• Title/Summary/Keyword: p-aminobenzoic acid

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Facile One-Pot Synthesis of PABA from MFB (MFB를 이용한 PABA One-Pot 합성법)

  • Kim, Kyung-Duck;Ryu, Young;Kim, Seok-Chan
    • Applied Chemistry for Engineering
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    • v.25 no.3
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    • pp.337-339
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    • 2014
  • A facile one-pot synthesis of p-aminobenzoic acid from methyl 4-formylbenzoate which is a main by product in dimethyl terephthalate production process has been developed. This process involves the formation of amide intermediate obtained from the reaction of an aldehyde in methyl 4-formylbenzoate with chlorine in methylene chloride and the subsequent treatment of acid chloride with ammonia. The resulting amide was converted into amine using Hofmann degradation to afford a p-aminobenzoic acid. This facile one-pot process does not involve any expensive materials and should offer an attractive alternative to p-aminobenzoic acid production.

Effects of Polyethylene Glycol 400 on Permeability of p-Aminobenzoic Acid Esters (p-Aminobenzoic Acid Ester류의 약물방출에 미치는 폴리에틸렌글리콜 400의 영향)

  • 구영순;오경희
    • YAKHAK HOEJI
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    • v.29 no.5
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    • pp.234-245
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    • 1985
  • To clarify the diffusional behavior of p-aminbenzoic acid esters in the presence of polyethylene glycol 400, cellulose membrane permeation rate, solubility and viscosity of p-aminobenzoic acid methyl ester, benzocaine and butamben were determined with PEG solutions of various concentrations. With an increase in PEG concentrations permeation rates from solutions; decreased due to an increase in viscosity of the solution. From suspensions, however, permeation rates increased due to an increase in solubility and when the initial drug concentration was constant, permeation rates were found to be greatest from the PEG-water system with the PEG concentration which transported from the solution to the suspension. Permeation rate of 4.0mg/ml p-aminobenzoic acid methyl ester was $26.51\mu$g/ml$\cdot$hr from 5g/100ml PEG solution, and that of 4.0mg/ml benzocaine was $13.17{\mu}g/ml{\cdot}hr$ from 15g/100ml PEG, solution, and that of 2.0mg/ml butamben was $3.8{\mu}g/ml{\cdot}hr$ from 10g/100ml PEG solution. Permeation rate was 7.0 fold in p-aminobenzoic acid methyl, ester and 3.5 fold in benzocaine compared to butamben.

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Characteristics of Chlorination Byproduct Formation of Synthetic Nitrogenous Compounds (합성유기질소 성분에서의 염소 소독부산물 생성 특성)

  • Son, Hee-Jong;Hwang, Young-Do;Roh, Jae-Soon;Bean, Jae-Hoon
    • Journal of Korean Society of Environmental Engineers
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    • v.32 no.5
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    • pp.523-530
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    • 2010
  • This study was conducted to analyze and determine formation potentials for chlorination disinfection by-products (DBPs) from 14 synthetic nitrogen compounds with or without $Br^-$. 5 of 14 compounds were 3-aminobenzoic acid, 2-aminophenol, aniline, anthranilic acid and 4-nitroaniline that were relatively shown high for formation of THMs/DOC whether or not $Br^-$ presented. 6 compounds that were p-nitrophenol, 3-aminobenzoic acid, 2-aminophenol, aniline, anthranilic acid and 4-nitroaniline were shown high for formation of haloacetic acids (HAAs)/DOC whether or not $Br^-$ presented. Trichloroacetic acid (TCAA) was dominated in 6 compounds. The formation of haloacetonitriles (HANs)/DOC whether or not $Br^-$ presented was high in 3-aminobenzoic acid, 2-aminophenol, aniline and anthranilic acid. Specially, aniline was detected 14.6∼16.1 ${\mu}g/mg$. The formation of chloral hydrate (CH)/DOC and chloropicrin (CP)/DOC were shown high in 3-aminobenzoic acid and 2-aminophenol in 14 compounds. 6 compounds (3-aminobenzoic acid, 2-aminophenol, aniline, anthranilic acid, 4-nitroaniline, p-nitrophenol) and a commercial humic acid were tested for the formation of DBPs/DOC whether or not $Br^-$ presented. When $Br^-$ was added, the DBPs/DOC was higher for the order of aniline> anthranilic acid> 3-aminobenzoic acid> 4-nitroaniline> humic acid> p-nitrophenol> 2-aminophenol. And when $Br^-$ was not added, the DBPs/DOC was higher for the order of anthranilic acid> aniline> p-nitrophenol> humic acid> 4-nitroaniline> 3-aminobenzoic acid> 2-aminophenol.

Effect of Antioxidants on the Preparation of $^{99m}Tc-MDP$ ($^{99m}Tc-MDP$ 제조시 산화방지제 첨가영향)

  • Awh, Ok-Doo;Park, Kyung-Bae;Kim, Jae-Rok
    • The Korean Journal of Nuclear Medicine
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    • v.26 no.1
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    • pp.133-139
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    • 1992
  • To improve the quality of $^{99m}Tc-methylenediphonate$ $(^{99m}Tc-MDP)$ for skeletal imaging, different composed $^{99m}Tc-MDP$ complexes were prepared with addition of antioxidants such as ascorbic acid, getisic acid, and p-aminobenzoic acid. To characterize the different $^{99m}Tc-MDP$ preparations, some physical and biochemical properties of $^{99m}Tc-MDP$ such as thermal stability, lipophilicity and bindability to serum protein were studied and organ distribution pattern of these complexes also compared. The thermal stabilities of $^{99m}Tc-MDP$ contained antioxidants were dependant mainly on pH, temperature, and elapsed time after the preparation. $^{99m}Tc-MDP$ complex contained gentisic acid as antioxidant was extremely unstable at alkaline condition. The most stable $^{99m}Tc-MDP$ was found in the presence of p-aminobenzoic acid. $^{99m}Tc-MDP$ complexes with antioxidants were very lipophilic but lipophilicity differences in antioxidants were not observed. The bindability of $^{99m}Tc-MDP$ to serum protein was not affect at pH $5.0\sim9.0$ by the different antioxidants. However, protein binding percentage of $^{99m}Tc-MDP$ with ascorbic acid was relatively low (22.7%) at pH 9.0. In biodistribution studies in mice, bone to muscle ratios of $^{99m}Tc-MDP$ preparations containing ascorbic acid, gentisic acid, and p-aminobenzoic acid were 15.3, 24.5, and 30.1, respectively. Im to our results, p-aminobenzoic acid is fond to be the most promising antioxidant.

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Studies on the Inhibitory Substance of Yeast Growth. Part III. Effect of the Vitamins on the Yeaststatic Activity of Astradix-P. (항효모성물질에 관한 연구 (제삼보) Vitamin이 Astradix-P의 작용에 미치는 영향)

  • 서정훈;이인구;송방호
    • Microbiology and Biotechnology Letters
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    • v.1 no.2
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    • pp.89-92
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    • 1973
  • In the previous paper the biological characteristics and some reaction mechanisms of Astradix-P, yeaststatic substance, were reported. Especially yeaststatic activity of Astradix-P was anta-gonistically inhibited by alkaline amino acids, arginine, lysine and histidine, which were added as a nitrogen source in the yeast growing medium. In this paper the effects of alkaline nitrogen containing substance and several vitamins on the yeaststatic activity were investigated. The antagonistic action of alkaline nitrogen containing substance; adenine and vitamins; thiamine, riboflavin, pyridoxin, cobalamin, nicotinic acid, folic acid, biotin, p-aminobenzoic acid, inositol, and pantothenic acid to Astradix-P were not observed, thus evidencing that the yeaststatic activity of Astradix-P was not inhibited by a alkaline nitrogen containing substance and several vitamins.

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Determination of Mono- and Oligosaccharides Derivatized with p-Aminobenzoic Ethyl Ester by Reverse Phase HPLC

  • Kwon, Hyokjoon;Kim, Joon
    • Analytical Science and Technology
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    • v.8 no.4
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    • pp.859-864
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    • 1995
  • Mono- and oligosaccharides are derivatized with p-aminobenzoic ethyl ester (ABEE), strongly absorbs UV light at 254 nm, in the presence of sodium cyanoborohydride. C18-bonded silica column is used for the separation of sugar-ABEE derivatives in an isocratic mode. RP-HPLC conditions are optimized by using ternary mixture as mobile phase and $45^{\circ}C$ as a column temperature. Sugar-ABEE derivatives are separated well within a short run time (ca. 25 min) by reverse-phase partition chromatographic mode. The ($1{\rightarrow}6$) linkage type of dihexose-ABEE derivatives has shorter retention time than ($1{\rightarrow}4$)-linkage type. After acid hydrolysis of glycoproteins with 2M trifluoroacetic acid, monosaccharide composition and contents are determined. This procedure is very useful for the simultaneous analysis of neutral and amino sugars in a single chromatographic step using RP-HPLC without reacetylation of deacetylated amino sugars, which are produced by acid hydrolysis.

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Benzastatin J, a New Demethylated Derivative of Benzastatin B Produced by Controlled Fermentation of Streptomyces nitrosporeus

  • Kim, Won-Gon;Yoo, Ick-Dong
    • Journal of Microbiology and Biotechnology
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    • v.12 no.5
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    • pp.838-840
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    • 2002
  • Feeding experiments of various derivatives of p-aminobenzamide to benzastatins-producing Streptomyces nitrosporeus were performed to observe whether new biosynthetic analogs of benzastatins were produced. The supplementation of p-aminobenzoic acid to the culture medium of Strepromyces nitrosporeus led to the production of benzastatin J, a new demethylated derivative of benzastatin B, while production of benzastatins A and B increased and benzastatins C-G were not detected.

Simultaneous Quantitative Determination of Monosaccharides Including Fructose in Hydrolysates of Yogurt and Orange Juice Products by Derivatization of Monosaccharides with p-Aminobenzoic Acid Ethyl Ester Followed by HPLC

  • Ko, Joung-Ho;Huang, Huazi;Kang, Gyoung-Won;Cheong, Won-Jo
    • Bulletin of the Korean Chemical Society
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    • v.26 no.10
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    • pp.1533-1538
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    • 2005
  • We have determined the contents of monosaccharides in the hydrolysates of some yogurt and orange juice products by derivatizing monosaccharides with p-aminobenzoic acid ethyl ester (ABEE). The separation of the ABEE-derivatized monosaccharides was efficiently carried out by HPLC using a microcolumn packed with the Alltima $C_{18}$ stationary phase. The concentrations of monosaccharides were determined based on the measured peak area/height counts. ABEE derivatization of fructose and its detection have never been successfully carried out before this work. In this study, two peaks were observed in a fixed ratio for ABEE-fructose, and the ratio was maintained over a wide range of fructose concentration. In order to prove the validity of the above method, we compared the concentrations of glucose, galactose and fructose determined by ABEE derivatization and UVD (ultraviolet detector) chromatography with those determined by RID (refractive index detector) chromatography without derivatization. The determined concentrations of monosaccharides obtained from the two chromatographic methods were found close to each other within acceptable error ranges.

Production of L-sorbose from the resting cells of Acetobacter suboxydans (Acetobacter suboxydans의 휴지 균체에 의한 L-sorbose의 생산)

  • Cho, Won-Dai;Ma, Sang-Jo
    • Applied Biological Chemistry
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    • v.36 no.6
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    • pp.481-487
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    • 1993
  • The production of sorbose from sorbitol in resting cell system of Acetobacter suboxydans was studied. The conversion of sorbose from sorbitol was markedly influenced by several factors such as the substrate concentration, reaction time, temperature, pH, metal ions, growth factors and aeration in the resting cells. Sorbose production rapidly increased in the range of 6 mg/ml cells with the concentration of 5% sorbitol. For production of sorbose from sorbitol, optimal temperature and pH were $30^{\circ}C$ and 6.0. The production of sorbose from sorbitol was activated by 1 mM of $Al^{+3}$ while inhibited by $Ni^{+2}$. The conversion of sorbitol to sorbose was stimulated by the adding of 1 mM p-aminobenzoic acid and nicotinic acid, respectively. During incubation of 1.5 ml of reaction mixture in 50 ml of Erlenmeyer flask, 5% sorbitol was completly converted to sorbose after 20 hours.

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Synthesis of Anticoagulant 2-Chloro-3-(N-Arylamino)-1,4-Naphthoquinones (항응고성의 2-Chloro-3-(N-Arylamino)-1,4-Naphthoquinone 유도체 합성)

  • Ryu, Chung-Kyu
    • YAKHAK HOEJI
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    • v.32 no.4
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    • pp.245-250
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    • 1988
  • Naphthoquinone derivatives have been found to be anticoagulant. In this report, several new 2-chloro-3-(N-arylamino)-naphthoquinone derivatives were synthesized in oder to develope mild anticoagulant. 2, 3-dichloro-1, 4-naphthoquinone was reacted with p-aminobenzoic acid, m-aminobenzoic acid, toluidine, m-nitroaniline, sulfanilamide, sulfathiazole, sulfaguanidine, phenetidine, 2-aminopyrimidine and 3-amino-5-methylisoxazole in EtOH or AcOH afford 2-chloro-3-(p-carboxy anilino)-naphthoquinone (1), 2-chloro-3-(m-carboxyanilino)-naphthoquinone (2),2-chloro-3-(toluidino)-naphthoquinone (3),2-chloro-3-(m-nitroanilino)-naphthoquinone (4), 2-chloro-3-(4-sulfanilanilino)-naphthoquinone (5), 2-chloro-3-(4-sulfathiazolino)-naphthoquinone (6),2-chloro-3-(4-sulfaguanidino)-naphthoquinone (7),2-chlro-3-(phenetidino)-naphthoquinone (8), 2-chloro-3-(pyrimidine-2-amino)-naphthoquinone (9) and 2-chloro-3-(5-methylisoxazole-3-amino)-naphthoquinone (10) in good yield.

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