• Title/Summary/Keyword: Carboxylic acid salts

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Synthesis of 1,4-Dihydropyridine Carboxylic Acids (II) (1,4-디하드로피리딘 산류의 합성(II))

  • Suh, Jung-Jin;Hong, You-Hwa
    • YAKHAK HOEJI
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    • v.33 no.4
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    • pp.219-225
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    • 1989
  • 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-methyl 5-(2'-methylthio)ethyl ester methyl iodide salt (7a) was hydrolyzed by treatment with NaOH in aquous EtOH solution to give 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid mono methyl ester (2b) in 88% yield. By the same procedure, 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridinine-3,5-dicarboxylic acid 3-mono isopropyl ester (2c), 2,6-dimethyl-4-(2'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-mono methyl ester (2d), 2,6-dimethyl-4-(2',3'-dichlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-mono methyl ester (2e) and 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridin-3,5-dicarboxylic acid (2f) were obtained from the methyl iodide salts in 91-98% yield.

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Creation of New Reactions of Oxetanes and their Application to Polymer Synthesis

  • Nishikubo, Tadatomi;Kudo, Hiroto
    • Proceedings of the Polymer Society of Korea Conference
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    • 2006.10a
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    • pp.104-105
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    • 2006
  • We succeeded the synthesis of new functional polymers by novel ring-opening addition reactions of bis(oxetane)s with diacyl chlorides, di(active ester)s, and di(carboxylic acid)s using quaternary onium salts as catalysts at appropriate conditions. Hyperbranched polyesters with many pendant hydroxy groups were also synthesized by the polyaddition of bis(oxetane)s with tricarboxylic acid, or by the self-polyadditions of $AB_2\;or\;A_2B$ type monomers containing oxetane group. The anionic ring-opening polymerization of (3-ethyl-3-hydroxymethyl)oxetane was examined using sodium tert-buthoxide to give hyperbranched poly(ether)s containing one oxetanyl group and many hydroxyl groups in the end of polymer chain.

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Synthesis and antimickrobial activity of benzofuran-carboxamide derivatives

  • Hishmat, O.H.;Nasef, A.M.;El-Naem, Sh.I.A.;Shalaby, A.M.
    • Archives of Pharmacal Research
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    • v.12 no.4
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    • pp.259-262
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    • 1989
  • The reaction of the sodium salts of 4-methoxy and 4, 7-dimethoxy 6-hydroxy benzofuran-5-carboxylic acid with ethyl chloroformate yields the corresponding dicarbethoxy derivatives. The N-substituted amides were obtained by treating the latter compounds with amines. The corresponding hydrazides were synthesized by the reaction of hydrazine hydrate on the dicarbethoxy derivatives which spontaneously cyclized to 5-substituted-2, 3- dihydro-1, 3, 4, -oxadiazol-2-one. Also the reaction with phenyl hydrazine has been studied. The dicarbethoxy derivatives and N-substituted amides were tested against Gram positive and Gram negative bacteria in vitro. Most of the compounds posses moderate or slight activity against Gram positive bacteria.

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A Study on the Metabolism of Carbon Disulfide by Isolated Rat Liver Perfusion (적출 흰쥐 간 관류법에 의한 이황화탄소 대사에 관한 연구)

  • Cho, Young Bong;Bae, Mun Joo;Choi, Hong Soon;Roh, Jae Hoon
    • Journal of Korean Society of Occupational and Environmental Hygiene
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    • v.6 no.2
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    • pp.202-208
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    • 1996
  • The purposes of this study are the identification and determination of metabolites in the isolated rat liver perfusate of carbon disulfide by two-dimentional thin-layer chromatography and high performance liquid chromatography for understanding the metabolism of carbon disulfide. 2-Thio-thiazolidine-4-carboxylic acid(TTCA) was synthesized by the reaction of carbon disulfide and cysteine, and confirmed by two-dimentional thin-layer chromatography, high performance liquid chromatography, UV spectroscopy, and IR spectroscopy. The absorbance of UV detector for the simultaneous determination of TTCA and thiocarbamide was 254 nm although their maximum spectra were 273 nm and 237 nm, respectively. Two kinds of the developing solvent in the two-dimentional thin-layer chromatography were 2-butanol : 80% HCOOH : $H_2O$ (7 : 2 : 1) as the first developing solvent and 2-propanol : $H_2O$ (4 : 1) as the second developing solvent. After perfusion of carbon disulfide ($8274.23{\mu}mol$), the amount of TTCA and thiocabamide of the perfusate(100 ul) were $12.02-16.4{\mu}mol$ and $5.25-8.15{\mu}g$, respectively. The mean amount of them were $14.08{\mu}mol$ and $6.41{\mu}mol$ respectively, and the former was 2.20 times greater than the latter. For conforming the mechanism of formations of TTCA and thiocarbamide in vivo, we have to clarify whether the reactions between carbon disulfide and ammonia, ammonium salts, amides, cysteine, cystine, or proteins will be formed in vitro.

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Stability of Anthocyanin Pigment from Juice of Raspberries (나무딸기(복분자(覆盆子)) 과즙색소(果汁色素) Anthocyanin의 안정성(安定性)에 관한 연구(硏究))

  • Park, Jung-Mi;Joo, Kwang-Jee
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.11 no.3
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    • pp.67-74
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    • 1982
  • The effect of various pH levels, temperatures. organic acids, inorganic salts, metal ions on the stability of the anthocyanins pigment (pH 3.7) from the juice of raspberries were investigated. Initial absorption of total anthocyanin was decreased as pH increased from 1.0 to 7.0. Total amount of anthocyanin reached the highest at pH 3.7 and least at pH 7.0. The total anthocyanin content decreased rapidly with the increasing temperature. Many organic acids were found to enrich and stabilize the color density at 520nm in anthocyanin solution (pH 3.7). The hyperchromic effect of saturated n-carboxylic acid increased in the following order; formic acid> acetic acid>n-butyric acid>propionic acid. On the polycarboxylic acid, especially, malic acid showed 550$\sim$930% higher than control group. On the inorganic salts (0.5M), sodium perchlorate had the most hyperchromic effect and followed by sodium sulfate>sodium chloride>sodium phosphate, monobasic. Among the metal ions, both aluminium ion and cupric ion much more accelerated the anthocyanins degradation as compared with other metal ions.

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Determination of Mefenamic Acid with Fe(II)-Dipyridyl-Mefenamic Acid Ternary Complex as Ion-exchagner (철-디피리딜-메페남산 삼원착물을 이용한 메페남산의 정량)

  • Nam, Su Ja;Moon, Hyun Sook;Lee, Mi Na;Jung, Moon Mo;Hur, Moon Hye;Ahn, Moon Kyu
    • Analytical Science and Technology
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    • v.14 no.1
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    • pp.59-63
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    • 2001
  • A PVC membrane electrodes based on Fe(II)-dipyridyl-mefenamic acid ternary complex as ion exchanger were prepared using o-nitrophenyl octyl ether as a plasticizer. The 2,2'-dipyridyl, 4,4'-dipyridyl and 4,4'-dipyridyl-2,2'-dipyridyl were used as dipyridyl derivative ligand. The electrode dxhibits a fast stable and linear response for $10^{-5}-10^{-3}mol/L$ mefenamate with an anionic slope of -55.98, -49.47, -59.35mV/decade in pH 8.9 borate buffer solution respectively. Potentiometric selectivity measurements revealed negligible interferences from aromatic and aliphatic carboxylic acid salts.

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Effects of Adsorption Condition on Fat-binding Characteristics of Chitosan (흡착조건이 키토산의 지방질 흡착 특성에 미치는 영향)

  • LEE Keun-Tai;SONG Ho-Su;PARK Seong-Min;KANG Ok-Ju;CHEONG Hyo-Sook
    • Korean Journal of Fisheries and Aquatic Sciences
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    • v.37 no.5
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    • pp.359-365
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    • 2004
  • To study the lipid adsorption characteristic of chitosans with different molecular weights and the degrees of deacetylation, in vitro test and near-infrared (NIR) spectroscopic analysis have been performed for the measurement of lipid adsorption characteristics of chitosan. The degrees of deacetylation in chitosans were $70{\%},\;85{\%}\;and\;92{\%}$ at different deacetylation times (1 hr, 2 hrs, 3 hrs), respectively. The molecular weight of each chitosan was controlled by enzymatic hydrolysis, and then the molecular weight of the chitosan was 4 kDa. The bulk density, water holding capacity and fat binding capacity of each chitosan powder were $96.2-504.0{\%},\;374.4-1217.9{\%},\;and\;307.0-659.3{\%}$, respectively. The higher molecular weight of chitosan was exhibited the lower bulk density and the higher water and fat binding capacities. Bindinf capacities of chitosan powders to bile salts, cholesterol and linoleic acid were $41.2-63.3{\%},\;40.8-67.4{\%},\;42.6-72.6{\%}$, respectively. In NIR spectrum of lipid adsorbed chitosan the occurrence static eletronical binding between chitosan and lipid was identified by NIR spectrum peak induced from combination of carboxylic group in lipid and amino group in chitosan. In conclusion, the higher degree of deacetylation and molecular weight of chitosan showed the higher lipid binding capacity and the lipid adsorption of chitosan were occurred by combination of carboxylic group in lipids and amino group in chitosan.

Antifouling Paint Resin Based on Polyurethane Matrix with Quaternary Ammonium Salt (Quaternary Ammonium Salt를 도입한 방오도료용 폴리우레탄 수지)

  • Kim, Dae-Hee;Jung, Min-Yeong;Park, Hyun;Lee, In-Won;Chun, Ho-Hwan;Jo, Nam-Ju
    • Polymer(Korea)
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    • v.39 no.1
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    • pp.122-129
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    • 2015
  • Recently, the development of a new class of anti-fouling paint resin which has excellent anti-fouling performance and no persistence in the marine ecology is necessary. In this study, we first polymerized polyurethanes (PUs) as the other type of matrix which have carboxylic acid groups by using poly(ethylene glycol) (PEG), 4,4'-diphenylmethane diisocyanate (MDI), and 2,2'-bis(hydroxyl methyl)-propionic acid (DMPA). And next, we synthesized final resins having quaternary ammonium salts on pendant acid groups of PUs. After synthesis, the physical self-polishing property of resin by the measurement of reduced thickness in sea water was tested. The mechanical property of antifouling paint resin was good when the molecular weight of PEG was 600 or less. It was confirmed that the adhesion of PU resin was deteriorated when the content of quaternary ammonium salt was incorporated over specific value.

A Study on the Formation of Octanenitrile as a Precursor for Synthesis of Carboxylic Acid (카르복실산 합성전구체(合成前驅體)로서의 옥탄니트릴의 생성반응(生成反應)에 관(關한) 연구(硏究))

  • Kim, Yong-In;Oh, Yang-Hwan;Kim, Kwang-Sik;Lee, Dong-Woo
    • Journal of the Korean Applied Science and Technology
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    • v.6 no.2
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    • pp.29-37
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    • 1989
  • Using the quarternary ammonium salts as phase transfer catalyst, the nucleophilic substitution reaction of 1-chlorooctane with sodium-cyanide was investigate kinetically with respect to the formation of octanenitrile. The product was analyzed with gas chromatograph, and quantity of octanenitrile was measured. The reaction condition was considered by the effect of the reaction temperature, of the species and the amount of catalyst, of the speed of strirring, and of the concentration of reactants. The reaction was carried out in the first order on the concentration of 1-chlorooctane and sodium cyanide, respectively. The over-all order was 2nd. The activation energies for the nucleophilic substitution reaction of 1-chlorooctane and 1-bromooctane under tetrabutylammonium hydrogen-sulfate were calculated as 2.05 and 10.08kcal/mol, respectively. The effect of various caltalysts was decreased in the order of tetrabutylammonium bromide, terabutylammonium, tetrabutylammonium hydrogensulfate, and tetrabutylammonium iodide. The reaction rate was dependent on the concentration of sodium-cyanide dissolved in the aqueous phase, and the good result was shown when the mol ratio between 1-chlorooctane and sodium cyanide was one per three.

Synthesis and Biological Activities of Some New 3,6-Disubstituted 1,2,4-Triazolo[3,4-b]1,3,4-thiadiazole Derivatives

  • Rafiq, Muhammad;Saleem, Muhammad;Hanif, Muhammad;Maqsood, Muhammad Rizwan;Rama, Nasim Hasan;Lee, Ki-Hwan;Seo, Sung-Yum
    • Bulletin of the Korean Chemical Society
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    • v.33 no.12
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    • pp.3943-3949
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    • 2012
  • A series of aromatic hydrazides 3a-j were prepared by refluxing esters 2a-j with hydrazine hydrate in methanol, which were prepared by the esterification of 1a-j. Acetohydrazides 3a-j upon treatment with carbon disulfide and methanolic potassium hydroxide yielded potassium dithiocarbazate salts 4a-j, which on refluxing with hydrazine hydrate yielded substituted 4-amino-5-aryl-3H-1,2,4-triazole-3-thiones 5a-j. The target compounds 6a-j were synthesized by condensing furan-3-carboxylic acid in the presence of polyphosphoric acid under reflux. The structures of newly synthesized compounds were characterized by IR, $^1H$ NMR, $^{13}C$ NMR, elemental analysis and mass spectrometric studies. All the synthesized compounds were screened for their urease, acetylcholine esterase inhibition, antioxidant and alkaline phosphatase inhibition activity. Almost all of the compounds 6a-j showed good to excellent activities against urease and acetylcholine esterase more than the reference drugs. Compounds 6f and 6g were more potent scavenger of free radicals than the reference n-propyl gallate. Compound 6b and 6h showed excellent activities of alkaline phosphatase as compare to the reference $KH_2PO_4$.