• Biomolecules & Therapeutics
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• 제14권4호
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• pp.246-252
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• 2006

1,2-Dibromoethane(DBE) has been widely used as a soil fumigant, an additive to leaded gasoline and an industrial solvent. In this study, we have carried out in vitro genetic toxicity test of 1,2-dibromoethane and microarray analysis of differentially expressed genes in response to 1,2-dibromoethane. 1,2-Dibromoethane showed mutations in base substitution strain TA1535 both with and without exogenous metabolic activation. 1,2-Dibromoethane showed mutations in frame shift TA98 both with and without exogenous metabolic activation. 1,2-Dibromoethane showed DNA damage based on single cell gel/comet assay in L5178Y cells both with and without exogenous metabolic activation. 1,2-Dibromoethane increased micronuclei in CRO cells both with and without exogenous metabolic activation. Microarray analysis of gene expression profiles in L5178Y cells in response to 1,2-dibromoethane selected differentially expressed 241 genes that would be candidate biomarkers of genetic toxic action of 1,2-dibromoethane.

• Bulletin of the Korean Chemical Society
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• 제28권5호
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• pp.832-834
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• 2007

• 공업화학
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• 제9권6호
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• pp.842-845
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• 1998

디히드록시 화합물과 oxalyl chloride의 반응에 의해 4가지 새로운 lactone류와 ${\alpha}$,${\omega}$-dibromo 화합물과의 반응에 의해 dibenzo crown ether를 합성하였다. 5,6,11,12- Tetracarbonyl-2,2,3,3,8,8,9,9-octaphenyl-1,4,7,10-tetraoxacyclododecane(1), 5,6,11,12- tetracarbonyl-2,2,3,3,8,8,9,9-octamethyl-1,4,7,10-tetraoxacyclododecane(2), 7,8,15,16- tetracarbonyl-1,6,9,14-tetraoxacylclohexadecane(3), 5,6,11,12-tetracarbonyl-2,3,8,9- tetraphenyl-1,4,7,10-tetraoxacyclododecane(4)는 pyridine 존재 하에서 각각 benzopinacol, pinacol, 2,2'-dihydroxybiphenyl, hydrobenzoin과 oxalyl chloride의 반응에 의해 합성하였다. Dibenzo-13-crown-4(5)는 catechol과 1,3-dibromopropane/1,2-dibromoethane의 반응에 의해 각각 25%, 12%, 20%, 75%, 25%의 수율로 합성하였다.

• Bulletin of the Korean Chemical Society
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• 제15권11호
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• pp.940-944
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• 1994

The crystal structure of an ethylene sorption complex of dehydrated $Ag_{12}-A $reacted with bromine vapor has determined by single-crystal X-ray diffraction techniques in the cubic space group of Pm3m at 22(l)$^{\circ}$C (a=12.180(2) ${\AA}$). The crystal was prepared by dehydration of $Ag_{12}$-A at 400 $^{\circ}$C and $2 {\times} l0^{-6}$ Torr for 2 days, followed by exposure to 200 Torr of ethylene gas at 24(l) $^{\circ}$C for 1 hr. After the ethylene gas was evacuated for 1 hr, the crystal was exposed to 180 Torr of bromine vapor at 24(l) $^{\circ}$C for 1.5 h. The structure was refined to the final error indices, $R_1=0.066\;and\;R_2$ (weighted)=0.055, using 137 independent reflections for which I>3${\sigma}$I. About 55% of the sodalite unit contain two 6-ring $Ag^+$ ions and the remaining 45% contain $Ag_6$ molecules complexed to 2 $Ag^+$ ions at 6-ring sites to give $(Ag^+)_2(Ag_6).$ Upon sorption of ethylene, 4.75 ethylene molecules were sorbed per unit cell and of these, only 1.25 ethylene molecules were brominated by treatment of dibromine because of the limitation of the available space for the reaction products in the large cavity. In the large cavity, each of 3.5 $Ag^+$ ions forms a lateral ${\pi}$ complex with an ethylene molecule. About 2.5 8-ring $Ag^+$ ions per unit cell interact with 1.25 1,2-dibromoethane and each of ca. 1.25 6-ring $Ag^+$ ions also interacts with one of bromine atoms of 1,2-dibromoethane. Each bromine atom approaches a carbon atom with C-Br(l)=2.07(20) ${\AA}$ and C-Br(2)=2.07(10) ${\AA}$, respectively.

• 환경생물
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• 제17권4호
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• pp.513-519
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• 1999

광양만 해수를 대상으로 총 17개의 조사정점을 선정, 1996년 7월부터 1997년 4월까지 계절별로 19종류의 VOCs를 분석.조사하였다. 조사대상 VOCs 중 methylene chloride, tetrachloromethane, 1, 1, 1-trichloroethane, trichloroethane, 1, 1, 1, 2-tetrachloroethane, trichloroethylene, bromoethane, dibromoethane, bromobenzene, 1-ethyl-3-methylbenzene등 총 10개 항목은 전체 조사지점 및 조사 시기 동안에 검출되지 않았으며, chloroform, 1, 2-dichloroethane, ethylbenzene, benzene, toluene, m, p-xylene, methylethylketone, styrene, hexane 등의 조사항목은 소량의 범위에서 조사시기와 정점을 달리하여 검출되었다. 특히 chloroform과 toluene은 0.6~49.9$\mu$g/1, 0.42~48.3$\mu$g/1로서 높은 농도의 범위를 나타내었으며, 검출빈도도 다른 조사 대상 VOCs에 비해 높은 것으로 조사되었다. 이화학적 환경요인과 VOCs와의 상관관계에서 toluene만이 수온(r=-0.524), pH(r=0.319)가 비교적 높은 상관성을 보였으며 나머지 항목은 매우 낮은 상관성을 보였다. VOCs 상호간의 상관성에서 benzene의 경우 toluene, m, p-xylene, ethylbenzene과 높은 상관계수(r=0.549~0.662)를 보였다. 이러한 결과는 광양만에서 VOCs의 배출이 같은 시기에 이루어지고 있음을 시사하는 것으로 추측된다.

• Toxicological Research
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• 제7권2호
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• pp.231-238
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• 1991

The pesticide and carcinogen ethylene dibromide(EDB) is metabolized both by cytosolic GSH S-transferase and by microsomal mixed function oxygenase. Cytochrome P-450 IIE1 appears to be major enzyme to metabolize EDB.EDB is activated to a mutagen by enzymatic conjugation with glutathione (GSH). Such activation is an exception to the general mode of detoxification via GSH S-transferase action. The primary DNA adduct (>95) is S-[2-(N7-guanyl)ethyl] GSH and a minor adduct is S-[2-(N7-guanyl)ethyl]cysteine, which is excreted in the urine and may serve as a biomarker of damage.

• 약학회지
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• 제47권1호
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• pp.1-4
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• 2003

In order to search the new serotonin bioisoster, 2-(5,6-dimethoxy-l-indenyl)ethyl amine(1) was synthesized. 3,4-Dimethoxybenzaldehyde, as starting material, was condensed with malonic acid in the presence of pyridine and piperidine to form 3,4-dimethoxycinnamic acid(2). Compound 2 was performed catalytic hydrogenation with 10％ Pd-C to give propanoic acid derivative 3, which was cyclized by Friedel-Crafts acylation to afford 5,6-dimethoxyindan-l-one(4). Compound 4 was reduced with NaBH$_4$ in ethanol to obtain l-indanol 5, and it was dehydrated to give 5,6-dimethoxy-l-indene(6). This compound was lithiated with 2.5M n-butyllithium and reacted with 1,2-dibromoethane to give 2-(5,6-dimethoxy-l-indenyl)ethyl bromide(7), and which was treated with anhydrous ammonia to synthesize compound 1.

• Environmental Analysis Health and Toxicology
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• 제23권1호
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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.

• 한국응용곤충학회지
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• 제4권
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• pp.47-50
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• 1965

Chlorophenol 유도체들이 농약으로 많이 사용되고 있으므로 저자들은 Trichlorophenol과 Dibromoethane으로 Bis(2,4,5-trichlorophenoxy) ethane 과 Bis(2,4,6-trichlorophenoxy) ethane을 합성하고 mice에 대한 독성 및 Bis(2,4,5-trichlorophenoxy) ethane의 귤응애, 누에 및 무우잎별레에 대한 살충작용을 Phenkapton, Tedion V-18. BHC 및 DBT 등과 비교관찰하여 다음과 같은 결과를 얻었다. (1) Bis(2,4,5-trichlorophenory) ethane의 yield 는 8.0g $(50.06\%)\;(m.p. 157-159^{\circ}C)$이며 Bis(2,4,6-trichlorophenoxy) ethane 의 yield는 5.2g $(32.60\%)\;(m.p. 162-163^{\circ}C}$였다. (2) Bis(2,4,6-trichlophenoxy) ethane의 귤응애(Citrusred mite)에 대한 살충작용은 Tedion V-18 보다 강하고 Phenkapton에 비해서는 약하다. (3) 누에 (Bombix mori)에 대한 살충작용은 BHC 및 DDT보다 약하다. (4) 무잎별레(Daikon leaf beetle)에 대해서는 살충력이 없였다. (5) 2,4,5-BTPE 및 2,4,6-BTPE는 체중 k9당 5g씩 mice에 경구투여한 바 72시간동안 한 마리도 죽지 않아 독성은 적은 것으로 본다.