• Title/Summary/Keyword: heterocyclic

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Manipulation of Absorption Maxima by Controlling Oxidation Potentials in Bis(tridentate) Ru(II) N-Heterocyclic Carbene Complexes

  • Kim, Hyeong-Mook;Jeong, Daero;Noh, Hee Chang;Kang, Youn K.;Chung, Young Keun
    • Bulletin of the Korean Chemical Society
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    • v.35 no.2
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    • pp.448-456
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    • 2014
  • A series of seven Ru(II) complexes bearing NHC ligands have been synthesized. The electronic structures of these complexes were analysed by spectroscopic and electrochemical methods and further examined by theoretical calculations. Data show that absorption maxima are dependent on the HOMO level rather than the HOMO-LUMO gaps.

Heterocyclic Synthesis with Nitriles: New Routes for Synthesis of Pyridazines, Pyridines and their Fused Derivtives

  • Negm, Abdalla-M.;Abdelrazek, Fathy-M.;Elnagdi, Mohamed-H.;Shaaban, Lina-H.
    • Archives of Pharmacal Research
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    • v.17 no.6
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    • pp.411-414
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    • 1994
  • Phenylazocyanothioacetamide 1 reacts with malononitrile to afford the pyridinethione 4 which reacts with phenacylbromide to yield the pyridine-S-phenacyl derivative 6, 1 reacts with ethyl cyanoacetate to yield the pyridazine derivative, 8, and with phenacyl bromide to afford the N-phenacyl derivative 11, instead of the thiazole 10. Compound 11 afforded the pyrazolopyridine 13 on reaction with malononitrile while 10 was obtained on coupling of the thiazole 14 with diazotised aniline. Compound 10 reacts with malononitrile to afford the thizaolyl pyridazine 15. Compound 1 reacts with malononitrile dimer to afford the pyriodopyridazine derivative 17a. 1 reacts also with active methylene heterocycies to afford the pyrazolo and thiazolo-fused phridazines 20 and 23 respectively.

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Conformational Analysis of Sulfonylureas : Acetohexamide and Tolazamide (Sulfonylurea 유도체들의 구조분석 : Acetohexamide와 Tolazamide)

  • 정우태;강기롱;이성희
    • YAKHAK HOEJI
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    • v.39 no.3
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    • pp.329-336
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    • 1995
  • Conformational free energy calculations using an empirical potential function and a hydration shell model(program CONBIO) were carried out on hypoglycemic agent acetohexamide and tolazamide in the unhydrated and hydrated states. The initial geometry of sulfonylureas was obtained from X-ray crystallographieal data and homologous molecular fragments. In both states, the feasible conformations were obtained from the calculations of conformational energy, conformational entropy, and hydration free energy by varying all the torsion angles of the molecules. From the calculation results, it is known that the conformations] entropy is the major contribution to stabflize the low-free-energy conformations of two sulfonylureas in both states. But, in hydrated state, the hydration does not directly affect each conformations. The intramolecular hydrogen bonding of sulfonylurea hydrogen and 7-membered nitrogen appeared to the conformations of tolazamide in both states. It is thought that the hydrogen bonding decrease steric hindrance on the receptor binding direction. The substitution of alicyclic or N-heterocyclic ring than that of carbons chain of urea moiety may be properly interaction between sulfonylureas and the putative pancreatic receptor.

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Halogen Containing Heterocyclic Compounds (Part III) Chlorination of Furfuryl Acetate in Presence of Acid and Lewis Acids (할로겐을 소유한 이원소 고리 화합물에 관한 연구(제 3보) 유기산 또는 Lewis산 존재하에서 이루어진 초산 Furfuryl의 염소화반응)

  • Kim, You-Sun;Lee, Soo-Sun;Oh, Myung-Won
    • Journal of the Korean Chemical Society
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    • v.14 no.3
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    • pp.201-206
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    • 1970
  • Furfuryl acetate was chlorinated in presence of acetic acid using carbontetrachloride as the solvent. When the chlorination proceeded at the low concentration of acetic acid, the formation of the tetrachloride was more efficient than that of higher concentration. The chlorination done in presence of various Lewis acids such as aluminum chloride, hydrogen fluoride, and borontrifluoride could not give high yield of tetrachloride, but trichloride. In case of borontrifluoride and hydrogen fluoride, the decomposition of the reaction mixture was apparent. The results were discussed in terms of the stability of furfuryl nucleus towards an electron acceptor and the convenient procedure of preparing trichloro furfuryl acetate was described.

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Halogen Containing Heterocyclic Compounds (Part 1) Chlorination of Furfurylacetate (含할로겐 異元素環化合物에 關한 硏究 (第1報) Furfurylacetate 의 Chlorination 반응)

  • Kim, You-Sun;Chung, Jin-Sung
    • Journal of the Korean Chemical Society
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    • v.9 no.2
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    • pp.81-87
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    • 1965
  • Furfurylacetate was prepared and was chlorinated under various reaction conditions. At the low reaction temperature the chlorination product was composed of the stable trans-tetrachloride (yield, 25∼30%), decomposition product (low chlorine content), and unstable cis-tetrachloride. There were no appreciable quantity of the trichloride. At the high reaction temperature the chlorination products were exclusively decomposed. The reaction conditions, separation scheme, and the configurataion of the product were discussed.

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An Efficient Synthesis of 3,4-Dihydro-3-substituted-2H-naphtho[2,1-e][1,3]oxazine Derivatives Catalyzed by Zirconyl(IV) Chloride and Evaluation of its Biological Activities

  • Kategaonkar, Amol H.;Sonar, Swapnil S.;Pokalwar, Rajkumar U.;Kategaonkar, Atul H.;Shingate, Bapurao B.;Shingare, Murlidhar S.
    • Bulletin of the Korean Chemical Society
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    • v.31 no.6
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    • pp.1657-1660
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    • 2010
  • An efficient and novel one-pot synthesis of new 3,4-dihydro-3-substituted-2H-naphtho[2,1-e][1,3]oxazine derivatives from 1-naphthol, various anilines and formalin at room temperature grinding is presented. The six-membered N,O-heterocyclic skeleton was constructed via zirconyl(IV) chloride promoted Mannich type reaction. In vitro antimicrobial activities of synthesized compounds have been investigated against Gram-positive Bacillus subtilis, Gram negative Escherichia coli and two fungi Candida albicans and Aspergillus niger in comparison with standard drugs. The results of preliminary bioassay indicate that some of title compounds possess significant antibacterial and antifungal activity.

Protein Tyrosine Phosphatase 1B Inhibitors: Heterocyclic Carboxylic Acids

  • Cho, Sung-Yun;Ahn, Jin-Hee;Ha, Jae-Du;Kang, Seung-Kyu;Baek, Ji-Yoen;Han, Sang-Sub;Shin, Eun-Young;Kim, Sung-Soo;Kim, Kwang-Rok;Cheon, Hyae-Gyeong;Choi, Joong-Kwon
    • Bulletin of the Korean Chemical Society
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    • v.24 no.10
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    • pp.1455-1464
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    • 2003
  • Several series of compounds (benzoic acids, pyrazolecarboxylic acids, phenoxyacetic acids, and quinolinoxyacetic acids) were prepared and evaluated for their inhibitory activity against PTP-1B. Several compounds showed submicromolar inhibitory activity.

A Facile One-pot Synthesis of Fused 2-Thiouracils: Dipyrimidinopyridine, Pyrazolopyrimidine and Pyridazinopyrimidines

  • Youssif, Shaker;EI-Bahaie, Said;Nabih, Esam
    • Bulletin of the Korean Chemical Society
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    • v.24 no.10
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    • pp.1429-1432
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    • 2003
  • A novel fused thiouracil containing a heterocyclic ring system, dipyrimidinopyridine (3), has been prepared through the cyclization of compound 2. Compound 2 was formed by the formylation of 6-amino-2-thiouracil 1, pyrazolopyrimidines 8-10 via the heating of 6-arylhydrazono-2-thiouracils 5-7, compound 11, using Vilsmeier reagent with compound 4, pyrazolylpyrimidine 12, indolodiazinopyrimidine 14 and pyridazinopyrimidine 15. Pyridazino-pyrimidine 15 was formed by the condensation of compound 4 with acetylacetone, isatin and benzyl, respectively.

The Syntheses of 3-Substituted 4-(Pyridin-2-ylthio)indoles via Leimgruber-Batcho Indole Synthesis

  • Srisook, Ekaruth;Chi, Dae-Yoon
    • Bulletin of the Korean Chemical Society
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    • v.25 no.6
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    • pp.895-899
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    • 2004
  • We have designed a new family of radioligands, 3-(amino- and hydroxymethyl)-4-(5-iodopyridin-2-ylthio)indoles, combining characteristically distinct moieties proven to impart successful binding ability in a variety of structurally diverse selective serotonin reuptake inhibitors recently published. Described in this article are the syntheses of 3-substituted 4-(5-iodopyridin-2-ylthio)-indoles, featuring successful adaptation of the modified Leimgruber-Batcho indole synthesis onto the key intermediate 1-(5-iodopyridin-2-ylthio)-2-methyl-3-nitrobenzene (6) prepared from the nucleophilic aromatic substitution of chloropyridine 7 with thiophenol 8.

Synthesis of Pyrimidines and Heteroannulated Pyrimidine Ring Systems (Pyrimidines과 pyrimidine의 헤테로고리의 합성)

  • Mohammed, F.K.;Badrey, M.G.
    • Journal of the Korean Chemical Society
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    • v.55 no.2
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    • pp.218-229
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    • 2011
  • We have involved the imine compound 1 in condensations with various nitrogenous reagents including hydrazine hydrate to construct differently substituted pyrimidines. One of the pyrimidines so obtained was further subjected to interactions with different reagents such as propionic acid, formic acid, ethyl chloroformate, acdetic anhydride, carbon disulphide, cyanogene bromide, triflauroacetic acid and ethyl chloroacetate which resulted in the formation of annulated heterocyclic systems as pairs of isomers in most cases as a result of Dimroth-type rearrangement.