• Title/Summary/Keyword: Substituted

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The Mechanisms for Thermal and Photochemical Isomerizations of N-Substituted 2-Halopyrroles: Syntheses of N-Substituted 3-Halopyrroles

  • Park, Sung-Hyun;Ha, Hong-Joo;Lim, Chul-Taek;Lim, Dong-Kwon;Lee, Kwang-Hee;Park, Yong-Tae
    • Bulletin of the Korean Chemical Society
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    • v.26 no.8
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    • pp.1190-1196
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    • 2005
  • Halopyrroles, N-substituted 2-halopyrroles were prepared by halogenation of N-substituted pyrroles with NBS, NCS, or surfuryl chloride. N-Substituted 3-halopyrroles were synthesized by acid-catalyzed thermal and photochemical isomerization reactions of N-substituted 2-halopyrroles. Both the thermal and photochemical reactions were acid-catalyzed. For the acid-catalyzed isomerization, a mechanism of [1,3] bromine shift followed by deprotonation is operated. For the acid-catalyzed photoisomerization, an excited triplet state of 2-protonated N-benzyl-2-halopyrrole produces an intermediate N-substituted pyrrole complex with halonium ion which is equilibrated with N-substituted pyrrole plus halonium ion, and then the halonium ion newly adds to 3-position of N-substituted pyrrole followed by deprotonation to afford N-benzyl-3-halopyrrole.

Comparison of Some 3-(Substituted-Benzylidene)-1, 3-Dihydro-Indolin Derivatives as Ligands of Tyrosine Kinase Based on Binding Mode Studies and Biological Assay

  • Olgen, Sureyya
    • Archives of Pharmacal Research
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    • v.29 no.11
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    • pp.1006-1017
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    • 2006
  • A series of 3-(substituted-benylidene)-1, 3-dihydro- indolin-2-one, 3-(substituted-benylidene)-1, 3-dihydro- indolin-2-thione and 2, 2'-dithiobis 3-(substituted-benylidene)-1, 3-dihydro-indole derivatives was investigated as inhibitor of $p60^{c-Src}$tyrosine kinase by performing receptor docking studies and inhibitory activity toward tyrosine phosphorylation. Some compounds were shown to be docked at the site, where the selective inhibitor PP1 [1-tert-Butyl-3-p-tolyl-1H-pyrazolo[3,4-d]pyrimidine-4-yl-amine] was embedded at the enzyme active site. Evaluation of all compounds for the interactions with the parameters of lowest binding energy levels, capability of hydrogen bond formations and superimposibility on enzyme active site by docking studies, it can be assumed that 3-(substituted-benzylidene)-1, 3-dihydro-indolin-2-one and thione derivatives have better interaction with enzyme active site then 2, 2'-dithiobis 3-(substituted-benzylidene)-1, 3-dihydro indole derivatives. The test results for the inhibitory activity against tyrosine kinase by Elisa method revealed that 3-(substituted-benylidene)-1, 3-dihydro- indolin-2-thione derivatives have more activity then 3-(substituted-benylidene)-1, 3-dihydro- indolin-2-one derivatives.

5-Substituted Pyrimidine Acyclis Nucleoside Analogues 1-Cyanomethyl- and 1-(4-Cyanobutyl)-5-substituted Uracils as Candidate Antitumor Agents

  • Kim, Jack-C.;Dong, Eun-Soo;Park, Jin-Il;Bae, Sang-Duk;Kim, Seon-Hee
    • Archives of Pharmacal Research
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    • v.17 no.6
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    • pp.480-482
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    • 1994
  • A number of 5-substituted pyrimidine acyclic nucleosides were synthesized and tested for invitor cytotoxicity against four cell lines (j-82 cell, p-388 cell, FM-3A cell and U-938 cell lines). Synthesis of 1-cyanomethyl-5-substituted pyrimidines (1a-e) and 1-(4-cyanobutyl)-5-substituted pyrimidines (2a-e) was acomplished from the series of alkylation reactions ofl 5-substituted uracils with the corresponding chloacetonitrile and 5-chlorovaleronitile in DMSO under $50^{\circ}C$ temperature. These 5-substituted pyrimidine acylic nucleosides (1a-e and 2a-e) exhibited moderate to significant acitivity aginst four cell lines.

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Synthesis and Biological Activity of (2-Substituted-4-methylthiazol-5-yl) (4-substituted piperazin-1-yl)methanone Derivatives

  • Mhaske, Pravin C.;Shelke, Shivaji H.;Raundal, Hemant N.;Jadhav, Rahul P.
    • Journal of the Korean Chemical Society
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    • v.58 no.1
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    • pp.62-67
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    • 2014
  • In the present study a novel series of (2-substituted-4-methylthiazol-5-yl)(4-substituted piperazin-1-yl)methanone derivatives were synthesized by reaction of 2-substituted-4-methylthiazole-5-carboxylic acid with N-substituted benzyl piperazine by using 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide hydrochloride (EDCl) and 1-hydroxybenzotriazole (HOBt) in DMF. All the newly synthesized compounds were characterized by spectral methods. The title compounds were screened for in vitro antibacterial activity. Most of the compounds show moderate to good antimicrobial activity.

Preparation of N'-Substituted Anilino-N-Methyl-N-Nitorsoureas as Candidate Antitumor Agents

  • Kim, Jack-C;Kim, Yeon-Gweon;Min, Byoung-Tack;Park, Jin-Il
    • Archives of Pharmacal Research
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    • v.17 no.6
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    • pp.420-423
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    • 1994
  • Various N'-substituted anilino-N-methyl-N'-nitrosoureas(2a-n) were easily prepared from the reaction of substituted phenylhydraines $(3, 4-CH_3, {\;} 3-, {\;} 4-OCH_3, {\;} 3-, {\;} 4-F, {\;} 3, {\;} 4-Cl, {\;} 4-Br, {\;} 2-, {\;} 3-, {\;} 4-NO_2, 4-(NO_2)_2)$ with methyl isocyanate, followed by the nitrosation with 99% HCOOH and dry sodium lnitrite powder. Surprisingly, of these series of analogus, the anilino-nitrocosureas substituted with eletron-withdrawing nitro groups (2k-a) showed significantly low $ED_{30}$ values of $1.4-3.4 {\mu}g/ml.$ In addition, none of these copounds subtituted with electron-donating groups exhibited cytotoxicities.

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Studies on the Texture Properties of the Processed Cheese Substituted with Vegetable Oils (식물성 유지를 첨가한 가공치즈의 조직특성에 관한 연구)

  • 이건봉;차광종;백승천;정운현;유제현
    • Food Science of Animal Resources
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    • v.21 no.1
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    • pp.38-46
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    • 2001
  • This study was carried out to develop the processed cheese with the increase of unsaturated fatty acid by substituting different vegetable oils for the improvement of nutritional aspects without reducing its sensory advantage and texture properties. The texture properties(hardness, elasticity, adhesiveness, cohesiveness, brittleness and gumminess), meltability, fat leakage degree and sensory evaluation of the processed cheese were analyzed and compared. The meltability of the processed cheese was measured in the range from 59.7 to 138.3mm, the sample substituted with corn oil showed the lowest meltability but the sample substituted with butter resulted in the highest meltability. The degree of fat leakage had the range from 8.28 to 14.71$\textrm{cm}^2$. The sample substituted with safflower oil showed the lowest fat leakage degree but the sample substituted with butter had the highest fat leakage degree. The sample substituted with butter had the lowest hardness. There was no significant difference in the elasticity between the samples tested. The sample substituted with butter showed the lowest value in adhesiveness, cohesiveness, brittleness and gumminess, respectively. The preference score of the processed cheese samples ranged from 3.22 to 6.59. The texture score ranged from 3.12 to 3.26.

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Synthesis of 2-Substituted-4-hydroxy-2H-1, 2-benzothiazine-3-carboxlic acid 1, 1-dioxides from 2-Substituted-3, 4-dihydro-2H-1, 2-benzothiazin-4-one 1, 1-dioxides (2-치환-3, 4-Dihydro-2H- 1, 2-benzothiazin-4-one 1, 1-dioxides로부터 2-치환-4-Hydroxy-2H-1, 2-benzothiazine-3-carboxylic acid 1, 1-dioxides의 합성)

  • 서정진;홍유화
    • YAKHAK HOEJI
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    • v.31 no.1
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    • pp.14-18
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    • 1987
  • 2-Substituted-3, 4-dihydro-2H-1, 2-benzothiazin-4-one 1, 1-dioxide 6 was reatced with magnesium methyl carbonate to form magnesium chelate 7, which could be hydrolized in cold hydrochloric acid solution to give 2-substituted-4-hydroxy-2H, 1, 2-benzothiazine-3-Carboxylic acid 1, 1-dioxide 2 in good yield.

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Synthesis and Antimicrobial Activity of New Substituted Anili-nobenzimidazoles

  • Nofal, Z.M.;Fahmy, H.H.;Mohamed, H.S.
    • Archives of Pharmacal Research
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    • v.25 no.3
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    • pp.250-257
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    • 2002
  • A series of benzimidazole derivatives carrying different heterocycles such as 1,2,3-thiadiazole, 1,3,4-thiadiazole, thiazolidine, 2,3-dihydro-thiazole, 1,3,4-oxadiazole, semicarbazone and substituted thiosemi-carbazones were synthesized. Also a series of 1-methylbenzimidazole carrying hydroxy ethyl-amide, substituted sulfonyl hydrazide and benzoyl hydrazide from aminobenzoyl group at position 2 of 1-methylbenzimidazole were synthesized. The antimicrobial evaluation of some of the new compounds was carried out.

1-(p-Substituted)benzyl-1,1-dimethyl-2-(p-substituted)benzoyl Hydrazinium Hexafluoroantimonates as Useful Catalysts for the Acetalization of Carbonyl Compounds with Diols

  • 이상봉;정혜인;이규완
    • Bulletin of the Korean Chemical Society
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    • v.17 no.4
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    • pp.362-365
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    • 1996
  • Carbonyl compounds 1, alkyl- and arylaldehydes and alkyl, aryl, benzylic, and cyclic ketones were converted to the corresponding 1,3-dioxolanes 2 and 1,3-dioxanes 4 with ethylene glycol and 2,2-dimethyl-1,3-propanediol in the presence of 1-3 mol% of 1-(p-substituted)benzyl-1,1-dimethyl-2-(p-substituted)-benzoyl hydrazinium hexafluoroantimonates 3 in high yields.

Logic Substitution Using Addition and Revision of Terms (항추가 및 보정을 적용한 대입에 의한 논리식 간략화)

  • Kwon, Oh-Hyeong
    • Journal of the Korea Academia-Industrial cooperation Society
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    • v.18 no.8
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    • pp.361-366
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    • 2017
  • For two given logical expressions and, when expression contains the same part of the logical expression as expression, substituting for that part of expression is called a substituted logic expression. If a substituted relation is established between the logical expressions, there is an advantage in that the number of literals used in the whole logical expression can be greatly reduced. However, if the substituted relation is not established, there is no simplification effect obtained from the substituted expression. Previous methods proposed a way to find substituted relations between logical expressions for the given logical expressions themselves, and to calculate substituted expressions if only substitution is possible. In this paper, a new method for performing substitution with addition and revision of logic terms is proposed in order to perform substitution, even though there is no substituted relation between two logic expressions. The proposed method is efficiently implemented using a matrix that finds terms to be added. Then, by covering the matrix that has added terms, substituted logic expressions are found. Experiment results show that the proposed method for several benchmark circuits can reduce the number of literals, compared to existing synthesis tools.