• Title/Summary/Keyword: 4-nitrotoluene

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A Highly Stereoselective Synthesis and Crystal Structure of (E)-4'-Amino-3,4,5- trimethoxystilbene ((E)-4'-Amino-3,4,5-trimethoxystilbene의 선택적인 합성 및 결정 구조)

  • Li, Xia-Bing;Zhang, Xi-Quan;Gu, Hong-Mei;Li, Bao-Lin
    • Journal of the Korean Chemical Society
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    • v.55 no.2
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    • pp.251-255
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    • 2011
  • A new and highly stereoselective synthesis of (E)-4'-amino-3,4,5-trimethoxystilbene was achieved by using 3,4,5-trimethoxybenzaldehyde and p-nitrotoluene as starting materials through condensation under solvent-free condition and followed by the reducing of nitro group with the system of $NH_2NH_2/FeCl_3$/C in ethanol. The crystal structure of (E)-4'-amino-3,4,5-trimethoxystilbene was also determined by X-ray diffraction analysis.

Efficient Fluorescence Quenching of tert-butyl substituted Phthalocyanines with Picric Acid

  • Gupta, Ankush;Kim, Meena;Park, Jong S.
    • Textile Coloration and Finishing
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    • v.26 no.4
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    • pp.277-282
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    • 2014
  • Two tert-butyl substituted phthalocyanines(Pcs), in metal-free and metallated forms, were synthesized and the fluorescence responses toward various nitro derivatives, including picric acid(PA), 2,4-dinitrotoluene(DNT), 1,4-dinitrobenzene(DNB), 4-nitrotoluene(NT), nitrobenzene(NB), 1,4-benzoquinone(BQ), and nitromethane(NM) were investigated. Among the various nitro derivatives, current Pc derivatives exhibited efficient and exclusive fluorescence quenching in the presence of picric acid, which was readily observed by a naked eye. Quenching efficiency was estimated by the Stern-Volmer relationship, in which quenching constant, KSV, was calculated to be in the range of $10^4M^{-1}$. It was also found out that the aggregational behaviors of these Pcs are heavily dependent on the nature of solvent systems, subsequently affecting the quenching efficiency.

Studies on the Synthesis of the Isomeric 1-naphtholsulfonic Acids and Analysis of their Mixtures (1-나프톨 술폰산 이성체의 합성 및 혼합물의 분석에 관한 연구)

  • Sohn, Joo-Hwan;Kim, Kwang-Jea;Lee, Seung-Yeell
    • Journal of the Korean Applied Science and Technology
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    • v.6 no.2
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    • pp.21-28
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    • 1989
  • 1-naphthol-2-sulfonic acid and 1-naphthol-4-sulfonic acid were synthesized under the dissolution of 1-naphthol in 2-nitrotoluene with stirring 98.08-90% sulfuric acid at $5-95^{\circ}C$ for 1-5 hours. As the reaction temperatures and the reaction time were raised, the yield of 2-sulfonate was decreased, while that of 4-sulfonate was increased. But we could not observe the tendency to the various reaction concentrations of sulfuric acids. The mixtures of two isomeric 1-naphtholulfonic acids in excess concentrated sulfuric acids was quantitatively determinded by using multicomponent spectrophotomeric analysis method on the basis of the ultraviolet absorption peak of the sulfonic acids. The standard deviation in this method was ${\pm}\;2.6$, and the above method seem to be rapid and accurate.

Effect of Genotoxicity or Carcinogenecity Chemicals on the ROS Production (유전독성, 발암성 화학물질이 ROS 생성에 미치는 영향)

  • Go, Seo-Youn;Sheen, Yhun-Yhong
    • Environmental Analysis Health and Toxicology
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    • v.23 no.1
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    • pp.23-32
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    • 2008
  • In the present study, ROS detection of L5178Y cells that were treated with twenty test compounds in order to find out hydrogen peroxide ($H_2O_2$) induction for genotoxicity and carcinogenic toxicity. Twenty test compounds were consist of four classes, such as genotoxic carcinogens, genotoxic noncarcinogens, nongenotoxic carcinogens, and nongenotoxic noncarcinogens. Genotoxic carcinogens are 1,2-dibromoethane, glycidol, melphalan, diethylstilbestrol and urethane. Genotoxic noncarcinogens are 8-hydroxyquinoline, emodin, acetonitrile and diallylphthalate, L-ascorbic acid. Nongenotoxic carcinogens are methyl carbamate, O-nitrotoluene, 1,4-dioxane, tetrachloroethylene and 2,3,7,8-tetrachlorodibenzo-p-dioxin. And nongenotoxic noncarcinogens are D-mannitol, 1,2-dichlorobenzene, caprolactam, bisphenol A and chlorpheniramine maleate.

Selective Reduction on Halides with Lithium Borohydride in the Multifunctional Compounds (수소화 붕소리튬을 이용한 다중작용기를 가진 화합물에서 할라이드의 선택환원)

  • Byung Tae Cho;Nung Min Yoon
    • Journal of the Korean Chemical Society
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    • v.27 no.1
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    • pp.46-52
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    • 1983
  • Selective reduction of halide (Br, I) with lithium borohydride in halogen compounds containing chloro, nitro, ester and nitrile groups was achieved satisfactorily. 1-Bromo-4-chlorobutane was reduced to 1-chlorobutane in 96% yield and the reduction of p-nitrobenzyl bromide gave p-nitrotoluene in 98% yield. However, the selectivity on the reduction of ethyl 3-iodopropionate and 4-bromobutyronitrile required the presence of equimolar pyridine to give good yield of ethyl propionate (93%) and n-butyronitrile (88%), respectively. In competitive reduction of 1-bromoheptane and 2-bromoheptane, lithium borohydride reduced 1-bromoheptane preferentially in the molar ratio of 93:7.

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Synthesis of 6-Aziridinylbenzimidazole Derivatives and Their In Vitro Antitumor Activities

  • Ahn, Chan-Mug;Kim, Soo-Kie;Han, Jeong-Lim
    • Archives of Pharmacal Research
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    • v.21 no.5
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    • pp.599-609
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    • 1998
  • In search for new antitumor agents, twelve 6-aziridinylbenzimidazole derivatives were synthesized and their cytotoxicities were tested against three cancer cell lines (mouse lymphocytic leukemia P388 and B16, and human gastric carcinoma SNU-16). From 4-amino-3-nitrotoluene as the starting material, 2-(acetoxymethyl)benzimidazoles (5a-d) were obtained by Phillips reaction. These benzimidazoles were then reacted with Fremy's salt to give a mixture of three 2-(acetoxymethyl) (8a-c) and four 2-(hydroxymethyl)benzimidazole-4,7-diones (9a-d). Addition of these quinones with aziridine afforded 6-aziridinyl-2-(acetoxymethyl) (10a-c) and 6-aziridinyl-2-(hydroxymethyl)benzimidazole-4,7-diones (11a-d). Utilizing 2-(hydroxymethyl)benzimidazole-4,7-diones (9b,d), esters 10d and 13e-h were prepared by the sequential reactions of esterification and addition. The synthesized compounds show potent cytotoxicity against all of three cell lines tested. The cytotoxicities of 10a-d or 11a-d against SNU-16 were wuperior to those of 13e-h, and were equal to or slightly higher than that of mitomycin C. compounds 11a-d were slightly more cytotoxic than 10a-d in all cell lines tested.

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Development of a Single Chain Antibody Using a Phage Display Cloning Method for the Detection of 2,4-Dinitrotoluene

  • Na, Jung-Hyun;Joo, Man-Seok;Lee, Won-Kyu;Shim, Hyunbo;Lim, Si-Hyung;Jung, Sang Taek;Yu, Yeon Gyu
    • Bulletin of the Korean Chemical Society
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    • v.34 no.2
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    • pp.460-464
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    • 2013
  • Single-chain variable fragments of antibodies (scFv) specific to 2,4-dinitrotoluene (DNT) were isolated from a phage library displaying synthetic human scFv fragments with 6 diversified complementary determining regions (CDRs). A DNT derivative that contained an extended amine group was synthesized and conjugated to the NHS-group that was linked to magnetic beads. Phages specific to the immobilized DNT derivatives were isolated from the library after 4 rounds of sequential binding and elution processes. The displayed scFv fragments from the isolated phages showed consensus CDR sequences. One DNT-specific scFv was expressed in E. coli and purified using Ni-affinity chromatography. The purified DNT-specific scFv binds specifically to the immobilized DNT-derivative with $K_D$ value of $6.0{\times}10^{-7}$ M. The scFv and DNT interaction was not disrupted by the addition of 4-nitrotoluene or benzoic acid. These data demonstrate that the screened scFv from the phage displayed library could be used for selective and sensitive detection of explosives such as TNT.