• Applied Biological Chemistry
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• 제27권2호
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• pp.64-72
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• 1984

담수답 토양중에서 배양된 Alachlor는 그 분해산물로 1-formyl-2, 3-dihydro-7-ethylindole, 2,6-diethylaniline, 2,6-diethylacetanilide, 2,6-diethyl-N-(methoxymethyl) acetanilide, 2-hydroxy-2', 6'-diethyl-N-(methoxymethyl) acetanilide, 그리고 삼종(三種)의 미확인 화합물을 생성하였다. 환(環)-$^{14}C$ 표식(標識) Alachlor의 사용으로 입증된 바와 같이 토양 현탁액중에서 Alachlor의 수용성 분해산물은 배양기간이 증가함에 따라 증가하였고 Rhizoctonia solani의 배양에서도 유사한 결과를 얻었다. Streptomyces lavendulae Ru3340-8은 주요분해산물로 2-hydroxy-2', 6'-diethyl-N-(methoxymethyl) acetanilide를 최고 25%까지 생성하는 반면 Bacillus brevis IFO 3331, Bacillus cruciviae, 그리고 Pseudomonas putida는 그것을 생성하지 않았다.

• Environmental Analysis Health and Toxicology
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• 제16권3호
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• pp.133-137
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• 2001

Acetanilide is a High Production Volume Chemical, which is produced about 2,300 tons/year in Korea as of 1998 survey. Most is used as an intermediate for synthesis of pharmaceuticals and dyes and the chemical is one of seven chemicals of which human and environmental risks are being assessed by National Institute of Environmental Research under the frame of OECD SIDS program. The chemical is water soluble (4 g/1 at 20$\^{C}$) and readily biodegradable (68.7％). Partition coefficiency (Log Pow) is 1.16 at 23$\^{C}$ so that the chemical has a low potential for bioaccumulation. The acute toxicities of algae, daphnia and fish are not high. The 72 hr-EｂC50 of algae is 13.5 mg/1,48 hr-EC50 of daphnia is over 100 mg/1 and 96 hr-LC50 of Oryzias latipes is over 100mg/1. Regarding the exposure, levels in air, water, soil or sediment have not been monitored or estimated so that risk evaluation of acetanilide was not possible. In this study, distribution of the chemical among environmental media was estimated using EQC model based on the chemical-physical properties. In Level I and IIof which the chemical are hypothesized in equilibrium and no transfer through the media, more than 98％ of acetanilide are estimated to be distributed in water. However, in Level Ⅲ of which non-equilibrium and intermedia transfer could be occurred, the chemical is estimated to distributed to soil as 51.8％ and water as 47.8％ as of total amount.

• 약학회지
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• 제32권5호
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• pp.295-303
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• 1988

For microbial production of acetaminophen, a popular analgesic-antipyretic from aniline, we screened various fungi and bacteria. And we succeeded to some extents in acetaminophen production by successful protoplast fusion between S. lividans and S. globisporus and also between S. rimosus and S. aureofaciens. However, more fertile results might be brought via performing the cloning of acetanilide p-hydroxylation genes of Streptomyces in yeast. This study was initiated to determine whether the acetanilide p-hydroxylase of Streptomyces is cytochrome P-450 species or non-heme iron protein species. The p-hydroxylationactivity on acetanilide in S. aureofaciens ATCC 10762 was found to be unstable on exposing to the air. However, 100,000xg supernatant of the cell free extracts which were prepared in $N_2$ atmosphere showed the p-hydroxylation activity. Characteristic absorption peak of cytochrome P-450 after reduction with dithionite and addition of CO was not observed in the region of 450nm. Moreover, metyrapone and 2, 6-dichloroindophenol did not affect this enzyme activity, but sodium azide, sodium cyanide, cupric sulfate, cadmium chloride, ${\alpha}$, ${\alpha}'-dipyridyl$, and o-phenanthroline reduced p-hydroxylase activity considerably. S. fradiae NRRL 2702 was shown to have strong p-hydroxylation activity in intact cells. This activity disappeared in its cell free extracts. In its 100,000xg supernatant, however, characteristic absorption peak of cytochrome P-450 after reduction with dithionite and addition of CO was observed at 446nm. Thus, the results herein presented suggest that acetanilide p-hydroxylase of Streptomyces aureofaciens is not related to cytochrome P-450 and may include non-heme iron protein for its activity. However, it is not clear whether acetanilide p-hydroxylase in S. fradiae belongs to the same category of S. aureofaciens.

• Environmental Analysis Health and Toxicology
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• 제16권3호
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• pp.139-142
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• 2001

Acetanilide is a High Production Volume Chemical, which is produced about 2,300 tons/year in Korea as of 1998 survey. Most is used as an intermediate for synthesis of pharmaceuticals and dyes, and the chemical is one of seven chemicals of which human and environmental risk are being assessed by National Institute of Environmental Research under the frame of OECD SIDS program. The Atmospheric Oxidation Program for Microsoft Windows (AOPWIN) is used to estimates the rate constant for the atmospheric, gas－phase reaction between photochemically produced hydroxyl radicals and organic chemicals. It is also used to estimates the rate constant for the gas－phase reaction between ozone and olefinic/acetylenic compounds. The rate constants estimated by the program are then used to calculate atmospheric half－lives for organic compounds based upon average atmospheric concentrations of hydroxyl radicals and ozone. AOPWIN requires only a chemical structure to make these predictions. Structures are entered into AOPWIN by SMILES (Simplified Molecular Input Line Entry System) notations. In this study, one of environmental fate/distribution of the chemical elements, photodegradation of acetanilide was estimated using AOPWIN model based on SMILES notation and chemical name data.

• 대한임상독성학회지
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• 제9권2호
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• pp.49-55
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• 2011

Purpose: Acetanilide has been in widespread use as an amide herbicide compound. However, available data regarding acute human poisoning is scarce. The aim of this study was to analyze the clinical characteristics of acetanilide poisoning in order to identify the risk factors associated with severity. Methods: We conducted a retrospective observational study encompassing the period January 2005 to December 2010, including adult ED patients suffering from acetanilide intoxication. Toxicological history, symptoms observed, clinical signs of toxicity, and laboratory test results were collected for each patient. The patients were classified into two groups for analysis, according their poisoning severity score (PSS). Resulting clinical data and prognostic variables were compared between mild-to-moderate poisoning (PSS 1/2 grades), and severe poisonings and fatalities (PSS 3/4 grades). Results: There were a total of 37 patients, including 26 alachlor, 6 s-metolachlor, 4 mefenacet, and 1 butachlor cases. The majority of patients (81.1%) were assigned PSS 1/2 grades. Changes in mental status and observation of adverse neurologic symptoms were more common in the PSS 3/4 group. The median ingested volume of amide herbicide compound was 250 ml (IQR 200-300 ml) in the PSS 3/4 group, and 80 ml (IQR 50-138 ml) in the PSS 1/2 group. Also, the median GCS observed in the PSS 3/4 group was 13 (IQR 10-14), which was markedly low as compared to a median GCS of 15 in the PSS 1/2 group. Overall mortality rate was 5.4%, and profound cardiogenic shock was observed prior to death in all fatalities. Conclusion: When compared to previous reports, acute acetanilide poisoning resulted in relatively moderate severity. The presence of neurologic manifestations, hypotension, lower GCS score, and larger ingested volumes was associated with more serious effects and mortalities.

• Toxicological Research
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• 제18권1호
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• pp.13-22
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• 2002

In Korea, 2,320 tonnes of acetanilide were mostly wed as intermediates for synthesis in phar-maceuticals or additives in synthesizing hydrogen peroxide, varnishes, polymers and rubber. Only small amount of 120 kg were wed as a stabilizer for hydrogen peroxide solution for hair colouring agents in 1998. Readily available environmental or human exposure data do not exist in Korea at the present time. However, potential human exposures from drinking water, food, ambient water and in work places are expected to be negligible because this chemical is produced in the closed system in only one company in Korea and the processing factory is equipped with local ventilation and air filtering system. Acetanilide could be distributed mainly to water based on EQC model. This substance is readily biodegradable and its bioaccumulation is low. Acute toxicity of acetanilide is low since the L $D_{50}$ of oral exposure in rats is 1,959 mg/kg bw. The chemical is not irritating to skin, but slightly irritating to the eyes of rabbits. horn repeated dose toxicity, the adverse effects in rats were red pulp hyperplasia of spleen, bone marrow hyperplasia of femur and decreased hemoglobin, hematocrit and mean corpuscular hemoglobin concentration. The LOAEL for repeated dose toxicity in rats was 22 mg/kg/day for both sexes. Acetanilide is not considered to be genotoxic. In a reproductive/developmental toxicity study, no treatment-related changes in precoital time and rate of copulation, impregnation, pregnancy were shown in all treated groups. The NOAELs for reproduction and developmental toxicity (off-spring toxicity) are considered to be 200 mg/kg bw/day and 67 mg/kg bw/day, respectively. Ecotoxicity data has been generated in a limited number of aquatic species of algae (72 hr- $E_{b}$ $C_{50}$; 13.5 mg/l), daphnid (48hr-E $C_{50}$ > 100 mg/l) and fish (Oryzias latipes, 96hr-L $C_{50}$; 100 mg/l). Form the acute toxicity values, the predicted no effect concentration (PNEC) of 0.135 mg/1 was derived win an assessment factor of 100. On the basis of these data, acetanilide was suggested as currently of low priority for further post-SIDS work in OECD.in OECD.D.

• Environmental Analysis Health and Toxicology
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• 제15권1_2호
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• pp.19-29
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• 2000

아세트아닐리드는 의약품과 염료의 합성과정에서 중간체로서 공기와 폐수를 통하여 환경 중에 방출될 수 있다. 아세트아닐리드는 호기적 조건하에서 신속히 생분해되고 OH 래디컬의 존재하에 간접적으로 광분해된다. 생물농축계수는 4.5로 추정되므로 수생생물에서의 생물농축은 낮을 것으로 예상된다. 아세트아닐리드에 관한 생태독성학적 데이터 조사결과 4종 어류에 대한 급성독성치만 보고되어 있으며, EUSES시스템에 의하면 어류에서의 최저 PNEC 값(예상 무작용농도)은 0.01mg/l이고 표면수에서의 PEC값(예상 환경농도)은 지역수준에서 최악의 경우 9.1$\times$$10^{-5}$mg/l이다. 지역수준에서 표면수에 대한 아세트아닐리드의 RCR(위해성지수)은 9.1$\times$$10^{-3}$으로 추정되어 어류에 대한 안전성은 충분하다. 그러나 국지 수준에서의 RCR은 물과 침적물에서 각각 1.3과 1.6이므로 제조공장 주변에서는 생태독성 위험이 존재할 것으로 추정된다. 아세트아닐리드의 환경위해성 평가를 보다 정확하게 하기 위해서는 물벼룩과 조류에 대한 급성독성 자료가 보완되어야 할 것이며, 따라서 이에 대한 실험이 진행되어야 할 것으로 사료된다.

• 한국환경농학회지
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• 제3권1호
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• pp.1-9
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• 1984

Alachlor의 토양중 분해산물인 2,6-diethyl-N-(methoxymethyl) acetanilide(분해산물 1)와 2-hydroxy-2',6'-diethyl-N-(methoxymethrl) acetanilide (분해산물 2)를 합성하였다. 분해산물 1은 실온에서 아연분말 존재하에 alachlor를 3N-염산과 반응시켜서 얻었고 분해산물 2는 alachlor를 중탄산소다의 포화용액과 $90^{\circ}C$에서 78시간 반응시켜 합성하였다. 분해산물 2는 $5{\times}10^{-4}M$와 $1{\times}10^{-3}M$의 농도에서 특히 어린벼에 alachlor와 거의 같은 독성을 보인 반면 분해산물 1은 그 약효를 상실하였다. 따라서 alachlor 구조중의 염소원자를 수산기로 치환해도 alachlor의 식물독성은 별 영향을 받지 않으나 수소원자로 치환할 경우는 영향을 받는 것으로 보인다.

• Environmental Analysis Health and Toxicology
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• 제16권4호
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• pp.223-226
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• 2001

Acetanilide is a High Production Volume Chemical, which is produced about 2,300 tons/year in Korea as of 1998 survey. Most is used as an intermediate for synthesis of pharmaceuticals and dyes. The chemical is one of seven chemicals, which are under the frame of OECD SIDS program sponsored by National Institute of Environmental Research of Korea. Regarding the information on the environmental fate. bioconcentration is one of important factor to estimate the environmental tranfer. However, measurement of bioconcentration needs high expense and time. For this reason, OECD recommends to use BCFWIN model to estimate bioconcentration of organic chemicals, BCFWIN estimates the bioconcentration factor (BCF) of an organic compound using the log octanol-water partition coefficient (Kow) of the compound. Structures are entered into BCFWIN through SMITES (Simplified Molecular Input Line Entry System) notations. The BCFWIN method classifies a compound as either ionic or non-ionic. ionic compounds include carboxylic acids, sulfonic acids and salts of sulfonic acids, and charged nitrogen compounds (nitrogen with a + 5 valence such as quaternary ammonium compounds). All other compounds are classified as non-ionic. In this study, bioaccumulation of acetanilide was estimated using BCFWIN model based on SMIIES notation, chemical name data and partition coefficient as one of environmental fate/distribution of the chemical elements.

• Environmental Analysis Health and Toxicology
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• 제15권1_2호
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• pp.31-37
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• 2000

아세트아닐리드는 그의 생산 및 이용 공장에서 환경으로 방출된 다음 인체에 노출될 수 있다. 아세트아닐리드는 진통효과클 나타내는 것으로 알려져 과도 노출시에는 건강에 부작용을 초래할 수 있다. EUSES시스템에 의하면 아세트아닐리드는 지역노출의 경우 6$\times$$10^4$을 초과하는 높은 MOS 값(안전성 마진)을 보여주어 공중보건상 충분히 안전한 것으로 나타났다 국지수준(작업장)에서 경피노출에 의한 MOS최저 값은 3$\times$$10^{-4}$으로 추정되었지만 작업장에서 개인장비나 환기와 같은 예방조치에 의하여 그 위험을 부분적으로 경감시킬 수 있다. 아세트아닐리드는 분진 흡입하는 작업자에게 위험 가능성이 나타날 수 있다. 작업장에서 건강보호를 위해서는 산업보건 측면에서의 안전함이 증명될 수 있도록 반복투여독성, 생식독성 및 발육독성에 관한 자료가 보완되어야 할 것이며, 따라서 이에 대한 실험이 진행되어야 할 것으로 사료된다.