• Title/Summary/Keyword: 1-dioxide derivatives

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Synthesis of Antiinflammatory Novel 3-Pyrrolidinyl 1,2-Benzothiazine Derivatives (항염작용이 기대되는 새로운 피롤리딘닐 1,2-벤조티아진 유도체의 합성)

  • Park, Myung-Sook
    • YAKHAK HOEJI
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    • v.41 no.6
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    • pp.724-729
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    • 1997
  • New 7-Halo-4-hydroxy-2-allyl-N-3-(4-methoxy-2-carboxylic acid pyrrolidinyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide derivatives were synthesized through the condensation of 7-halo-4-hydroxy-2-allyl-1,2-benzothiazine-3-carboxylic acid methyl ester 1,1-dioxide with 4-methoxy L-proline.

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Synthesis and Antimicrobial Properties of Surfactants Containing Phenazine Ring (IV) (페나진 고리를 가진 계면활성제의 합성과 그 항균성 (제 4 보))

  • Ho Sik Kim;Sung Wook Han;Jong Dae Kim
    • Journal of the Korean Chemical Society
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    • v.33 no.5
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    • pp.551-557
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    • 1989
  • 7-Alkyl-1,3-dihydroxyphenazine-5,10-dioxides were synthesized by the reaction of 1,3,5-trihydroxybenzene with 6-alkylbenzofuroxans which had been obtained from aniline and n-alkyl alcohols bearing butyl, hexyl and octyl group. 1,3-Dihydroxyphenazine-5,10-dioxide was also prepared by the reaction of 1,3,5-trihydroxybenzene with benzofuroxan. The surface tension of aqueous solutions of these phenazine dioxide derivatives was determined by surface tensiometer and it was found out that the surface tension decreased with an increase of the number of carbon in the alkyl group. The antimicrobial activities of these phenazine dioxide derivatives were investigated in terms of minimum inhibitory concentration by the common twofold dilution technique. The derivative bearing butyl group showed the highest activity among these derivatives examined. It was observed that the antimicrobial activity of these alkyl substituted phenazine dioxide derivatives was stronger than that of the unsubstituted phenazine dioxide derivative.

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Synthesis of Potential Antiinfammatory Benzisothiazoline Derivatives (잠재성 항염효과가 있는 벤즈이소티아졸린 유도체의 합성)

  • 박명숙;윤명선;김미경;권순경
    • YAKHAK HOEJI
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    • v.45 no.6
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    • pp.570-574
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    • 2001
  • In order to discover new useful NSAIDs, novel N-substituted 1,2-benzisothiazoline-3-one 1,1- dioxide derivatives, which can exhibit potentially antiinflammatory activity were synthesized. 1,2-Benz-isothiazoline-3-one-N-acetic acids 6a, b were obtained from monochloroacetic acid and sodium 1,2-benz-isothiazoline-3-ones in DMF by N-alkylation reaction. N-Substituted 1,2-benzisothiazoline-3-one 1,1-dioxide derivatives 7a-e were synthesized through the coupling of compound 6a, b and several amines (aniline, 2- aminopyridine , 2-aminothiazole, 2-aminotetrazole) with dicyclohexylcarbodiimide in methyl e no chloride.

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Synthesis and Antimicrobial Activity of Phenazine Derivatives (I) (Phenazine 유도체의 합성과 항균성에 관한 연구 (제 1 보))

  • Jong Dae Kim;Ho Sik Kim;Sung Wook Han
    • Journal of the Korean Chemical Society
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    • v.31 no.5
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    • pp.464-470
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    • 1987
  • 7-Substituted 2-aminophenazine-5,10-dioxides were synthesized by the reaction of 4-aminophenol with 6-substituted benzofuroxan derivatives which had been obtained from aniline derivatives bearing methoxy, methyl, acetyl, and nitro group at the para position. 2-Aminophenazine-5,10-dioxide was also prepared by the reaction of 4-aminophenol with benzofuroxan. The antimicrobial activities of these phenazine dioxide derivatives were investigated in terms of minimum inhibitory concentration by the common twofold dilution technique. It was observed that the antimicrobial activity of the phenazine dioxides bearing electron releasing substituents was stronger than that of those bearing electron withdrawing substituents. From this result, it was concluded that the antimicrobial activity of phenazine dioxide derivative has a direct relationship with the electronic effect of the substituents.

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Synthesis and Antimicrobial Activity of Phenazine Derivatives -Synthesis and Antimicrobial Activity of 7- Substituted-2,3-dihydroxyphenazine-5,10-dioxides- (페나진 유도체의 합성과 항균성 -7-치환-2,3-디히드록시페나진-5,10-디옥시드류의 합성 및 항균성-)

  • Lee, Man-Kil;Kim, Ho-Sik;Han, Sung-Wook
    • YAKHAK HOEJI
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    • v.36 no.5
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    • pp.440-448
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    • 1992
  • 7-Substituted 2,3-dihydroxyphenazine 5,10-dioxides were synthesized by the reaction of 1,2,4-trihydroxybenzene with 6-substituted benzofuroxan derivatives which had been obtained from aniline derivativies bearing methoxy, methyl, acetyl and nitro group at the para position. 2,3-Dihydroxyphenazine 5,10-dioxide was also prepared by the reaction of 1,2,4-trihydroxybenzene with benzofuroxan. The antimicrobial activities of these phenazine dioxide were investigated in terms of minimum inhibitory concentration by the common twofold dilution technique. It was observed that the antimicrobial activity of the phenazine dioxides bearing electron releasing substituents was stronger than that of those bearing electron withdrawing substitutents. From this result, it was concluded that the antimicrobial activity of phenazine dioxide derivatives has a direct relationship with the electronic effect of the substituents.

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Synthesis and Antifungal Activity of 3-Oxo-1, 2-benzisothiazole-1, 1-dioxide Derivatives (3-Oxo-1,2-benzisothiazole-1,1-dioxide유도체의 합성 및 항규성)

  • Yoon, Yong-Jin;Park, Chang-Suk;Kim, In-Kyu
    • Applied Biological Chemistry
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    • v.27 no.2
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    • pp.95-99
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    • 1984
  • Some derivatives of 3-oxo-1,2-benzisothiazole-1,1-dioxide were synthesized, and their antifungal activities against Pyricularia oryzae was determined by the agar medium dilution method. $I_{50}$ values of the candidate derivatives were shown to be as follows; 3-chloro(37.8ppm), 2-chloro(318.7ppm), MCS(20.1ppm), 2-allyl(946.2ppm), 3-(p-nitrophenyloxy) (35.4ppm), 3-(o-nitrophenyloxy) (11.8ppm), 3-(p-aminophenyloxy) (1643.2ppm), 2-chloromethyl(192.7ppm) and 2-hydroxymethyl derivative(248.4ppm).

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Photocatalytic Decompositions of Carboxylic Acid Derivatives by Semiconductors

  • Koon Ha Park;Jung Hae Kim
    • Bulletin of the Korean Chemical Society
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    • v.12 no.4
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    • pp.438-440
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    • 1991
  • Each aqueous solution (pH = 1) of acetic acid, acetamide, and acetonitrile produces carbon dioxide and hydrogen at 300 K when irradiated in the presence of semiconductors such as titanium dioxide, platinized titanium dioxide, etc. Similar results were obtained for each of benzoic acid, benzamide, and benzonitrile. Based on the relative amount of carbon dioxide, nitrile is believed to be transformed into carboxylic acid through the intermediacy of amide. A mechanism in which hydrogen atom and hydroxyl radical are involved is presented.

Synthesis of Azo Based Disperse Dyes for Dyeing Polyester Fiber in Supercritical Carbon Dioxide (초임계 유체 염색용 아조계 분산염료 합성 및 PET 섬유에 대한 염색 특성 연구)

  • Shin, Seung-Rim;An, Kyoung-Lyong;Lee, Sunhye;Ko, Eunhee;Lee, In-Yeol;Kim, Changil;Jun, Kun
    • Textile Coloration and Finishing
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    • v.33 no.1
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    • pp.10-23
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    • 2021
  • In order to synthesize the dye suitable for supercritical carbon dioxide(ScCO2) dyeing, a series of azo based disperse dyes were prepared using various aniline derivatives as diazo components and indol derivatives as coupling components. Dyeing process in ScCO2 of the synthesized dyes was performed on PET fiber at 120℃ for 2 hrs under 250bar pressure with 0.5% o.w.f. of dye concentration. The absorption maxima varied from 400 to 580nm depending on the substituted groups in aniline derivatives and the indol derivatives. The dyes showed high molar extinction coefficients(ε) of 27,000~61,000M-1cm-1. Dyed PET fiber exhibited excellent brightness and good light, washing and perspiration(acid/alkali) fastness properties.

Synthesis of Quinoxaline Derivatives from Benzofuroxan (Part I) (Benzofuroxan으로부터 Quinoxaline 유도체의 합성(제1보))

  • Kim, Ho-Sik;Hur, Jae-Hyuck
    • Journal of the Korean Chemical Society
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    • v.48 no.4
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    • pp.385-393
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    • 2004
  • 2-Ethoxycarbonyl-3-methylquinoxaline 1,4-dioxide (8) was synthesized from benzofuroxan and ethyl acetoacetate. The reaction of compound 8 with hydrazine hydrate or selenium dioxide gave 2-hydrazinocarbonyl-3-methylquinoxaline 1,4-dioxide (9) or 2-ethoxycarbonyl-3-formylquinoxaline 1,4-dioxide (10), respectively. The reaction of compound 9 with alkanoyl chlorides, benzoyl chlorides, heteroacyl chlorides, and benzenesulfonyl chlorides afforded 3-methyl-2-(substituted hydrazinocarbonyl)quinoxaline 1,4-dioxides (11-14), respectively. The reaction of compound 9 with sodium azide gave 2-azidocarbonyl-3-methylquinoxaline 1,4-dioxide (15), and then its refluxing in dioxane/alcohols resulted in the Curtius rearrangement to give N-(3-methyl-1,4-dioxoquinoxalin-2-yl)-alkyl carbamates (16). The reaction of compound 15 with substituted anilines afforded 2-(3-substituted phenylureido)-3-methylquinoxaline 1,4-dioxides (17). The reaction of compound 10 with benzoic hydrazide or substituted anilines provided quinoxaline 1,4-di-oxides (18, 19), respectively. The herbicidal and fungicidal activities of the synthesized compounds were investigated.

Synthesis and Antimicrobial Properties of Surfactants Containing Phenazine Ring (III) (Phenazine Ring을 가진 界面活性劑의 合成과 그 抗菌性 (제3보))

  • Jong Dae Kim;Ho Sik Kim;Sung Wook Han
    • Journal of the Korean Chemical Society
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    • v.30 no.1
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    • pp.126-134
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    • 1986
  • 7-Alkyl-2-aminophenazine-5,10-dioxides bearing butyl, hexyl and octyl group were synthesized by the reaction of 4-aminophenol with 6-alkylbenzofuroxans which had been obtained from aniline and n-alkyl alcohols. And 2-aminophenazine-5,10-dioxide was prepared by the reaction of 4-aminophenol with benzofuroxan. Infrared, nuclear magnetic resonance spectrophotometers, and elemental analyzer were employed to identify the products concerned with the synthetic processes. Surface tension of aqueous solutions of these phenazine derivatives was determined by surface tensiometer and it was found that the surface tension decreased with an increase of the number of carbon in the alkyl group. Antimicrobial activities were evaluated in terms of minimum inhibitory concentration by a dilution method. The butyl derivative showed the highest activity among these derivatives. It was observed that the antimicrobial activity of these alkyl substituted 2-aminophenazine-5,10-dioxides was stronger than that of 2-aminophenazine-5,10-dioxide.

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