• Title/Summary/Keyword: Substituted

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Synthesis and Antioxidant Properties of Some Novel Benzimidazole Derivatives on Lipid Peroxidation in the Rat Liver

  • Canan Kus;Gulgun, Ayhan-Kilcigil;Eke, Benay-Can;Mumtaz Iscan
    • Archives of Pharmacal Research
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    • v.27 no.2
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    • pp.156-163
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    • 2004
  • Some benzimidazole derivatives namely 1-[(substituted thiocarbamoylhydrazine carbonyl) methyl]-2-phenyl-1 H-benzimidazoles (1a-13a), N-[(2-phenylbenzimidazol-1-yl methyl)-[1,3,4]-thiadiazole-2-yl]-substituted phenyl amines (1b-13b) and 5-(2-phenyl benzimidazol-1-yl-methyl)-4-substituted phenyl-4H-1,2,4-triazole-3-thiones (1c-13c) were synthesized, and their in vitro effects on the rat liver microsomal NADPH-dependent lipid peroxidation (LP) levels were determined. The most active compound 10a caused an 84% inhibition of LP at $10^{-3}$ M, which is better than that of butylated hydroxytoluene (BHT) (65%).

A Study of Antibacterial Activity of Some Novel 8-Methoxy-4-methyl-quinoline Derivatives

  • Singh, Sheoraj;Kumar, Vikas;Kumar, Ashok;Sharma, Shalabh;Dua, Piyush
    • Bulletin of the Korean Chemical Society
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    • v.31 no.12
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    • pp.3605-3610
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    • 2010
  • In the present study, some quinoline derivatives have been synthesized like 8-methoxy-4-methyl-2-amino-(3'-chloro-2'-oxo-4'-substituted aryl-1'-azetidinyl)quinolines 8-12 and 8-methoxy-4-methyl-2-amino-(2'-substituted aryl-4'-oxo-1',3'-thiazolidin-3'-yl) quinolines 13-17 from 8-methoxy-4-methyl-2-(substituted arylidenyliminoamino)-quinolines 3-7. The structural assignments of these compounds were based on spectral (IR, $^1H$-NMR, Mass) and elemental (C, H, N) analysis. Further, these compounds were evaluated for antibacterial activity against various bacterial strains. Three compounds 10, 11 and 16 were found to exhibit potent antibacterial activity as compared to the standard drug amphicillin.

An MO Study on Reaction Mechanism and Reactivity of p-Substituted Phenylchloroethylsulfones

  • Kim, Ui-Rak;Seo, Bae-Seok;Lee, Myoung-Jae
    • Nuclear Engineering and Technology
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    • v.9 no.1
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    • pp.33-38
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    • 1977
  • The molecular orbital theory (EHT) has been applied to the discussion of the reaction mechanism and reactivity of p-substituted phenyl-$\beta$-chloroethyl-sulfones, R-(equation omitted)-$SO_2CH_2CH_2Cl$, where R are $CH_3O\;,CH_3$, Cl, H. The theoretical conclusion derived are in good agreements with the experimental order.

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Dehydrogenative Polymerization of New Alkylsilanes Catalyzed by $Cp_2MCl_2$/Red-Al System (M=Ti, Hf): Synthesis of Poly(substituted 3-phenyl-1-silabutanes)

  • U, Hui Gwon;Han, Mi Gyeong;Jo, Eun Jeong;Jeong, Il Nam
    • Bulletin of the Korean Chemical Society
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    • v.16 no.1
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    • pp.58-62
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    • 1995
  • Substituted 3-phenyl-1-silabutanes such as 3-phenyl-1-silabutane (1), 3-(2,5-dimethylphenyl)-1-silabutane (2), 3-(p-chlorotolyl)-1-silabutane (3), and 3-naphthyl-1-silabutane (4) were prepared in 62-96% yield by reduction of the corresponding substituted 3-phenyl-1,1-dichloro-1-silabutanes with LiAlH4. The dehydrogenative polymerization of the monomer silanes was carried out with Cp2MCl2/Red-Al (M=Ti, Hf) catalyst system. The molecular weight of the polymers produced ranged from 700 to 1300 (vs polystyrene) with degree of polymerization (DP) of 5 through 16 and with polydispersity index (PDI)=1.1-2.1. The dehydrogenative polymerization of the monomer silanes with Cp2TiCl2/Red-Al catalyst system occurred at a faster rate and produced somewhat higher molecular weights of polysilane than that with Cp2HfCl2/Red-Al catalyst system.

Studies on the Quaternization of Tertiary Amines (Ⅳ). Kinetics and Mechanism for the Reaction of Substituted Phenacyl Tosylates with Substituted Pyridines

  • Lee, Oh-Seuk;Yoh, Soo-Dong
    • Bulletin of the Korean Chemical Society
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    • v.6 no.2
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    • pp.99-102
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    • 1985
  • Substituent effects of substrate and nucleophile for the reaction of substituted phenacyl tosylates with pyridines were determined conductometrically in acetonitrile. Activation parameters for these reactions were also calculated. The substituent effects in nucleophile were increased with electron-donating power of pyridines and Br${\o}$nsted linear relationship was shown. Rate constant was increased by both electron-donating and electron-attracting groups in the substrate. It seems that dissociative S$_{N}$2 ("loose" transition state) mechanism is operating in the case of electron-donating substituents while associative S$_{N}$2 ("tight" transition state) mechanism is operative in the case of electron-attracting substituents.

Synthesis and Charaterization of Diametrically Substituted p-Diacetylcalix[4]arene

  • Hwang Kyung Lan;Ham Si-Hyun;No Kwanghyun
    • Bulletin of the Korean Chemical Society
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    • v.13 no.6
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    • pp.689-695
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    • 1992
  • Methods for the selective functionalization of calix[4]arene at the upper rim are described. The diametrically substituted calix[4]arene dimethyl ether 2, obtained from the treatment of calix[4]arene 1 with methyl iodide in the presence of $K_2CO_3$, is converted to the two isomeric p-diacetylcalix[4]arene dimethyl ether 3 and 6 by direct substitution and by Fries rearrangement of corresponding diacetyloxycalix[4]arene dimethyl ether 5 respectively. Diametrically substituted p-diacetylcalix[4]arene 8 was also prepared by Fries rearrangement of calix[4]arene tetraacetate 7 using a limited amount of $AlCl_3$.

X-ray Structure and Electrochemical Properties of Ferrocene-Substituted Metalloporphyrins

  • Kim, Jin Won;Lee, Seok U;Na, Yong Hwan;Lee, Gi Pyeong;Do, Yeong Gyu;Jeong, Se Chae
    • Bulletin of the Korean Chemical Society
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    • v.22 no.12
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    • pp.1316-1322
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    • 2001
  • Transition metal complexes of novel mono- and di-ferrocene-substituted porphyrins have been synthesized and characterized by structural and electrochemical methods. The X-ray structures of Mn(FPTTP)Cl and Mn(DFTTP)Cl showed the distorted square pyramidal coordination geometry with syn configuration of chloride and ferrocenyl substituents. The electrochemistry of ferrocene-substituted porphyrins and their metal complexes has been determined to elucidate the ${\pi}-conjugation$ effect of the porphyrin ring. The ferrocenyl group of H2FPTTP underwent a reversible one-electron transfer process at 0.30 V, indicating the good electron donating effect of the phorphyrin ring to the ferrocene substituent. The redox potential of the ferrocenyl subunit and porphyrin ring was affected by the central metal ions of the metalloporphyrins, that is, Zn(II) and Ni(II) made the oxidation of ferrocene much easier and Mn(III) made it harder. The ferrocene subunits of H2DFTTP interacted electrochemically with each other with peak splitting of 0.21 V. The strength of the electrochemical interactions between the two ferrocenyl substituents can be controlled by central metal ions of metalloporphyrins.

N-Substitution Reactions of 1-Substituted Tetrazoline-5-thiones

  • Kang, Han-Young;Cho, Yong-Seo;Lee, Won-Jae;Koh, Hun-Yeong;Chang, Moon-Ho
    • Bulletin of the Korean Chemical Society
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    • v.11 no.6
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    • pp.543-546
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    • 1990
  • N- vs. S-Substitution reactions of 1-substituted tetrazoline-5-thiones with various allyl or benzyl halides were studied in order to find effective conditions for N-substitution reactions. When allyl or benzyl halides were reacted with 1-substituted tetrazoline-5-thiones in the presence of TMSI or $BF_3{\cdot}OEt_2$ (or other Lewis acids), N-substitution at 4-position in addition to S-substitution occurred. Reactions were performed either with or without a solvent such as dioxane or propionitrile in the presence of potassium iodide.

Enantioselective Synthesis of 1-Substituted 1,2,3,4-Tetrahydroisoquinoline Alkaloids via Asymmetric Reduction

  • Byung Tae Cho;Cheol Kyu Han
    • Bulletin of the Korean Chemical Society
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    • v.12 no.5
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    • pp.565-569
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    • 1991
  • Enantioselective synthesis of 1-substituted tetrahydroisoquinoline alkaloids (1) via asymmetric reduction of 1-substituted 3,4-dihydroisoquinolines (2) and the corresponding iminium salts (3) with the selected chiral hydride reagents, such as K glucoride (5), Itsuno's reagent (6), and Mosher's reagent (7) were examined. In these reactions, dihydroisoquinolines were not reduced by the hydride reagents, whereas the iminium salts were easily reduced under the same reaction conditions found in successful reduction of ketones. Thus, the reduction of 6,7-dimethoxy-3,4-dihydroisoquinolium iodide(3a) with 5, 6 and 7 provided the product 1a with 52.3 % ee, 18 % ee, and 66.4 % ee, respectively. For 1-benzyl derivatives (3b-3d), syntheses of 1b-1d with 0.7-6.2 % ee, 5.9-21 % ee, and 1.4-2.7 % ee were achieved with chiral reducing agents 5, 6 and 7, respectively. For 1-aryl derivatives, use of 5, 6 and 7 resulted in optical inductions in the range of 25.2-43 % ee, 13-21.1 % ee, and 6.3-16 % ee, respectively.

Mechanistic Change-Over in Nucleophilic Solvent Assisted Reactions

  • Sung, Dae Dong;Kim Yang Hee;Park Yoo-Mee;Ryu Zoon Ha;Lee Ickchoon
    • Bulletin of the Korean Chemical Society
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    • v.13 no.6
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    • pp.599-605
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    • 1992
  • Rate constants of methanolyses of para-Z-substituted benzenesulfonyl chlorides have been determined in various isodielectric solvent mixtures. A third-order kinetic behavior has been observed in the methanolysis of p-nitrobenzenesulfonyl chloride in methanol-nitromethane mixture from the correlation figure of logarithms of rate constants were plotted against Y-values based on solvolyses of 1-adamantyl tosylate. $S_N1$-$S_N2$ mixing mechanisms are favored by neutral or weak electron-donating and weak electron-withdrawing substituents of p-Z-substituted benzenesulfonyl chlorides in methanol-nitrobenzene mixture. While the methanolyses of para-Z-substituted benzenesulfonyl chlorides in methanol-ethylene glycol solvent mixture are appropriate for $S_N2$ mechanism from the mechanistic criterion by means of m-values.