• Title/Summary/Keyword: 2-chloro

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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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Structure-activity relationships on the herbicidal activity of the arylthio substituents in N-(2-fluoro-4-chloro-5-alkyloxyphenyl)-3,4-dimethyl-2-arylthio-5-oxo-2,5-dihydropyrrole derivatives (N-(2-Fluoro-4-chloro-5-alkyloxyphenyl)-3,4-dimethyl-2-arylthio-5-oxo-2,5-dihydropyrrole 유도체 중 arylthio- 치환체들의 제초활성에 관한 구조-활성관계)

  • Sung, Nack-Do;Lim, Chi-Whan;Yun, Ki-Seob;Song, Chong-Whan;Kim, Hung-Rae
    • The Korean Journal of Pesticide Science
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    • v.4 no.2
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    • pp.32-36
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    • 2000
  • A series of synthesized N-(2-fluoro-4-chloro-5-alkyloxyphenyl)-3,4-dimethyl-2-arylthio-5-oxo-2,5-dihydropyrrole derivatives as substrates were found to selectivity significantly with both rice plant (Oryza sativa L.) and weeds, barnyard grass (Echinochloa crus-galli) and bulrush (Scriptus juncoides) for those herbicidal activities at a rate of 0.1 kg/ha with post emergence under submerged conditions. The structure activity relationships (SARs) on herbicidal activity of $SR_{2}$=2-arylthio substituents on the pyrrole ring were analysized. From the results, the relative contribute orders of the $SR_{2}$ with phenyl group on the activity are meta > para > ortho-substituents. Among these compounds, the $R_{1}=propargyl$ (IA) subsrituents, $1{\sim}12$ showed higher activity than the $R_{1}$=2-chloro-2-propenyl (IB) substituents, $13{\sim}16$. The $SR_{2}$ groups of IA substituents shown that the optimal steric constant, $(Es)_{opt.}=3.25$ and m-phenylthio substituents were found to be -contribute the activity against barnyard grass. But the herbicidal activity of IB substituents against bulrush would depend upon the molar refractivity, $M_{R}$ constant of $SR_{2}$ group.

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Nucleophilic Substitution at a Carbonyl Carbon Atom (IV). EHT Calculations on Phenyl Chloroformate (카르보닐 탄소원자의 친핵치환 반응 (제4보). Phenyl Chloroformate에 대한 EHT 계산)

  • Lee Ikchoon;Kim, Ui Rak;Lee Myung Jae;Seo, Bae Seok
    • Journal of the Korean Chemical Society
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    • v.18 no.3
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    • pp.175-179
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    • 1974
  • EHT calculation have been carried out on phenyl chloro-thiol, phenyl chloro-thiono and phenyl dithioformates to explain the conformations and reactivity of the compounds. Results of calculation lead us to conclude that the mechanism of SN reaction of these compounds are likely to be the $S_N2$ type and trans form is more stable than cis form for all molecules.

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Synthesis of Nucleophilic Adducts of Thiols (Ⅰ). Addition of Cysteine to $\beta$-Nitrostyrene Derivatives

  • Kim, Tae-Rin;Choi, Sung-Yong
    • Bulletin of the Korean Chemical Society
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    • v.2 no.4
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    • pp.125-129
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    • 1981
  • The addition reactions of cysteine without blocking amino and carboxyl groups to substituted and unsubstituted ${\beta}$-nitro-styrene derivatives were investigated. ${\beta}$-Nitrostyrene(1a), p-methyl-${\beta}$-nitrostyrene(1b), 3,4,5-trimethoxy-$[\beta}$ -nitrostyrene(1c), $[\varpi}$-3,4-methylenedioxy-${\beta}$ -nitrostyrene(1d), o-, m- and p-chloro-${\beta}$ -nitrostyrene (1e, 1f, 1g) and o-, m- and p-methoxy-${\beta}$-nitrostyrene (1h, 1i, 1j) easily undergo addition reactions with cysteine to form S-(2-nitro-1-phenylethyl)-L-cysteine(3a), S-[2-nitro-1-(p-methyl)phenyl-ethyl]-L-cysteine(3b), S-[2-nitro-1-(3',4',5'-trimethoxy) phenylethyl]-L-cysteine(3c), S-[2-nitro-1-($[\vatpi}$ -3',4'-methylenedioxy)phenylethyl]-L-cysteine(3d), S-[2-nitro-1-(o-chloro)phenylethyl]-L-cysteine(3e), S-[2-nitro-1-(m-chloro)-phenylethyl]-L-cysteine(3f), S-[2-nitro-1-(p-chloro)phenylethyl]-L-cysteine(3g), S-[2-nitro-1-(o-methoxy)phenylethyl]-L-cysteine(3h), S-[2-nitro-1-(m-methoxy)phenylethyl]-L-cysteine(3i) and S-[2-nitro-1-(p-methoxy)phenylethyl]-L-cysteine(3j), respectively. The structure of adducts were confirmed by means of UV-spectrum, IR-spectrum, molecular weight measurement and elemental analysis. The various factors effecting the yield of cysteine adducts to ${\beta}$-nitrostyrene derivatives were also studied.

A Novel 3-(8-Chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-yl)phenyl Acetate Skeleton and Pharmacophore Model as Glucagon-like Peptide 1 Receptor Agonists

  • Gong, Young-Dae;Cheon, Hyae-Gyeong;Lee, Tae-Ho;Kang, Nam-Sook
    • Bulletin of the Korean Chemical Society
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    • v.31 no.12
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    • pp.3760-3764
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    • 2010
  • We screened 10,000 heterocyclic small molecules and identified a novel hit core skeleton of 3-(8-chloro-6-(trifluoromethyl) imidazo[1,2-a]pyridine-2-yl)phenyl acetate derivatives. It has been selected as a potential glucagon-like peptide 1 receptor (GLP-1R) activator and demonstrated its effects in increasing GLP-1 secretion, and thereby increasing the glucose responsiveness in both in vitro and pharmacology analyses. Further studies are currently underway to optimize the potency and selectivity of 3-(8-chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-yl)phenyl acetate derivatives (hit compounds 2 and 8), and address their in vivo efficacy and therapeutic potential. These molecules may serve as useful evidence showing that compounds with a 3-(8-chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-yl)phenyl acetate moiety are selective GLP-1R agonists, and have potential as anti-diabetic treatment agents.

Studies on the Behaviors of Some Pesticides in Soils (Part I) -On the Adsorption of Herbicides Atrazine and Alachlor- (토양중에서 농약의 동태에 관한 연구 (제 1 보) -제초제 Atrazine과 Alachlor의 흡착에 대하여-)

  • Lim, Sun-Uk;Lee, Joong-Kil;Han, Ki-Hak
    • Applied Biological Chemistry
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    • v.20 no.3
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    • pp.310-316
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    • 1977
  • The adsorption of 2-Chloro-4-(ethylamino)-6-(isopropylamino)-s-trazine (Atrazine) and 2-Chloro-2' 6' diethyl-N(methoxymethyl)acetanilide(Alachlor) by 21 Korean surface soils is studied and discussed in relation to some properties of soils. 1. Adsorption of Atrazine was correlated posisively with content of clay and organic matter, but negatively with extractable potassium content and sand content. 2. Adsorption of Alachlor was correlated positively with organic matter, caly content and CEC, but negatively with sand content 3. Isothermal adsorpsion of Alachlor was confirmed to the Freundlich eguation.

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3D-QSAR on the Herbicidal Activities of New 2-(4-(6-chloro-2-benzoxazolyloxy)phenoxy)-N-phenylpropionamide Derivatives (새로운 2-(4-(6-chloro-2-benzoxazolyloxy)phenoxy)-N-phenylpropionamide 유도체들의 제초활성에 관한 3차원적인 정량적 구조와 활성과의 관계)

  • Sung, Nack-Do;Jung, Hoon-Sung
    • Applied Biological Chemistry
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    • v.48 no.3
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    • pp.252-257
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    • 2005
  • Three-dimensional quantitative structure-activity relationships (3D-QSARs) for the herbicidal activities against pre-emergence barnyard grass (Echinochloa crus-galli) by new 2-(4-(6-chloro-2-benzoxazolyloxy)phenoxy)-N-phenylpropion amide derivatives were studied quantitatively using comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) methodologies. The best CoMFA model (AI-2) and CoMSIA model (AII-4) were derived from an atom based fit alignment and a combination of CoMFA fields. The herbicidal activities from CoMFA and CoMSIA contour maps showed that the activity will be able to be increased according to the substituents variation on the N-phenyl ring.

Crystal Structure and Thermal Decomposition Studies on Cobalt (II) Complex of 4-Chloro-2-((E)-(Isopropylimino)methyl)phenol (4-Chloro-2-((E)-(Isopropylimino)methyl)phenol 코발트(II) 착물에 대한 결정 구조 및 열분해 연구)

  • Pu, Xiao-Hua
    • Journal of the Korean Chemical Society
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    • v.55 no.3
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    • pp.341-345
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    • 2011
  • The Schiff base cobalt(II) complex, bis[4-chloro-2-((E)-(isopropylimino) methyl) phenol]cobalt(II), has been prepared and characterized by single-crystal X-ray diffraction analyses. The phenomenological, kinetic and mechanistic aspects of the cobalt (II) complex have been studied by TG/DTG techniques. On the basis of the experimental data, the kinetic parameters such as activation energy, pre-exponential factor and entropy of activation were computed, and then the most probable mechanism function was estimated as $g({\alpha})={\alpha}^2$ 2. Hence the rate controlling process at all stages of decomposition is onedimensional diffusion (Parabolic model).