrophotofluorometric analysis of 2-[[3-(Trifluoromethyl) pheny 1] amino]-3-pyridine carboxylic acid in urine

  • Lee, Kang-Choon;Min, Shin-Hong;Rhee, Shang-Hi;Lee, Yoon-Joong
    • Archives of Pharmacal Research
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    • v.3 no.1
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    • pp.17-21
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    • 1980
  • A sensitive spectrophotofluorometric method was developed for the analysis of 2[[3-(trifluoromethyl)phenyl]amino]-3-phridine carboxylic acid (I) in urine. The method is based on the fluoroscence behavior of the I-aluminum complex in absolute ethanol. This fluorophore has activation and emission wavelengths of 355 and 450 nm, respectively. Optimum conditions for the reaction were investigated. The fluorescence was linear in the range of 0.25 3.0 ug of I/ml. Replicate studies of spiked urine samples, each containing 2.5 ug of I/ml showed good precision with a relative standard deviation of 0.019. Overall recovery percent from five spiked urine samples was 99.4 $\pm$1.32%.

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Structure Activity Relationship of Methylchroman-2-carboxylic Acid N-(Disubstituted)phenylamide Derivatives as Potential NF-${\kappa}B$ Inhibitors (메틸크로만-2-카르복실산 N-(이치환)페닐아마이드 유도체의 NF-${\kappa}B$ 저해 구조-활성 상관 관계)

  • Kim, Tae-Jeong;Kwak, Jae-Hwan;Kim, Young-Soo;Jung, Jae-Kyung;Lee, Hee-Soon
    • YAKHAK HOEJI
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    • v.55 no.2
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    • pp.154-159
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    • 2011
  • During the search for a novel compound that can inhibit NF-${\kappa}B$ activation, 6-hydroxy-7-methoxychroman-2-carboxylic acid phenyl amide (KL-1156) was identified as a good inhibitor of NF-${\kappa}B$ activation. In the present study, we describe the synthesis of methylchroman-2-carboxylic acid N-(disubstituted)phenylamide derivatives (1 and 2 serieses). In addition, their inhibitory effects of NF-${\kappa}B$ are compared with activity of KL-1156 and SAR (structure activity relationship) are explored.

Synthesis and Antimicrobial Activities of Piperazinyl Quinolone Derivatives (Piperazinyl Quinolone계 유도체의 합성 및 항균작용)

  • Yim, Chul-Bu;Lee, Young-Woon;Choi, Su-Hang;Youm, Jeong-Rok;Huh, In-Hoi
    • YAKHAK HOEJI
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    • v.35 no.6
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    • pp.515-521
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    • 1991
  • A number of 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-substitutedcarbamyl-1-piperazinyl) quinoline [or 1,8-naphthyridine]-3-carboxylic acid and their pivaloyloxymethyl esters were prepared. The compounds synthesized were evaluated for antibacterial activity in vitro against Escherichia coli, Bacillus subtilis, Proteus vulgaris, Klebsiella pneumoniae, Staphylococcus aureus and Pseudomonas aeruginosa. Among those 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-methylcarbamyl-1-piperazinyl) quinoline-3-carboxylic acid [1] and 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-methylcarbamyl-1-piperazinyl)1,8-naphthyridine-3-carboxylic acid [6] showed the most potent in vitro antibacterial activity.

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Synthesis and Exploratory Photochemistry of ${\beta},\;{\gamma}$-unsaturated Carboxylic Acid, Carboxamide and Nitrile Derivatives (${\beta},\;{\gamma}$-불포화카르복시산, 카르복시아미드와 니트릴 유도체의 합성과 이들의 광화학적 반응에 관한 연구)

  • Givens Richard S.;Woo Ki Chae
    • Journal of the Korean Chemical Society
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    • v.26 no.2
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    • pp.99-106
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    • 1982
  • The ketone chromophore of 1-Acetyl-1-methyl-2-cyclopentene (1) was replaced by nitrile, carboxylic acid and acetamide group, and their photochemical reactions were investigated. While the ${\beta},\;{\gamma}$-unsaturated ketone 1 afforded 1,2 ar 1,3-Acyl shift product, these replaced chromophores did not afford any monomeric rearranged products. 1-Cyano-1-methyl-2-cyclohexene also afforded no product anology of the 1,2-acyl shift reaction. The replacement of the ketone chromophore by nitrile, carboxylic acid and carboxamide has greatly altered the photochemistry of ${\beta},\;{\gamma}$-unsaturated ketones.

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