Liquid chromatographic determination of 2-(2-quinolinyl)-1H-indene-1,3-[2H]-dione and other organic-soluble matter in D&C Yellow No. 10

A sensitive, reproducible method that uses an Extrelut QE column and liquid chromatography (LC) in the reverse phase mode is described for the determination of 2-(2-quinolinyl)-1H-indene-1,3-[2H]-dione and other organic-soluble matter found in D&C Yellow No. 10. With this method the organic-soluble matter is extracted from D&C Yellow No. 10 on an Extrelut QE column, and the extract is concentrated and analyzed by LC. Recoveries averaged 104% for 2-(2-quinolinyl)-1H-indene-1,3-[2H]-dione added to purified D&C Yellow No. 10 at levels ranging from 0.50 to 5.96 ppm.     

Liquid chromatographic determination of Lake Red C amine and 2-naphthol in D&C Red No. 8

A method is described for the determination of the intermediates in D&C Red No. 8 by reverse-phase liquid chromatography (LC). The pigment is dissolved in boiling 95% ethanol-water (1 + 1) and then precipitated. The filtrate is chromatographed by gradient elution. Calibrations from peak areas at 254 nm for Lake Red C Amine sodium salt (LRCA-Na) and at 229 nm for 2-naphthol were linear, with prediction limits of 0.200 +/- 0.006% and 0.200 +/- 0.003%, respectively, for the maximum permitted levels. Calibration limits of determination were 0.01% for LRCA-Na and 0.006% for 2-naphthol. A 99% confidence level was used. Recoveries were 100.0-100.4% for LRCA-Na and 97.1-101.8% for 2-naphthol, each added at levels of 0.025-0.2%. Certified lots of D&C Red No. 8 that were analyzed by the LC method contained higher levels of LRCA-Na but the same levels of 2-naphthol when compared to results obtained previously by a cellulose column method, in which the pigment is not dissolved. The solubilities of D&C Red No. 8 in hot and room temperature solutions of 95% ethanol-water (1 + 1), water, and 95% ethanol were estimated.     

Thin layer chromatographic detection and spectrophotometric determination of the trisodium salt of 1,3,6-pyrenetrisulfonic acid in D&C Green No. 8

A thin layer chromatographic method is presented for separating the reaction by-product 1,3,6-pyrenetrisulfonic acid (trisodium salt) (PTS) from D&C Green No. 8 (8-hydroxy-1,3,6-pyrenetrisulfonic acid). PTS is detected visually, extracted from the adsorbent, and determined spectrophotometrically. Recoveries of PTS added at 0.75-6.73% levels to 8-hydroxy-1,3,6-pyrenetrisulfonic acid ranged from 80.0 to 94.8%.     

Liquid chromatographic determination of 2,4-dinitroaniline and 2-naphthol in D&C Orange No. 17

A method is described for the determination of the intermediates in D&C Orange No. 17 by reverse phase liquid chromatography. The pigment is dissolved in boiling dioxane and then precipitated. The filtrate is chromatographed by isocratic elution, which is followed by a wash and equilibration. Peak area calibrations were linear. At the provisional specification levels, 99% prediction limits were 0.200 +/- 0.0012% 2,4-dinitroaniline (2,4-DNA) and 0.200 +/- 0.006% 2-naphthol. The limits of determination were 0.0023% for 2,4-DNA and 0.013% for 2-naphthol at the 99.5% confidence level. Recoveries were 98-100% for 2,4-DNA added at the 0.005-2% level, and 93-103% for 2-naphthol added at the 0.025-2% level. A survey of certified D&C Orange No. 17 samples showed that the lots contained higher levels of the intermediates than were determined previously by a cellulose column method, in which the pigment is not dissolved.     

Thin layer chromatographic separation and spectrodensitometric determination of higher and lower sulfonated subsidiary dyes in FD&C Yellow No. 6.

A thin layer chromatographic method is presented by which higher and lower sulfonated subsidiary dyes are simultaneously separated from FD&C Yellow No. 6. After separation, the colors are quantitated directly, using a spectrodensitometer. Recoveries of 1, 2, and 5% of added 1-(4-sulfophenylazo)-2-naphthol-3,6-disulfonic acid ranged from 92 to 111%. Recoveries of 1, 2, and 5% of added 1-(4-sulfophenylazo)-2-naphthol ranged from 90 to 110%.     

黄河兰州段邻苯二甲酸酯类有机污染物健康风险评价

近年来黄河兰州段的邻苯二甲酸酯类污染日渐严重,为研究黄河兰州段水体中邻苯二甲酸酯类有机污染物对人体产生的潜在健康危害风险,根据黄河兰州段2005年5个采样点水质监测数据,应用美国环境保护局（USEPA）的健康风险评价方法对邻苯二甲酸酯类有机污染物通过饮水和皮肤接触2种途径进入人体的健康风险进行了初步评价。结果表明,黄河兰州段邻苯二甲酸酯类有机污染物的非致癌风险指数值均小于1,其中邻苯二甲酸二（2-乙基己基）酯的非致癌风险指数值相对较高,在10-2数量级,偏高于邻苯二甲酸正丁酯。从位于兰州市饮用水水源地范围内的3号采样点（S3）采集的水样中邻苯二甲酸酯类有机污染物的非致癌风险指数值偏高,具有较高的健康风险。不同暴露途径健康风险的对比表明,饮水是水体中有毒有机污染物危害人体健康的最主要途径,其对人体健康总风险的贡献远大于洗浴皮肤暴露。常规的自来水处理工艺不能有效地去除源水中微量PAEs等有机污染物,因此地面水特别是饮用源水PAEs污染具有较大的健康风险。与国内其他地区相比,黄河兰州段邻苯二甲酸酯类有机污染物的非致癌风险亦较高。     

Gas-liquid chromatographic determination of benzoic acid and sorbic acid in foods: NMKL collaborative study

A gas-liquid chromatographic method for the simultaneous determination of benzoic acid and sorbic acid in foods was collaboratively studied by 8 laboratories. Benzoic and sorbic acids are isolated from food by successive extractions with ether, sodium hydroxide, and methylene chloride, converted to trimethylsilyl (TMS) esters, and determined by gas-liquid chromatography. Phenylacetic acid and caproic acid are used as internal standards for benzoic acid and sorbic acid, respectively. Seven samples were collaboratively studied: almond paste, fish homogenate, and apple juice with benzoic and sorbic acid levels from 0.04 to 2 g/kg. Average recoveries (%) for benzoic and sorbic acids were as follows: almond paste, 99.6 and 101.2; fish homogenate, 99.2 and 97.4; and apple juice 98.2 and 106.6. The reproducibility coefficients of variation (%) for benzoic and sorbic acids at 0.5-2 g/kg levels were 3.5-6.1 and 5.2-9.0; and at the 0.04 g/kg level, 14.7 and 23.3, respectively. The method has been adopted official first action at 0.5-2 g/kg levels.     

High pressure liquid chromatographic determination of 4,4'-(diazoamino)-dibenzenesulfonic acid in FD&C yellow no. 6.

Fourteen analysts from 9 laboratories evaluated a high pressure liquid chromatographic procedure for the determination of 4,4'-(diazoamino)-dibenzenesulfonic acid (DAADBSA) in FD&C Yellow No. 6. Each collaborator analyzed 5 samples nominally containing 0-0.050% DAADBSA. The repeatability and reproducibility of the method are estimated to be 0.003% and 0.020%, respectively. The method has been adopted as offical fist action.     

白菜型冬油菜‘陇油7号’叶片响应低温胁迫的差异蛋白鉴定与分析

为了从蛋白质组学的角度探讨超强抗寒品种白菜型冬油菜‘陇油7号’的抗寒机理,本研究采用TCA(三氯乙酸)-丙酮沉淀法,提取低温胁迫(4℃,7 d)前后的叶片总蛋白,对蛋白提取方法、IPG(固定pH梯度)胶条种类等环节进行了优化,运用双向电泳和质谱分析技术,鉴定了低温胁迫下‘陇油7号’5叶期叶片总蛋白质组分的表达差异模式。结果表明:改进后的蛋白质提取液(含DTT,二硫苏糖醇)和PVPP(聚乙烯吡咯烷酮)得到的蛋白质平均浓度较改进前高3.42μg·μL-1,除盐时间较改进前短1.14 h;同时,含蛋白酶抑制剂苯甲基磺酰氟(PMSF)的蛋白提取液获得的蛋白质种类丰富,凝胶图谱中可检测到661个蛋白点,较改进前可测蛋白点数(587)提高11.2。采用17 cm p H 4~7的IPG胶条的电泳能更好地分离蛋白,得到重复性好、分辨率高的蛋白质组图谱。利用PDQuest 8.0软件分析比较了超强抗寒品种‘陇油7号’低温胁迫前后的蛋白组表达谱,发现低温胁迫前后共有15个质变的蛋白质点,推测这些差异蛋白点可能与低温胁迫的响应有关。进一步对质变的蛋白质点进行了质谱分析,鉴定出11个与低温胁迫相关的蛋白质点,这些蛋白包括光合作用相关的蛋白、糖代谢相关的蛋白、物质运输相关的蛋白和逆境响应相关的蛋白。而且,低温胁迫处理前后,‘陇油7号’叶片蛋白质的表达水平存在明显差异,这些差异蛋白可能在冬油菜抗寒响应中发挥重要作用。     

Analysis of a model reaction system containing cysteine and (E)-2-methyl-2-butenal, (E)-2-hexenal, or mesityl oxide

Cysteine conjugates, resulting from the addition of cysteine to alpha,beta-unsaturated carbonyl compounds, are important precursors of odorant sulfur compounds in food flavors. The aim of this work was to better understand this chemistry in the light of the unexpected double addition of cysteine to two unsaturated aldehydes. These reactions were studied as a function of pH. When (E)-2-methyl-2-butenal (tiglic aldehyde, 4) was treated with cysteine in water at pH 8, the major product formed was the new compound (4R)-2-(2-[[(2R)-2-amino-2-carboxyethyl]thio]methylpropyl)-1,3-thiazolidine-4-carboxylic acid (6). Under acidic conditions (pH 1), we also observed a double addition, but the second cysteine was linked by a vinylic sulfide bond to form the previously unreported major product, (2R,2'R,E)-S,S'-(2,3-dimethyl-1-propene-1,3-diyl)bis-cysteine (7). When (E)-2-hexenal (12) was treated with cysteine under acidic conditions, the major product was the novel (4R,2' 'R)-2-[2'-(2' '-amino-2' '-carboxyethylthio)pentyl]-1,3-thiazolidine-4-carboxylic acid (13), and the formation of an vinylic sulfide compound analogous to 7 was not observed. Reduction of the acidic crude reaction mixture with NaBH(4) afforded 13 and the cysteine derivative (R)-S-[1-(2-hydroxyethyl)butyl]cysteine (14) in 14% yield. Treating (E)-2-hexenal with cysteine at pH 8 followed by NaBH(4) reduction yielded the new product (3R)-7-propylhexahydro-1,4-thiazepine-3-carboxylic acid (15). Addition of cysteine to mesityl oxide (16), at pH 8, followed by reduction with NaBH(4) furnished (R)-S-(3-hydroxy-1,1-dimethylbutyl)cysteine (3) and the new compound (3R)-hexahydro-5,7,7-trimethyl-1,4-thiazepine-3-carboxylic acid (18).     

Fate and impact on microorganisms of rice allelochemicals in paddy soil

Allelopathic rice can release allelochemicals from roots to inhibit neighboring plant species, but little is currently known about their fate and impact on microorganisms in paddy soil. This study showed that allelopathic rice PI312777 released much higher concentrations of allelochemical (5,7,4'-trihydroxy-3',5'-dimethoxyflavone) than non-allelopathic rice Liaojing-9 in field. When quantitative 5,7,4'-trihydroxy-3',5'-dimethoxyflavone was added into soil, flavone gave a short half-life of 18.27 +/- 2.32 h (r(2) = 0.94) and could easily be degraded into benzoic acid. Benzoic acid with a half-life of 29.99 +/- 2.19 h (r(2) = 0.96) was more resistant toward degradation in paddy soil. Furthermore, both the culturable microbial population and the entire microbial community structure of soil incubated with flavone and benzoic acid were evaluated using the soil dilution plate method and phospholipid fatty acid (PLFA) analysis, respectively. It appeared from the results that flavone could reduce microorganisms especially for fungi present in paddy soil, while benzoic acid could induce a higher response for soil microorganisms especially for bacteria. Consequently, flavone would be responsible for the dynamics of soil microorganisms during the early period, and any observed effect during the late period would be very likely due to its degradation product benzoic acid rather than flavone itself. These results suggested that allelopathic rice varieties could modify soil microorganisms to their advantage through the release of allelochemicals. The concentration and fate of discriminating 5,7,4'-trihydroxy-3',5'-dimethoxyflavone between allelopathic and non-alleloparhic varieties tested in rice soil would result in the different patterns of microbial population and community structure in paddy ecosystems.     

Rapid identification of color additives, using the C18 cartridge: collaborative study

Nine laboratories collaboratively studied a method for the separation and identification of the 7 permitted FD&C color additives (Red Nos. 3 and 40; Blue Nos. 1 and 2; Yellow Nos. 5 and 6; Green No. 3) and the banned FD&C Red No. 2 in foods. The method is based on use of a commercial C18 cartridge and spectrophotometry or thin layer chromatography. Collaborators analyzed 5 commercial products (noodles, candy, carbonated soda, flavored gelatin, and powdered drink) and 2 dye mixtures (one containing FD&C Red Nos. 2, 3, and 40; the other containing FD&C Green No. 3 and Red No. 3). All of the colors were identified with little or no difficulty by 8 collaborators. The method has been adopted official first action.     

Separation,characterization, and quantitation of benzoic and phenolic antioxidants in American cranberry fruit by GC-MS

A GC-MS method is reported for separation and characterization of widely different amounts of benzoic and phenolic acids as their trimethylsilyl derivatives simultaneously in cranberry. Fifteen benzoic and phenolic acids (benzoic, o-hydroxybenzoic, cinnamic, m-hydroxybenzoic, p-hydroxybenzoic, p-hydroxyphenyl acetic, phthalic, 2,3-dihydroxybenzoic, vanillic, o-hydroxycinnamic, 2,4-dihydroxybenzoic, p-coumaric, ferulic, caffeic, and sinapic acid) were identified in cranberry fruit in their free and bound forms on the basis of GC retention times and simultaneously recorded mass spectra. Except for benzoic, p-coumaric, caffeic, ferulic, and sinapic acids, 10 other phenolic acids identified have not been reported in cranberry before. The quantitation of the identified components was based on total ion current (TIC). The experimental results indicated cranberry fruit contains a high content of benzoic and phenolic acids (5.7 g/kg fresh weight) with benzoic acid being the most abundant (4.7 g/kg fresh weight). The next most abundant are p-coumaric (0.25 g/kg fresh weight) and sinapic (0.21 g/kg fresh weight) acid. Benzoic and phenolic acids occur mainly in bound forms and only about 10% occurs as free acid.     

烟草根系分泌物酚酸类物质的鉴定及其对根际微生物的影响

【目的】烟草连作已导致土传病害发生、 烟株生长受抑制、 产量下降和品质恶化等问题。烟株对自身及土壤微生物产生的化感作用,是烟草产生连作障碍的一个重要原因,其中化感物质中的根系分泌物是烟株与土壤微生物间相互作用的重要物质,探索烟草根系分泌物对根际微生物生长的影响是生物防控烟草青枯病的理论依据。【方法】本文利用超高效液相色谱串联四级杆飞行时间质谱(UPLC-Q-TOF/MS)技术,分离、 鉴定烟草根系分泌物中主要酚酸类物质的种类和含量; 通过添加外源酚酸类物质,研究在液体培养基中烟草根系分泌物中的主要酚酸类物质对病原菌及拮抗菌的影响,并在土壤中添加鉴定出的主要酚酸类物质; 通过土壤培育试验,研究其对土壤微生物多样性和数量变化,特别是对烟草青枯病菌及其拮抗菌生长的影响。【结果】1)烟草根系分泌物粗提物对病原菌(茄科劳尔氏菌)生长的促进率为16.8％,对拮抗菌(短短芽孢杆菌)的生长抑制率达到29.4％; 2)UPLC-Q-TOF/MS检测根系分泌物中主要酚酸类物质为苯甲酸和3-苯丙酸,含量分别为0.25 μg/g干根重和1.15 μg/g干根重; 3)液体培养外源添加低浓度的苯甲酸(≤ 2 μg/L)和3-苯丙酸(≤ 3 μg/L)促进病原菌和拮抗菌的生长; 4 μg/L的苯甲酸对病原菌生长抑制作用不显著,对拮抗菌生长的抑制率达到90.2％,6 μg/L的 3-苯丙酸对病原菌的生长具有促进作用,对拮抗菌的生长抑制率达到81.1％,外源高浓度苯甲酸(≥4 μg/L)和3-苯丙酸(≥ 7 μg/L)抑制病原菌与拮抗菌的成长; 4)土壤中添加3 μg/kg土的苯甲酸时,土壤中病原菌的数量增加12.3％,而拮抗菌的数量减少21.0％,土壤细菌、 放线菌和真菌的数量分别降低37.5％,41.9％和55.6％; 3-苯丙酸浓度达到8 μg/kg土时,拮抗菌生长量减少14.5％,对病原菌没有显著影响,土壤细菌、 放线菌和真菌的数量分别降低69.9％,57.2％和80.7％; 5)土壤添加4 μg/kg的苯甲酸和7 μg/kg的3-苯丙酸后,土壤微生物Shannon指数、 Simpson指数、 McIntosh指数显著下降,分别仅为对照的57.7％、 94.1％、 88.1％和97.6％ 73.3％、 80.0％。【结论】烟草根系分泌物粗提物促进病原菌生长抑制拮抗菌生长,根系分泌物中酚酸类物质主要为苯甲酸和3-苯丙酸,液体培养中4 μg/L的苯甲酸或6 μg/L的 3-苯丙酸浓度是对病原菌生长抑制不明显但显著抑制拮抗菌生长的分界点,土壤外源添加3 μg/kg的苯甲酸或8 μg/kg的3-苯丙酸时,是土壤增加病原菌减少拮抗菌数量的分界点,同时土壤微生物功能多样性显著下降,病原菌对根系分泌物中苯甲酸和3-苯丙酸的利用优于拮抗菌,这也是烟草长期连作引起青枯病暴发流行的机理之一。     

苯甲酸胁迫下间作对蚕豆自毒效应的缓解机制

苯甲酸是引起蚕豆连作障碍的主要自毒物质之一。本文采用水培试验,研究了不同浓度苯甲酸[C0(0 mg?L-1)、C1(50 mg?L-1)、C2(100 mg?L-1)和C3(200 mg?L-1)]处理对与小麦间作的蚕豆幼苗生长和枯萎病发生的影响,从生理抗性角度探讨小麦与蚕豆间作对缓解苯甲酸自毒效应的机制,为合理利用间作缓解连作障碍,实现农业可持续发展提供科学依据。结果表明:与C0处理相比,不同浓度苯甲酸处理均显著抑制了蚕豆幼苗的生长,并且随处理浓度升高,抑制效应增强;同时显著提高了蚕豆枯萎病发病率和病情指数;蚕豆根系和叶片的MDA含量显著提高,但抗氧化酶(POD和CAT)活性和病程相关蛋白(β-1,3-葡聚糖酶和几丁质酶)活性均随苯甲酸处理浓度升高而降低。表明不同浓度苯甲酸处理均显著抑制了蚕豆的生长,降低蚕豆的生理抗性而促进枯萎病发生。与单作蚕豆相比,蚕豆与小麦间作显著提高了苯甲酸胁迫下蚕豆的地上部干重(17.0%~47.1%),降低了发病率(11.1%~25.0%)和病情指数(20.0%~42.1%);蚕豆根系和叶片中POD活性分别提高12.9%~16.9%和9.3%~24.9%,CAT活性分别提高10.3%~54.0%和6.6%~20.5%,蚕豆根系的β-1,3-葡聚糖酶和几丁质酶活性分别提高4.7%~13.1%和6.7%~15.8%,MDA含量分别降低19.5%~25.4%和20.5%~29.9%。C2处理下间作提高抗氧化酶和病程相关蛋白活性的效果最好,抗病效果最佳。表明小麦与蚕豆间作通过提高蚕豆的生理抗性而减轻苯甲酸引起的枯萎病危害,促进蚕豆生长,是缓解苯甲酸自毒效应的有效措施。     

Soil metabolism of a new herbicide, [14C]Pyribenzoxim, under flooded conditions

To elucidate the fate of a new pyrimidinyloxybenzoic herbicide, pyribenzoxim, a soil metabolism study was carried out with [14C]pyribenzoxim applied to a sandy loam soil under flooded conditions. The material balance of applied radioactivity ranged from 96.4 to 104.4% and from 96.1 to 101.9% for nonsterile and sterile soils, respectively. The half-life of [14C]pyribenzoxim was calculated to be approximately 1.3 and 9.4 days for nonsterile and sterile soils, respectively. The metabolites identified during the study were 2,6-bis(4,6-dimethoxypyrimidin-2-yloxy)benzoic acid (M1) and 2-hydroxy-6-(4,6-dimethoxypyrimidin-2-yloxy)benzoic acid (M2), resulting from the cleavage of the ester bond and subsequent hydrolysis. The nonextractable radioactivity levels increased to 37.8% for nonsterile conditions at 50 days after treatment and to 38.2% for sterile conditions at 60 days after treatment. Fractionation of the nonextractable soil residues indicated that bound radioactivity was associated mainly with humin fraction. No significant volatile products or [14C]carbon dioxide was observed during the study. On the basis of these results, pyribenzoxim is considered to undergo rapid degradation in soil by microbial and chemical reactions, mainly hydrolysis, which limits its transfer to and accumulation in lower soil layers and groundwater. Therefore, the possibility of environmental contamination from the use of pyribenzoxim is expected to be very low.     

Degradation of benzoic acid in the terrestrial crustacean, Oniscus asellus

The rate of respiration of radioactive CO₂ from fasting Oniscus asellus L. during 7.5 days was qualitatively similar for ring-labeled and carboxyl-labeled benzoic acid. The rate of respiration of ring-labeled benzoic acid during 7 days was quantitatively similar for isopods that were fed throughout, and had received 0.09 μg benzoic 1-¹⁴C acid with or without a “load” of 30 μg of unlabeled benzoic acid. The “loaded” animals displayed a qualitative difference in respiring greater quantities of CO₂ at night vs day.At 15°C in July, 24.4 per cent of the radioactivity from an injected dose of benzoic l-¹⁴C acid was respired over a 7 day period; 1.3 per cent was excreted; 1.9 per cent was present as carbonates; 5.4 per cent was ether-extractable, of which 48 per cent was chromatographically accountable as benzoic acid; and 56.7 per cent of the label was retained in the body.Ring-labeled carbon from benzoic acid was incorporated into the tissues of the isopod. An analysis of a hydrolyzate from the soluble cellular fraction showed at least six identifiable amino acids and four unidentifiable components.     

Natural fungicides from Ruta graveolens L. leaves,including a new quinolone alkaloid

Bioassay-directed isolation of antifungal compounds from an ethyl acetate extract of Ruta graveolens leaves yielded two furanocoumarins, one quinoline alkaloid, and four quinolone alkaloids, including a novel compound, 1-methyl-2-[6'-(3' ',4' '-methylenedioxyphenyl)hexyl]-4-quinolone. The (1)H and (13)C NMR assignments of the new compound are reported. Antifungal activities of the isolated compounds, together with 7-hydroxycoumarin, 4-hydroxycoumarin, and 7-methoxycoumarin, which are known to occur in Rutaceae species, were evaluated by bioautography and microbioassay. Four of the alkaloids had moderate activity against Colletotrichum species, including a benomyl-resistant C. acutatum. These compounds and the furanocoumarins 5- and 8-methoxypsoralen had moderate activity against Fusarium oxysporum. The novel quinolone alkaloid was highly active against Botrytis cinerea. Phomopsis species were much more sensitive to most of the compounds, with P. viticola being highly sensitive to all of the compounds.     

连作年限对植烟根际土壤化感物质积累的影响——以湖北黄棕壤烟田为例

为明确烤烟不同连作年限对土壤化感物质积累的影响,以湖北典型的植烟黄棕壤为例,采用甲醇提取–乙酸乙酯3次萃取-GC-MS检测方法,分析其根际土壤中化感物质的组成和含量.结果共检测出化感物质5类13种,其中邻苯二甲酸、对羟基苯甲醛和邻苯二甲酸二异辛酯等在以往植烟土壤研究中未见报道;化感物质含量随连作年限的延长呈增加趋势,与...     

Metabolism of furametpyr. 2. (14)C excretion, (14)C concentrations in tissues, and amounts of metabolites in rats

14C-Labeled furametpyr [N-(1,3-dihydro-1,1, 3-trimethylisobenzofuran-4-yl)-5-chloro-1, 3-dimethylpyrazole-4-carboxamide, Limber] was dosed to male and female rats at 1 (low dose) and 200 or 300 mg/kg (high dose). Elimination of furametpyr was rapid, and the dosed (14)C was substantially excreted within 7 days (45.5-53.3% in feces, 44.1-53. 8% in urine, and 0.01% in expired air). However, (14)C excretion rate showed sex- and dose-related differences, more rapid in males at low dose. (14)C concentrations in tissues decreased rapidly to generally low levels at 7 days (<0.004 ppm with the low dose and <1. 1 ppm with the high dose). Forty metabolites were detected, and 13 metabolites and 4 glucuronides were identified. A small amount of unchanged furametpyr was detected in feces (0.1-0.5% of the dose). The major metabolites in tissues were N-demethylated metabolites. In a bile study, 52.5-54.2% of the dosed (14)C was rapidly excreted into bile within 2 days. The absorption ratio was estimated to be >93.7% for the low dose (1 mg/kg). Major metabolites in bile were glucuronic acid conjugates of furametpyr hydroxides. On the basis of the results, furametpyr is substantially absorbed from the gastrointestinal tract after oral administration, rapidly distributed to tissues, extensively metabolized, and excreted into urine and bile or feces.