• Title/Summary/Keyword: Benzotriazole

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Synthesis of 1-(2-Naphthoyl) Benzotriazoles as Photoactivated DNA Cleaving Agents

  • Yang, Jae-Wook;Wender, Paul-A.
    • Archives of Pharmacal Research
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    • v.20 no.2
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    • pp.197-199
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    • 1997
  • In conclusion, benzotriazole analogs prepared in this research showed strong possibility to be photochemically activated DNA cleaving agents. Electrophilic groups such as haloacetoxy groups on the alkyl chain of benzotriazole analogs promote the DNA cleaving ability. Synthesis of 1-(2-Naphthoyl) Benzotriazoles.

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Solvent Dependence and Component of Linear Free Energy Relationship on the Chemical Shift of Methylene Proton in 1-(phenoxymethlyl)benzotriazole Derivatives (1-(phenoxymethyl)benzotriazole 유도체 중 methylene 양성자의 chemical shift 에 관한 자유에너지 관계의 조성과 용매 의존성)

  • Nack Do Sung
    • Journal of the Korean Chemical Society
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    • v.33 no.5
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    • pp.538-544
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    • 1989
  • The increase of B-type hydrogen bonding character between the hydrogen atom($H{\gamma}$) of methylene group in 1-(phenoxymethyl)benzotriazole (1) and 1-(thiophenoxymetyl)benzotriazole (2) derivatives, and solvents was caused by some factors such as;electron withdrawing strength (${\rho} > 0$) of X-substituent; local diamagnetic effect by Y atom (Y = O(1) > S(2)) with adjacent methylene group; and solvent polarity parameter ($E_T$ = Kcal/mol; acetone; 42.2 > chloroform; 39.0). From the basis on the findings, linear free energy relationship (LFER) components on the substituent chemical shift of methylene group ($CH_2-SCS$) in (1) exhibited a tendency that resonance(R)-effect was much larger than field(F) (or inductive(I))-effect in acetone and that the electrical effects were depend upon the solvent.

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Mechanistic Studies on the Reactions of 1-[(Aryl)(phenylseleno)methyl]benzotriazoles and 6-Aryl-6-(benzotriazol-1-yl)-1-hexenyl Phenyl Selenides with Tributyltin Hydride (1-[(아릴)(페닐셀레노)메틸]벤조트리아졸과 셀렌화 6-아릴-6-(벤조트리아졸-1-일)-1-헥센일 페닐의 삼부틸틴 수소화물과의 반응메카니즘에 관한 연구)

  • Kang, Yoon Ho;Kim, Kyong Tae
    • Journal of the Korean Chemical Society
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    • v.43 no.1
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    • pp.74-84
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    • 1999
  • Most of the reactions involving benzotriazoles as a synthetic auxiliary have been explained by ionic mechanisms, whereas benzotriazole-mediated radical reactions have received little attention. The reaction of 1-[(aryl)(phenylseleno)methyl]benzotriazole with $Bu_3$SnH in the presence of AIBN in benzene at reflux gave 2-aminodiphenyl selenide (16-29%), 2-aminobiphenyl (9-15%), diphenyl diselenide (30-93%), 1-(arylmethyl) benzotriazole (9-39%) and tributyltin-phenyl selenide (10-36%), whereas the compounds were treated with excess molar amount of $Bu_3$SnH in the absence of AIBN to afford N-(arylmethyl)anilines (44-66%) along with diphenyl diselenide (53-100%), benzotriazole (27-35%) and 1-(arylmethyl)benzotriazole (16-33%). Similarly, treatment of 6-aryl-6-(benzotriazol-1-yl)-1-hexenyl phenyl selenides with $Bu_3$SnH in the presence of AIBN gave 6-aryl-6-phenylamino-1-hexene (9-31%) and 1-aryl-1-oxo-5-pentene (15-44%). A mechanism for the formation of the products is proposed.

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Synthesis and Pharmacological Studies for New Benzotriazole and Dibenzodiazepine Derivatives as Antipsychotic Agents

  • El-Sabbagh, Osama I.;El-Nabtity, Sameh M.
    • Bulletin of the Korean Chemical Society
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    • v.30 no.7
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    • pp.1445-1451
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    • 2009
  • New benzotriazoles (5-8) or dibenzodiazepine derivatives (11-18) were synthesized starting from 3-[(2-amino- 4,5-disubstitutedphenyl)amino]-5,5-disubstitutedcyclohex-2-enones (1-4) through internal coupling of their diazonium salts or internal Mannich reaction in the presence of aromatic aldehydes. Pharmacological evaluation of benzotriazole and dibenzodiazepine derivatives for their clozapine-like properties revealed that dibenzodiazepine 11 bearing 4-bromophenyl group exhibited the same antipsychotic activity as the reference drug clozapine while the activity of benzotriazole 7 was 25% lesser than that of clozapine. Moreover, compounds 7 and 11 did not show significant CNS depressant activity as well as no or slight neurotoxicity on contrast to clozapine when tested in mice using forced swim, rotarod and horizontal screen tests.

Influence of Benzotriazole and Temperature on the flow electrification by Vegetable Oils. (식물성 절연유의 벤조트리아졸과 온도의 유동대전 영향)

  • Choi, Sun-Ho;Shim, Meoung-Seop;An, Jung-Sik;Jung, Joong-Il;Kim, Nam-Ryul;Huh, Chang-Su
    • Proceedings of the Korean Institute of Electrical and Electronic Material Engineers Conference
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    • 2010.06a
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    • pp.80-80
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    • 2010
  • 본 논문에서는 현재 사용되는 변압기의 절연유인 광유와 새롭게 대두되고 있는 식물유의 신유 상태일 때, 온도와 유동대전방지제(Benzotriazole)에 따른 대전경향을 비교, 분석함으로써 변화되는 조건이 절연유에 미치는 영향에 관해 연구하였다. 유동대전현상을 해석하기 용이한 직렬식 대전장치를 설계, 제작하여 실험한 결과 온도의 변화에서는 광유, 식물유 모두 60[$^{\circ}C$] 부근에서 최대치를 발생하였고 유동대전방지제의 첨가에 따라 유동대전은 광유, 식물유 모두 비슷한 경향으로 변화하였다.

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Synthesis and quantitative structure-activity relationships(QSAR) analysis of 1-(phenoxymethyl) benzotriazole derivatives as new fungicide (새로운 항균제(抗菌劑)로서 1-(phenoxymethyl)benzotriazole 유도체(誘導體)의 합성(合成)과 정량적(定量的) 구조활성관계(構造活性關係)(QSAR) 분석(分析))

  • Sung, Nack-Do;Lim, Chi-Hwan;Choi, Woo-Young;Ko, Thoug-Sung;Kwon, Ki-Sung
    • Applied Biological Chemistry
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    • v.33 no.3
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    • pp.231-238
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    • 1990
  • The structure-antifungal activity correlations between the structure of fourteen new 1-(phenoxymethyl)benzotriazoles (I) (Y=0), 1-(thiophenoxymethyl)benzotriazoles (ll) (Y=S) and 1-(azidomethyl)benzotriazole (III) derivatives were synthesized, and their activity, fifty percent inhibition of mycelial growth($pI_{50}$), in vitro against Pyricularia oryzae, Fusarium axysporum f.sp sesami, Valsa ceratosperma and Botrytis cinerea were investigated using a generalized QSAR method. The activity of (I) was superior In those of (II) and (III). The effect of the substituents (X) on the phenoxy group (I) was rationalized by a parabolic function of electronic (${\sigma}$), steric ($B_1$) and hydrophobic parameter(${\pi}$), and hydrogen bonding (HB). Where the optimal values of substituent on the fungicidal activity againt P. oryzae and F. axysporum f.sp.sesami are $B_1=1.40A;(H)$ and ${\pi}=0.07{\sim}0.15;(H)$, and those of substituent on the fungicidal activity against V. ceratosperma and B. cinerea are ${\sigma}=0.23{\sim}0.28;\;(C1),\;{\pi}=0.70;$ (C1), respectively. The most effective compound ( I a) and ( I d) were examined in this study.

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Effect of the Addition of Benzotriazole on the Streaming Electrification Properties in Transformer Oil

  • Shin, Jong-Yeol;Hong, Jin-Woong
    • Transactions on Electrical and Electronic Materials
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    • v.11 no.6
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    • pp.288-291
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    • 2010
  • Accidents can occur as a result of streaming electrification when transformer oil is used as an insulating oil in large ultra-high voltage transformers. Methods for adding a streaming electrification inhibitor to reduce the streaming electrification has been studied extensively. In this paper, in order to develop a method for reducing streaming electrification effectively, 4 different specimens were prepared by the addition of benzotriazole (BTA) to a virgin specimen with constant stirring. The specimens were examined to determine the appropriate amount of BTA addition that would suppress the streaming electrification most effectively. The results showed that the streaming electrification characteristics of the specimen in the streaming transformer oil were best when the amount of BTA addition was about 10 ppm. The streaming electrification current was reduced by adding 30 ppm BTA until the temperature reached $65^{\circ}C$. The polarity of the streaming electrification current was negative when the temperature exceeded $65^{\circ}C$. Therefore, the streaming electrification current, which can be a cause of transformer accidents, can be suppressed in large ultra high voltage transformer oil. This paper reports on the optimal amount of BTA addition and the best conditions for controlling the streaming velocity of transformer oil.

Thermal Decomposition Behavior of Blocked Diisocyanates Derived from Mixture of Blocking Agents

  • Lee Jung Min;Subramani Sankaraiah;Lee Young Soo;Kim Jung Hyun
    • Macromolecular Research
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    • v.13 no.5
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    • pp.427-434
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    • 2005
  • To improve the performance and reduce raw material costs, blocked isocyanates were prepared with mixture of blocking agents in many industries. Three blocked isocyanates (adducts) namely $\varepsilon$-caprolactam/benzotriazole-blocked 4,4'-diphenylmethane diisocyanate (MDI), toluene-2,4-diisocyanate (TDI) and 4,4'-dicyclohexyl-methane diisocyanate ($H_{12}$MDI) were synthesized. Six reference adducts were also prepared by blocking MDI, TDI, and $H_{12}$MDI with $\varepsilon$-caprolactam ($\varepsilon$-CL) or benzotriazole. The reactions were carried out in acetone medium and dibutyltin dilaurate (DBTDL) was used as a catalyst. The progress of the blocking reaction was monitored by IR spectroscopy. De-blocking temperatures (dissociation temperatures) of these adducts were studied using DSC and TGA and the results were correlated. As expected, the thermal analysis data showed that de-blocking temperature of blocked aromatic isocyanates was lower than that of the blocked aliphatic isocyanates. The low de-blocking temperature of blocked aromatic isocyanate could be due to electron withdrawing benzene ring present in the blocked isocyanates. It was also found that benzotriazole-blocked adducts de-blocked at higher temperature compared with $\varepsilon$-CL-blocked adducts.

Polarization Behavior and Corrosion Inhibition of Copper in Acidic Chloride Solution Containing Benzotriazole

  • Sang Hee Suh;Youngjoon Suh
    • Corrosion Science and Technology
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    • v.22 no.3
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    • pp.137-152
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    • 2023
  • Polarization behavior and corrosion inhibition of copper in acidic chloride solutions containing benzotriazole were studied. Pourbaix diagrams constructed for copper in NaCl solutions with different BTAH concentrations were used to understand the polarization behavior. Open circuit potential (OCP) depended not only on chloride concentration, but also on whether a CuBTA layer was formed on the copper surface. Only when the (pH, OCP) was located well in the CuBTA region of the Pourbaix diagram, a stable corrosion inhibiting CuBTA layer was formed, which was confirmed by X-ray Photoelectron Spectroscopy (XPS) and a long-term corrosion test. The OCP for the CuBTA layer decreased logarithmically with increasing [Cl-] activity in the solution. A minimum BTAH concentration required to form a CuBTA layer for a given NaCl concentration and pH were determined from the Pourbaix diagram. It was found that 320 ppm BTAH solution could be used to form a corrosion-inhibiting CuBTA layer inside the corrosion pit in the sprinkler copper tube, successfully reducing water leakage rate of copper tubes. These experimental results could be used to estimate water chemistry inside a corrosion pit.