• Title/Summary/Keyword: carboxylic acid

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Synthesis and Anti-corrosion Properties of Succinic Acid Alkyl Half-Ester Derivatives (숙신산 알킬 하프-에스테르 유도체의 합성 및 해수에 대한 방청성능)

  • Baek, Seung-Yeob;Kim, Young-Wun;Chung, Keun-Wo;Yoo, Seung-Hyun
    • Applied Chemistry for Engineering
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    • v.22 no.4
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    • pp.367-375
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    • 2011
  • Succinic acid ester derivatives have been used as additives for the base oil of metal working fluids and pressure working oils. In this paper, a series of succinic acid alkyl half-esters were synthesized with over 97% yields by ring-opening reaction of succinic anhydride and fatty alcohol and were soluble in 100 N base oil within 1 wt% concentration. The structures and purities of ester derivatives were confirmed by $^1H-NMR$ and FT-IR spectrum and GC analysis. Anti-corrosion properties of the esters in sea water were evaluated through ASTM D665 method and weight loss method and compared to that of succinic alkyl esters without carboxylic acid group in the molecule. As the results, anti-corrosion properties of succinic acid alkyl half-esters with carboxylic acid group were better than those of succinic acid alkyl esters without carboxylic acid group. And, Anti-corrosion properties of the esters with a shorter alkyl chain of high concentration showed better performance than those with longer alkyl chain of low concentration. Inhibition efficiency % (IE%) of the esters was over 95% in the concentration of 80 ppm and corrosion rate (CR) was below 0.3 mm/year at the same concentration. Thus, the corrosion properties of succinic acid alkyl half-esters result from the carboxylic acid groups in molecules.

Synthesis and Antifungal Activity of 1,3-substituted-5-chloropyrazole-4-carboxylic acid Oxime Esters (1,3-치환-5-chloropyrazole-4-carboxylic acid oxime ester의 합성과 살균력)

  • Kim, Yong-Whan;Park, Chi-Hyun;Choi, Weon-Seok;Kwon, Young-Chil;Park, Chang-Kyu
    • Applied Biological Chemistry
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    • v.32 no.4
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    • pp.401-407
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    • 1989
  • A series of novel 1,3-substituted-5-chloropyrazole-4-carboxylic acid oxime esters was synthesized. Their chemical strictures were elucidated on $^1H,\;^{13}C-NMR$ and IR spectra, Fifteen such compounds were screened for their antifungal activity against R. solani, P. oryzae, B. cinerea, P. graminearum, P. capsici and G. cingulata. The results showed that pyrazole-oxime esters with electron withdrawing groups(III, XIII, XIV) had better biological activities than these with electron releasing groups.

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Preparation and Characterization of High Molecular Weight Poly(butylene succinate)

  • Han, Yang-Kyoo;Kim, Sung-Rim;Kim, Jinyeol
    • Macromolecular Research
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    • v.10 no.2
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    • pp.108-114
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    • 2002
  • Poly(butylene succinate) (PBS) prepolymers were prepared by the condensation polymerization of 1,4-butanediol (1,4-BD) and succinic atid (SCA) in the presence of titanium (VI) isoproxide(TPI) catalyst. The PBS prepolymers reacted with 1,4-BD or SCA to obtain hydroxyl or carboxylic acid group terminated PBS. High molecular weight linear or branched PBS was synthesized by a coupling reaction between hydroxyl and carboxylic acid group terminated PBS, or by a branching reaction between carboxylic acid group terminated PBS and glycerol as a branching agent. The weight average molecular weight of the prepared linear or branched PBS was in the range of 100,000-220,000. Both melting point and thermal stability of the high molecular weight linear and branched PBSs were somewhat higher than those of general PBS. From a tensile behavior by Instron test, modulus, tensile strength and elongation at break improved with increase in the molecular weight of the prepared PBS through the coupling or the branching reaction. In particular, the high molecular weight linear PBS had about 2.5 times higher value in modulus than the branched one.

Protective Effect of Acetylbenzoylaconine Against Gamma-radiation

  • Moon, Philip S.
    • Nuclear Engineering and Technology
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    • v.5 no.2
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    • pp.83-86
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    • 1973
  • The protective effects of acetylbenzoylaconine, 2-aminoethylisothiouronium bromide hydrobromide, $\beta$-mercaptoethylamine HCI, and L-thiazolidine-4-carboxylic acid were studied on the white male mice, aged 5-6 weeks. The toxicity test of acetylbenzoylaconine revealed that the LD$_{50}$ was 2.5 mg/kg of body weight. After the administration of test substances, mice were irradiated with whole body dose of 800 rad by the Co-60 source. Observing the number of surviving mice for 30 days, the survival coefficients for the test groups were calculated and with these the protective coefficients against radiation injury, PCR, were also calculated. The PCR values are 2.24, 2.95, 2.78, and 1.23 for acetylbenzoylaconine, 2-aminoethylisothiouronium bromide hydrobromiide, $\beta$-mercaptoethylamine HCI, and L-thiazolidine-4-carboxylic acid respectively. These values reveal that the acetylbenzoylaconine has protective potency against radiation injury on white male mice.

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Synthesis and Antimicrobial Activity of 7-[3-Hydroxy-(4-methylthio or 4-methylthiomethyl)pyrrolidinyl]quinoline-3-carboxylic Acids (7-[3-히드록시-(4-메틸티오 또는 4-메틸티오메틸)피롤리디닐]퀴놀린-3-카르복실산의 합성과 항균작용)

  • Lee, Jae-Wook;Son, Ho-Jung;Lee, Kyu-Sam;Yu, Young-Hyo;Yoon, Geal-Jung
    • YAKHAK HOEJI
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    • v.38 no.6
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    • pp.677-682
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    • 1994
  • A number of 7-[3-hydroxy-(4-methylthio or 3-methylthiomethyl)pyrrolidinyl]quinoline-3-carboxylic acids were synthesized by condensation of 7-fluoro substituted quinoline-3-carboxylic acid with 3-hydroxy-4-methylthiopyrrolidine or 3-hydroxy-4-methylthiomethylpyrrolidine. The in vitro antimicrobial activity of them were tested against twenty species of Gram-positive or Gram-negative microorganisms. It showed remarkable antibacterial activity, particularly against Gram-positive microorganisms. Among those 1-cyclopropyl-5-amino-6,8-difluoro 7-(3-hydroxy-4-methylthiomethylpyrrolidinyl)-1,4-dihyd ro-4-oxo-3-quinolinecarboxylic acid(12d) and 1-cyclopropyl-6-fluoro-8-methoxy-7-(3-hydroxy-4-methylthiometby1pyrrolinyl)-1,4-dihydro-4-oxo-3-quinolinocarboxylic acid(12g) showed the most potent in vitro antibacterial activity, and 12d showed better antibacterial activity against MRSA compared to ciprofloxacin and sparfloxacin.

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Synthesis and Inhibitory Activity on NF-${\kappa}B$ Activation of Chroman-2-carboxylic Acid N-Heteroarylamide Derivatives (크로만-2-카르복실산 N-헤테로아릴아마이드 유도체 합성 및 NF-${\kappa}B$ 저해 활성)

  • Yi, Won-Hui;Kwak, Jae-Hwan;Han, Sang-Bae;Kim, Young-Soo;Jung, Jae-Kyung;Lee, Hee-Soon
    • YAKHAK HOEJI
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    • v.56 no.3
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    • pp.186-190
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    • 2012
  • Nuclear factor-${\kappa}B$ (NF-${\kappa}B$) has been considered as one of the major targets for therapeutic agents of diverse human diseases. In the previous studies, 6-hydroxy-7-methoxychroman-2-carboxylic acid N-phenylamide (KL-1156) and chroman-2-carboxylic acid N-(4-chlorophenyl)amide were identified as good inhibitors of NF-${\kappa}B$ activation. In this continuous study, we describe the synthesis and NF-${\kappa}B$ inhibitory activities of chroman derivatives containing N-heteroaryl groups for exploration of SAR (structure-activity relationship). In addition, inhibitory effects of cell proliferation are evaluated against human cancer cell lines (NCI-H23 and PC-3).

Permeation of Ultrafiltration Membranes of Anion Charged poly(bis[4-(3-aminophenoxy) phenyl]sulfone/trimellite amide) Containing Carboxylic Acid (Carboxylic acid 함유한 음이온성 Poly(bis[4-(3-aminophenoxy)phenyl]sulfone/trimellite amide) 한외여과막의 투과특성)

  • Jeon, Jong-Young
    • Membrane Journal
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    • v.19 no.2
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    • pp.104-112
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    • 2009
  • Ultrafiltration membranes (UF) were manufactured by the conventional phase inversion method using an additives with N-methyl-2-pyrrolidinone as a solvent. Characteristics of performance could be controlled by the preparation conditions and the operating methods. The fouling resistance was observed by the relative ratio of permeate flux $(J_t)$/pure water flux $(J_o)$. Compared with the anion charged membranes and its original polyamide membrane, fouling resistance to the protein was increasing in proportion to the ion exchange capacity. The relative flux for the bovin serum albumin (BSA) solution increased as pH value further away from isoelectric point of BSA. The hydrophilicity of a membrane, the pH condition, and the operating temperature played the important role in the membrane permeations.

Synthesis and Antimicrobial Activity of 7-[(3-Methylthio or 3-Methylthiomethyl) -3-pyrrolinyl]quinolone-3-carboxylic Acids (7-[(3-메틸티오 또는 3-메틸티오메틸)-3-피롤리닐]퀴놀론-3-카르복실산의 합성과 항균작용)

  • Lee, Jae-Wook;Son, Ho-Jung;Lee, Kyu-Sam;Yu, Young-Hyo;Kim, Dae-Young
    • YAKHAK HOEJI
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    • v.38 no.5
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    • pp.520-524
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    • 1994
  • A number of 7-[(3-methylthio or methylthiomethyl)-3-pyrrolinyl] quinolone-3-carboxylic acids were synthesised by condensation of 7-fluoro substituted quinolone-3-carboxylic acid with 3-methylthio-3-pyrroline or 3-methylthiomethyl-3-pyrroline. The in vitro antimicrobial activity of them were tested against twenty species of Gram-positive or Gram-negative microorganisms. It showed remarkable antibacterial activity, particularly against Gram-positive microoganisms. Among those 1-cyclopropyl-6,8-difluoro-7-[(3-methylthiomethyl) -3-pyrrolinyl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid(12a) and 1-cycl opropyl-6-fluoro-8-chlore-7-[(3-methylthiomethyl)-3-pyrrolinly]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid(12b) showed the most potent in vitro antibacterial activity.

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Effect of 1-aminocyclopropane-1-carboxylic acid (ACC)-induced ethylene on cellulose synthase A (CesA) genes in flax (Linum usitatissimum L. 'Nike') seedlings

  • Lim, Hansol;Paek, Seung-Ho;Oh, Seung-Eun
    • Genes and Genomics
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    • v.40 no.11
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    • pp.1237-1248
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    • 2018
  • Introduction Cellulose microfibril is a major cell wall polymer that plays an important role in the growth and development of plants. The gene cellulose synthase A (CesA), encoding cellulose synthases, is involved in the synthesis of cellulose microfibrils. However, the regulatory mechanism of CesA gene expression is not well understood, especially during the early developmental stages. Objective To identify factor(s) that regulate the expression of CesA genes and ultimately control seedling growth and development. Methods The presence of cis-elements in the promoter region of the eight CesA genes identified in flax (Linum usitatissimum L. 'Nike') seedlings was verified, and three kinds of ethylene-responsive cis-elements were identified in the promoters. Therefore, the effect of ethylene on the expression of four selected CesA genes classified into Clades 1 and 6 after treatment with $10^{-4}$ and $10^{-3}M$ 1-aminocyclopropane-1-carboxylic acid (ACC) was examined in the hypocotyl of 4-6-day-old flax seedlings. Results ACC-induced ethylene either up- or down-regulated the expression of the CesA genes depending on the clade to which these genes belonged, age of seedlings, part of the hypocotyl, and concentration of ACC. Conclusion Ethylene might be one of the factors regulating the expression of CesA genes in flax seedlings.

Preparation of (S)-(+)-Pranidipine by Optical Resolution (광학 분할에 의한 (S)-(+)-Pranidipine의 제조방법)

  • Baek, Du-Jong;Yoon, Ji Hye;Kim, Moon-Sik
    • Journal of the Korean Chemical Society
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    • v.59 no.6
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    • pp.488-492
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    • 2015
  • In this study, the effective preparation method of (S)-(+)-pranidipine, the active component of antihypertensive drug as a calcium channel blocker, was developed using optical resolution. The racemic monocarboxylic acid 5 obtained by the hydrolysis of (±)-pranidipine was mixed with optically active quinidine to form salts, and the insoluble diastereomeric salt was collected and successive treatment with base and acid furnished (R)-(-)-carboxylic acid 7. (S)-(+)-Pranidipine was prepared by esterification of this acid with cinnamyl alcohol, and the analysis by chiral HPLC showed 100% enantiomeric excess (ee). This process would be industrially very useful to prepare chiral (S)-(+)-pranidipine, since the use of strong base and anhydrous solvents, and ultra-low temperature condition were excluded in this process.