Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
이프로다이온
이프로다이온 · 이프로디온 · 이프로다이온(IPRODIONE) · IPRODION · CHIPCO 26019 · 3-（3，5-dichlorophenyl)-1-iso-propylcarbamoylhydantion · 3-(3,5-Dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide · KIDAN
식별자 및 물리적 특성
| CAS No. | 36734-19-7 |
|---|---|
| 분자식 | C13H13Cl2N3O3 |
| 평균 분자량 | 330.16 g/mol |
| 단동위원소 질량 | 329.0333967 g/mol |
| SMILES | CC(C)NC(=O)N1CC(=O)N(c2cc(Cl)cc(Cl)c2)C1=O |
| InChIKey | ONUFESLQCSAYKA-UHFFFAOYSA-N |
| PubChem CID | 37517 |
| ChEMBL | CHEMBL1862887 |
| ChEBI | CHEBI:28909 |
| EC No. | 253-178-9 |
| DTXSID | DTXSID3024154 |
| 현지명 | 이프로다이온 |
화학 및 물리적 성질
| XLogP | 3.1 |
|---|---|
| 극성 표면적 | 69.7 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 21 |
| 형식 전하 | 0 |
| 복잡도 | 448 |
| LogP(분배 계수) | log Kow = 3.00 |
| 냄새 | Odorless |
| Color/Form | Colorless crystalsWhite crystals |
| 용해도 | Solubility at 20 °C (g/l): ethanol 25methanol 25acetone 300dichloromethane 500dimethylformamide 500Solubility (20 °C): 300 g/l acetophenone, anisole500 g/l 1-methyl-2-pyrrolidoneSolubility: acetonitrile 150, toluene 150, benzene 200 (all in g/l at 20 °C)In water, 13.9 mg/l @ 25 °C.0.0139 mg/mL at 25 °CDMSO: 100 mg/mL (302.87 mM) |
| Corrosivity | Non-corrosive to metals |
| 인화점 | >100 °C2 °C |
| Decomposition | DT50 1-7 days (pH 7), <1 hr (pH 9). Aqueous solns degraded by uv light.When heated to decomposition it emits very toxic fumes of /nitrogen oxides & hydrogen chloride/. |
| 녹는점 | approx 136 °C130-134 °C(lit.) |
| 증기압 | 3.75X10-9 mm Hg @ 25 °C5 x 10-7 Pa (25 °C) |
| 헨리 상수 | Henry's Law constant = 3.12X10-9 atm-cu m/mole @ 25 °C7.1×102 mol/(m3Pa) at 25℃, Barcelo and Hennion (1997) |
| Physical Description | Colorless odorless solid[Merck Index] White powder[MSDSonline] |
| Stability/Shelf Life | Relatively stable to acid media, but decomposed in alkaline media. |
| 밀도 | 1.6223 (rough estimate) |
| 굴절률 | 1.6140 (estimate) |
| 저장 조건 | Sealed in dry,Room Temperature |
| pKa(산도 계수) | 9.19±0.20(Predicted) |
| 물리적 상태 | Solid |
| 색상 | White to off-white |
| 용해도 | 0.0013g/100mL |
| Merck | 13,5096 |
| BRN | 895003 |
| 주요 응용 | 농업청소용품화장품환경음식 및 음료개인 위생 관리 |
| InChI | 1S/C13H13Cl2N3O3/c1-7(2)16-12(20)17-6-11(19)18(13(17)21)10-4-8(14)3-9(15)5-10/h3-5,7H,6H2,1-2H3,(H,16,20) |
| InChIKey | ONUFESLQCSAYKA-UHFFFAOYSA-N |
| SMILES | CC(C)NC(=O)N1CC(=O)N(C1=O)c2cc(Cl)cc(Cl)c2 |
| LogP(분배 계수) | 3.000 |
| NIST | Iprodione(36734-19-7) |
| EPA | Iprodione (36734-19-7) |
안전 및 규제
| GHS 분류 | WarningH351: Suspected of causing cancer [Warning Carcinogenicity]H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]P203, P273, P280, P318, P391, P405, and P501 (click each P-code to see the statement)Danger |
|---|---|
| 규제 정보 | Hazard Traits - CarcinogenicityAuthoritative List - Prop 65Report - regardless of intended function of ingredient in the productCommission Regulation No 844/2012Iprodione is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)03/31/EC, Reg. (EU) 2016/950, Reg. (EU) 2017/1511, Reg. (EU) 2017/2091, Reg. (EU) No 540/2011, Reg. (EU) No 823/2012Iprodione: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | IMAP assessments - 1-Imidazolidinecarboxamide, 3-(3,5-dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-: Environment tier I assessmentIMAP assessments - 1-Imidazolidinecarboxamide, 3-(3,5-dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-: Human health tier I assessment |
| 유해성 요약 | May cause irritation[MSDSonline] Oral LD50 (mouse) = 1870-2670 mg/kg[Ullmann] |
| FIFRA 요건 | As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA, as amended in 1988, were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern and List D pesticides of less concern. Iprodione is found on List B. Case No: 2335Pesticide type: FungicideCase Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the Reregistration Eligibility Decision (RED) document.Active ingredient (AI): 3-(3-5-Dichlorophenyl-N-(1-methylethyl)-2,4-dioxo- 1-imidazolidinecarboxamideData Call-in (DCI) Date(s): 09/23/91, 03/03/95, 10/13/95AI Status: The producers of the pesticide has made commitments to conduct the studies and pay the fees required for reregistration, and are meeting those commitments in a timely manner.Tolerances are established for the combined residues of the fungicide iprodione [3-(3,5-dichlorophenyl)- N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide], its isomer 3-(1-methylethyl)-N-(3,5-dichlorophenyl)-2,4-dioxo-1-imidazolidinecarboxamide, and its metabolite 3-(3,5-dichlorophenyl)-2,4-dioxo-1-imidazolidine-carboxamide in or on the following raw agricultural commodities: almonds (hulls)almonds (nutmeat)apricotsbeans (dried, vine hay)beans (dry)beans (forage)beans (succulent)blueberriesboysenberriesbroccolicaneberriescarrotscherries, sourcherries, sweet, (pre and post-H)cottonseedcurrantsgarlicginsengginsend, driedgrapeskiwi fruitlettucenectarines (pre- and post-H)onions (dry bulb)peaches (pre- and post-H)peanutspeanut foragepeanut hayplums (pre- and post-H)potatoesprunesraisinsrasberriesrice branrice grainrice hullsrice strawand strawberries.Tolerances are established for the combined residues of the fungicide iprodione [3-(3,5-dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide], its isomer 3-(1-methylethyl)-N-(3,5-dichlorophenyl)-2,4-dioxo-1-imidazolidinecarboxamide, and its metabolite 3-(3,5-dichlorophenyl)-2,4-dioxo-1-imidazolidine-carboxamide and [N-(3,5-dichloro-4-hydroxyphenyl)-ureido-carboxamide], all expressed as iprodione equivalents in or on the following raw agricultural commodities of animal origin: cattle, fatcattle, kidneycattle, livercattle, meatcattle, mbyp (except kidney and liver)eggsgoats, fatgoats, kidneygoats, livergoats, meatgoat, mbyp (except kidney and liver)hogs, fathogs, kidneyhogs, liverhogs, meathogs, mbyp (except kidney and liver)horses, fathorses, kidneyhorses, liverhorses, meathorses, mbyp (except kidney and liver)milkpoultry, fatpoultry, liverpoultry, meatpoultry, mbyp (except liver)sheep, fatsheep, kidneysheep, liversheep, meatsheep mbyp (except kidney and liver).Tolerances with regional registration, as defined in 180.1(n), are established for the combined residues of the fungicide iprodione [3-(3,5-dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide], its isomer 3-(1-methylethyl)-N-(3,5-dichlorophenyl)-2,4-dioxo-1-imidazolidinecarboxamide, and its metabolite 3-(3,5-dichlorophenyl)- 2,4-dioxo-1-imidazolidinecarboxamide in or on the following raw agricultural commodity: Chinese mustard. |
| Hazard Classes and Categories | Acute Tox. 3 (15.3%)Carc. 2 (100%)Aquatic Acute 1 (100%)Aquatic Chronic 1 (100%)Carcinogenicity - category 2Hazardous to the aquatic environment (acute) - category 1Hazardous to the aquatic environment (chronic) - category 1Serious eye damage/eye irritation - Category 2BReproductive toxicity - Category 2Specific target organ toxicity - Single exposure - Category 2 (nervous system)Specific target organ toxicity - Repeated exposure - Category 2 (hematopoietic system)Hazardous to the aquatic environment (Long-term) - Category 1Aquatic Chronic 1 |
| 주 식수 지침 | (FL) FLORIDA 280 ug/l |
| 보관 조건 | Do not contaminate water, food, or feed by storage ... of this chemical. |
| 처리 방법 | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.Do not contaminate water, food, or feed by ... disposal of this chemical. |
| Allowable Tolerances | Tolerances are established for the combined residues of the fungicide iprodione [3-(3,5-dichlorophenyl)- N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide], its isomer 3-(1-methylethyl)-N-(3,5-dichlorophenyl)-2,4-dioxo-1-imidazolidinecarboxamide, and its metabolite 3-(3,5-dichlorophenyl)-2,4-dioxo-1-imidazolidine-carboxamide in or on the following raw agricultural commodities: almonds (hulls), 2.0 ppmalmonds (nutmeat), 0.3 ppmapricots, 20.0 ppmbeans (dried, vine hay), 90.0 ppmbeans (dry), 2.0 ppmbeans (forage), 90.0 ppmbeans (succulent), 2.0 ppmblueberries, 15.0 ppmboysenberries, 15.0 ppmbroccoli, 25.0 pmcaneberries, 25.0 ppmcarrots, 5.0 ppmcherries, sour, 20.0 ppmcherries, sweet, (pre and post-H), 20.0 ppmcottonseed, 0.10 ppmcurrants, 15.0 ppmgarlic, 0.1 ppmginseng, 2.0 ppmginsend, dried, 4.0 ppmgrapes, 60.0 ppmkiwi fruit, 10.0 ppmlettuce, 25.0 ppmnectarines (pre- and post-H), 20.0 ppmonions (dry bulb), 0.5 ppmpeaches (pre- and post-H), 20.0 ppmpeanuts, 0.5 ppmpeanut forage, 150.0 ppmpeanut hay, 150.0 ppmplums (pre- and post-H), 20.0 ppmpotatoes, 0.5 ppmprunes, 20.0 ppmraisins, 300.0 ppmrasberries, 15.0 ppmrice bran, 30.0 ppmrice grain, 10.0 ppmrice hulls, 50.0 ppmrice straw, 20.0 ppmand strawberries, 15.0 ppm.Tolerances are established for the combined residues of the fungicide iprodione [3-(3,5-dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide], its isomer 3-(1-methylethyl)-N-(3,5-dichlorophenyl)-2,4-dioxo-1-imidazolidinecarboxamide, and its metabolite 3-(3,5-dichlorophenyl)-2,4-dioxo-1-imidazolidine-carboxamide and [N-(3,5-dichloro-4-hydroxyphenyl)-ureido-carboxamide], all expressed as iprodione equivalents in or on the following raw agricultural commodities of animal origin: cattle, fat, 0.5 ppmcattle, kidney, 3.0 ppmcattle, liver, 3.0 ppmcattle, meat, 0.5 ppmcattle, mbyp (except kidney and liver), 0.5 ppmeggs, 1.5 ppmgoats, fat, 0.5 ppmgoats, kidney, 3.0 ppmgoats, liver, 3.0 ppmgoats, meat, 0.5 ppmgoat, mbyp (except kidney and liver), 0.5 ppmhogs, fat, 0.5 ppmhogs, kidney, 3.0 ppmhogs, liver, 3.0 ppmhogs, meat, 0.5 ppmhogs, mbyp (except kidney and liver), 0.5 ppmhorses, fat, 0.5 ppmhorses, kidney, 3.0 ppmhorses, liver, 3.0 ppmhorses, meat, 0.5 ppmhorses, mbyp (except kidney and liver), 0.5 ppmmilk, 0.5 ppmpoultry, fat, 3.5 ppmpoultry, liver, 5.0 ppmpoultry, meat, 1.0 ppmpoultry, mbyp (except liver), 1.0 ppmsheep, fat, 0.5 ppmsheep, kidney, 3.0 ppmsheep, liver, 3.0 ppmsheep, meat, 0.5 ppmsheep mbyp (except kidney and liver), 0.5 ppm.Tolerances with regional registration, as defined in 180.1(n), are established for the combined residues of the fungicide iprodione [3-(3,5-dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide], its isomer 3-(1-methylethyl)-N-(3,5-dichlorophenyl)-2,4-dioxo-1-imidazolidinecarboxamide, and its metabolite 3-(3,5-dichlorophenyl)- 2,4-dioxo-1-imidazolidinecarboxamide in or on the following raw agricultural commodity: Chinese mustard, 15.0 ppm. |
| 표적 장기 | HematologicReproductive |
| 생태독성 수치 | LD50 Colinus virginianus (Bobwhite quail) oral >2000 mg/kgLD50 Anas platyrhynchos (Mallard) oral 10,400 mg/kgLC50 Rainbow trout 4.1 mg/l/96 hr /Conditions of bioassay not specified/LC50 Bluegill sunfish 3.7 mg/l/96 hr /Conditions of bioassay not specified/ |
| 환경 거동 | TERRESTRIAL FATE: Based on a classification scheme(1), a Koc value of 700(2) indicates that iprodione is expected to have low mobility in soil(SRC). Volatilization of iprodione from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 3.12X10-9 atm-cu m/mole(3). Iprodione is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.75X10-9 mm Hg(4). Iprodione degraded with an observed half-life of 14 to 30 days in aerobic sandy loam soil that was incubated in the dark at 25 degrees C and 75% of 0.33 bar moisture for 276 days(5). The US Dept of Agric's Pesticide Properties Database lists a soil half-life of 14 days for iprodione(2) however, in acclimated soil, the half-life can be as low as 2 days(6)in non-acclimated soil, the half-life can be >35 days(6). Hydrolysis is probably important in moist alkaline soilsthe aqueous hydrolysis half-lives of iprodione (at 25 °C) at respective pHs of 3, 5, 7, and 9 are 545.2, 37.4, 1.1, and 0.015 days(7).TERRESTRIAL FATE: In laboratory studies using Woodstown loamy sand and Lodi loam soils, initial applications of iprodione (1.5-6 ug/g) were reduced to trace levels (<0.05 ug/g) within 8 to 48 weeks(1)the initial half-life in the Lodi loam soil at 21-28 °C, was approximately 1-2 weeks(1). In field plot studies, when iprodione was applied to previously untreated plots, about 3% of initial dose remained after 77 days(2)in plots treated once before, <1% remained after 18 days(2)in plots treated twice, <1% remained after 10 days(2). In additional studies, degradation of iprodione in soil was found to increase with increase in pH and with successive iprodione treatments(3)for example, times for 50% degradation following first, second and third applications were about 30, 12, and 4 days(3)time for 90% loss from previously untreated soils ranged from 22 to 93 days while soils treated once ranged from 16 to 28 days(3). 3,5-Dichloroaniline was identified as an important degradation product of iprodione in soil(4). In a New Zealand study, degradation rates of iprodione were found to increase with successive treatments(5)in untreated soils, 50% disappearance required >35 days while only 3.5 and 2 days were required for the 2nd and 3rd treatments(5).TERRESTRIAL FATE: In a study conducted in San Juan Bautista, California, iprodione was applied eight times to carrots at one pound active ingredient/acre/application(1). Iprodione showed a half-life of seven days in the 0-15 cm soil layer of the silt loam soil with degradation products found in the soil up to 30 cm deep, but not below this. In a study conducted in North Carolina, using the same application rate, the observed half-life was less than three days in the 0-15 cm soil depth of a loamy sand soil. No degradation products or iprodione were detected below 15 cm. The soil pH's in the field studies varied from slightly acidic (pH 6.2-6.8) in North Carolina to slightly basic (pH 7.9-8.0) in California. Based on the studies, pH alone was not a good predictor of the relative rates of degradation of iprodione (< 4 days in NC, 7 days in CA). However, degradation products indicative of hydrolysis were detected suggesting that hydrolysis may be an important route of degradation in the field(1). In another study, an investigation of the leachability of pesticides applied to a golf course was conducted using lysimeters at actual golf courses(2). At a fairway consisting of Korean lawn grass grown over volcanic ash soil, iprodione was applied at 1.5 g/l/sq m. Leachate was collected 40 cm below the surface and analyzed over a 37 day period. At the end of 37 days, a total of 0.2% of the applied iprodione had leached through the fairway soil profile(2). Iprodione's degradation in a soil environment was also studied in five vineyard soils over a 77 day period (3). Iprodione was applied at 4 mg of active ingredient/kg of soil in an aqueous solution on three separate occasions for each soil. Overall, iprodione behaved similarly in each soil even though they each had different characteristics (e.g. texture ranged from sandy-loam to clay-loam). On the first application, it took 35 days to reach 90% degradation, while on the second application, it took 21 days to reach 90% degradaAQUATIC FATE: Based on a classification scheme(1), a Koc value of 700(2) indicates that iprodione is expected to slightly adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon a Henry's Law constant of 3.12X10-9 atm-cu m/mole(4). According to a classification scheme(5), an estimated BCF of 41(SRC), from a log Kow of 3.00(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). Aerobic aquatic metabolism is an important route of degradation for iprodione(8). It degraded with a half-life of 3 to 7 days in a flooded silt loam sediment system incubated in the dark. However, the water used in the experiment was at pH 8.5 suggesting that hydrolysis was a major contributor to iprodione degradation(8,9). The hydrolysis half-lives of iprodione (at 25 °C) at respective pHs of 3, 5, 7, and 9 are 545.2, 37.4, 1.1, and 0.015 days(9).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), iprodione, which has a vapor pressure of the 3.75X10-9 mm Hg at 25 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase iprodione may be removed from the air by wet and dry deposition(SRC). |
| 식품 조사 수치 | Iprodione is one of many pesticides that has been detected in U.S. foods by the US Food and Drug Admin's regulatory monitoring of domestic foods for fiscal years 1983-1986(1) and 1978-1982(6)frequencies of occurrence and concns were not reported(1,6). In a US monitoring survey of 6970 produce samples (fruits and vegetables) collected between 1989 and 1991, iprodione was detected (detection limit of 2.0 ppm) in only two samples(2)the concn in the samples (one grape and one lettuce sample) was not reported(2). During a 5 yr study conducted during 1981-1986, the Los Angeles District Office of the FDA analyzed 19,851 samples of domestic and imported food for pesticide residues(3-4)iprodione was detected in 111 samples at concns ranging from 0.05 to >2.0 ppm(3-4)most detections were in the range from 0.5-2.0 ppm(3-4). In 1989 monitoring conducted by the California Dept of Food and Agric, iprodione was not detected (detection limit of 2.0 ppm) in 40 almond or 29 lettuce samples(5)however, it was detected in 2 peach and one prune samples(5).During the 27 month period between January 1st 1992, and March 31st 1994, Agriculture and Agri-Food Canada analyzed 21,982 samples of fruit and vegetable commodities for pesticide residues. Iprodione was detected in cherries (0.5 ppm), grapes (0.1 ppm), nectarines (< 0.05 ppm), peaches (< 0.05 ppm), and raspberries (< 0.05 ppm)(1). Eight adult foods consumed in relatively large quantities by infants/children were selected from the domestic and import monitoring for 1985-1991 in the United States(2). These foods included apple juice, apples, bananas, grape juice, milk, orange juice, oranges, and pears. Of the 10,000 samples analyzed, only two imported foods, these being pears, had detectable quantities of iprodione at a maximum concentration of 0.22 ppm(2). From 1992-1993, the U.S. Food and Drug Administration(FDA) conducted a statistically based study of pesticide residues in domestic and imported pears and tomatoes(3). Iprodione was detected in one pear sample (concentration not reported). The concentration of various pesticides was determined on fruits, vegetables, and milk products in New York State(4). Iprodione detected in two peaches ranging from 0.003-0.006 ppm (total number of samples not indicated). In 1995, fruits and vegetable samples (397) were collected from eight local markets in Egypt and examined for 52 pesticides(5). Iprodione was detected three times in tomatoes maintain concentration from 0.05-0.22 ppm (0.11 ppm mean). |
| Average Daily Intake | Based upon results of the FDA's pesticide residue monitoring program for fiscal year 1988, the avg daily intake of iprodione for various age groups were as follows(1): 6-11 month old: 0.0017 ug/kg body wt/day14-16 yr-old males: 0.0013ug/kg body wt/day60-65 yr old females: 0.0014 ug/kg body wt/day(1). In September of 1998, the EPA estimated that the exposure of iprodione through the consumption of red meat was 0.002668 ug/kg/day, for poultry was 0.001999 ug/kg/day, and for total dairy was 0.004552 ug/kg/day(2). The estimated exposure for the consumption of grapes, wine and sherry, was 0.0000114 ug/kg/day(2). From June 1984 to April 1986, a U.S. National Total Diet Study was performed that determined the average daily intake of iprodione for infants aged 6-11 months and 2 years was 0.1 and 2.6 ng/kg body weight/day, respectively(3). For males aged 14-16, 25-30 and 60-65 yrs of age the average daily intake was 2.1, 1.8, and 1.3 ng/kg body weight/day, respectively, while for women aged 14-16, 25-30, and 60-65 yrs of age, the average daily intake was 0.4,0.4, and 0.3 ng/kg body weight/day, respectively(3). From July 1986 to April 1991, a U.S. National Total Diet Study was performed that determined the average daily intake of iprodione for infants aged 6-11 months and 2 years was 2.7 and 3.3 ng/kg body weight/day, respectively(4). For males aged 14-16, 25-30 and 60-65 yrs of age the average daily intake was 1.1, 0.9, and 1.4 ng/kg body weight/day, respectively, while for women aged 14-16, 25-30, and 60-65 yrs of age, the average daily intake was 0.7, 1.4, and 1.7 ng/kg body weight/day, respectively(4). |
| EPA IRIS Information | IprodioneHematologicReproductive4 x 10 ^-2 mg/kg-day |
| Soil Adsorption/Mobility | The Koc for iprodione is 700(1). According to a classification scheme(2), this Koc value suggests that iprodione is expected to have low mobility in soil. In one study, an investigation of the leachability of pesticides applied to a golf course was conducted using lysimeters at actual golf courses(3). At a fairway consisting of Korean lawn grass grown over volcanic ash soil, iprodione was applied at 1.5 g/l/sq m. Leachate was collected 40 cm below the surface and analyzed over a 37 day period. At the end of 37 days, a total of 0.2% of the applied iprodione had leached through the fairway soil profile(3). |
| Atmospheric Concentrations | Thirty-nine kinds of pesticides were monitored in Kitakyushu city, Japan using a high-volume air sampler(1). After sampling about 700 cu m of air during summer and spring months, iprodione was not detected at a detection limit of 0.2 ng/cu m. |
| Human Toxicity Excerpts | No human poisonings have been reported. |
| Artificial Pollution Sources | Iprodione's production and use as a fungicide(1,2) is expected to result in its direct release to the environment(SRC). |
| Environmental Biodegradation | In 28-day incubation studies using a vegetable-growing clay loam soil, degradation of iprodione was >50% in non-sterile and <20% in sterile (autoclaved) soil(1)the results suggest that microbes were responsible for the primary disappearance in the soil(1). Similar results were found in another study in which degradation was much slower in soils treated with sodium azide, gamma irradiation, chloramphenicol or cycloheximide as compared to non-sterile soil(2).AEROBIC: Iprodione degraded with an observed half-life of 14 to 30 days in aerobic sandy loam soil that was incubated in the dark at 25 degrees C and 75% of 0.33 bar moisture for 276 days. Aerobic aquatic metabolism is also an important route of degradation for iprodione. It degraded with a half-life of 3 to 7 days in a flooded silt loam sediment system incubated in the dark. It could be expected that degradation in soils with pH's at or above 7 would be more rapid than in acidic soils due to chemical hydrolysis. The study of iprodione degradation in the sandy loam soil was conducted in slightly acidic to neutral conditions (pH 5.75-6.92) and it appears reasonable to conclude that the degradation was primarily due to metabolism and not chemical hydrolysis. In the aquatic study using flooded silt loam sediment, however, the sediment was at pH 6.64 and the water at 8.5 suggesting that hydrolysis could have played a major role in the decomposition of iprodione(1).ANAEROBIC: Iprodione degraded with an observed half-life of 7-14 days in anaerobic silt loam sediment(1). As discussed in the abiotic section, iprodione undergoes chemical hydrolysis. As such, it could be expected that degradation in sediments with pH's at or above 7 would be more rapid than in acidic environments due to this additional route of degradation. In the anaerobic study, the sediment was at pH 6.4 and the water at 7.4 suggesting that hydrolysis could have played a major role in the decomposition of iprodione(1). |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| 수질 위해 등급(WGK) | 3 |
| RTECS 번호 | NI8870000 |
| 운송 번호(UN) | UN 3077 9/PG 3 |
| 독성 | LD50 in mice, rats (g/kg): 4, 3.5 orally (Lacroix, 1980) |
| 관세 코드 | 29332900 |
| 위험 문구(R) | 40-50/53-36-20/21/22-11 |
| 위험 표시 | Xn,N,F |
| 안전 문구(S) | 36/37-60-61-36-26-16 |
| 기존화학 물질 | KE-10192 |
| 위험 등급 | Aquatic Acute 1Aquatic Chronic 1Carc. 2 |
| 저장 분류 | 11 - Combustible Solids |
| 유해 물질 데이터 | 36734-19-7(Hazardous Substances Data) |
용도
용도
Iprodione is a non-systemic fungicide that exhibits both protectant and eradicant activities against the spores and mycelium of a number of parasitic fungi. It is effective against Alternaria, Botrytis, Corticium, Fusarium, Helminthosporium, Monilinia, Phoma, Pleiochaeta, Rhizoctonia and Sclerotinia, etc. in nut crops, fruit trees (stone and pome fruit), vines, berries, vegetables, cereals, oilseed rape, cotton and ornamentals. Iprodione also controls various summer and winter turf diseases.
제조 및 합성 방법
생산 방법
The synthesis uses 3,5-dichloroaniline which is coupled with glycine and phosgene. The urea substructure is formed by reaction with isopropylamine and phosgene. Many fungicide mixtures with Iprodione are on the market.