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플루메트람

Flumetsulam

HCID 91759
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
98967-40-9
표준 SMILES
Cc1ccn2nc(S(=O)(=O)Nc3c(F)cccc3F)nc2n1
InChIKey
RXCPQSJAVKGONC-UHFFFAOYSA-N
분자식
C12H9F2N5O2S
평균 분자량
325.3 g/mol
단동위원소 질량
325.04450204

개요

Flumetsulam is a sulfonamide.

이름 및 식별자

우선 이름
Flumetsulam
IUPAC
N-(2,6-difluorophenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide
현지명
플루메트람
영어명
Flumetsulam
분자식
C12H9F2N5O2S
분자량
325.29

이름 및 동의어

Flumetsulam98967-40-9Flumetsulam [ANSI]DTXSID4032615UNII-X89F0S6LW8PYTHON (DOW AGROSCI.)Flumetsulam (ANSI)BROADSTRIKE (DOW AGROSCI.)(1,2,4)Triazolo(1,5-a)pyrimidine-2-sulfonamide, N-(2,6-difluorophenyl)-5-methyl-N-(2,6-difluorophenyl)-5-methyl[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamideFLUMETSULAM [MI]DTXCID2012615
이름 더 보기
플루메트람Pythonde498xrd498AzoxamPRESIDE(R)FlumetaulamSCORPION(R)BROADSTRIKEFluMetsulaM 0
HSDB 8439EC 619-383-6N-(2,6-Difluorophenyl)-5-methyl(1,2,4)-triazol(1,5-a)pyrimidine-2-sulfonamideDE-498[1,2,4]Triazolo[1,5-a]pyrimidine-2-sulfonamide, N-(2,6-difluorophenyl)-5-methyl-2',6'-DIFLUORO-5-METHYL(1,2,4)TRIAZOLO(1,5-A)PYRIMIDINE-2-SULFONANILIDEN-(2,6-DIFLUOROPHENYL)-5-METHYL(1,2,4)TRIAZOLO(1,5-A)PYRIMIDINE-2-SULFONAMIDEN-(2,6-Difluorophenyl)-5-methyl[1,2,4]triazolo-[1,5-a]pyrimidine-2-sulfonamide

데이터베이스 식별자

CAS
98967-40-9

물성

구조 계산 물성

XLogP
1.6
극성 표면적
97.6 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
8
회전 가능 결합 수
3
무거운 원자 수
22
형식 전하
0
복잡도
492

실험 및 물리화학적 성질

PFASPFAS -> Suspected persistent, mobile, toxic (PMT) PFAS or PFAS-like compounds
Pesticides · 4건

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Not approved

Pesticide (Flumetsulam) -> USDA PDB

Pesticide

LogPlog Kow = 0.21
OdorOdorless
Color/Form · 3건

White powder

Off-white solid

Off-white to tan solid

Solubility · 3건

In water, 49 mg/L (pH 2.5); solubility increases with pH

In water, 0.049 g/L at pH 2.5; 5.65 g/L at pH 7

In acetone <1.6, methanol <0.4 (g/mL, 25 °C); insoluble in n-hexane, xylene

Flash Point93 °C (199 °F)
DecompositionHazardous decomposition products formed under fire conditions - Carbon oxides, nitrogen oxides (NOx), sulfur oxides, hydrogen fluoride.
Melting Point250-251 °C
Vapor Pressure · 2건

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 2.4% (3 of 125) of reports.

Warning

H332 (30.4%): Harmful if inhaled [Warning Acute toxicity, inhalation]

P261, P271, P273, P304+P340, P317, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 125 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

유해성 정보

Regulatory Information · 4건

Flumetsulam (XRD-498) is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)

2007/442

REACH registered substance: 2',6'-difluoro-5-methyl[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfoanilide (EC: 619-383-6)

Flumetsulam: Does not have an individual approval but may be used under an appropriate group standard

Special ReportsUSEPA; Interim Registration Review Decision for Flumetsulam, Docket Number EPA-HQ-OPP-2008-0625 (March 2015)[Available from, as of July 9, 2018: https://iaspub.epa.gov/apex/pesticides/f?p=chemicalsearch:1]
FIFRA Requirements · 2건

Tolerances are established for residues of the herbicide flumetsulam, including its metabolites and degradates, in or on the commodities in the table in this paragraph. Compliance with the tolerance levels specified in this paragraph is to be determined by measuring only flumetsulam, N-(2,6-difluorophenyl)-5-methyl-(1,2,4)-triazolo-(1,5a)-pyrimidine-2-sulfonamide, in or on the commodity.[Table#8513]

Flumetsulam. Interim Decision (EPA-HQ-OPP-2008-0625). Flumetsulam has been registered as a pesticide in the United States since 1985, and is currently registered for use as an herbicide for control of broadleaf weeds in field corn and soybeans. Flumetsulam is registered only for agricultural uses; there are no registered residential or public recreational uses of flumetsulam. EPA conducted a human health risk assessment and did not identify any risks of concern. No human health mitigation is being undertaken for flumetsulam at this time by the Agency. The Agency also conducted an ecological risk assessment for existing flumetsulam uses listed above. For existing uses, risks of concern were identified for listed and non-listed aquatic and terrestrial plant species from the use of flumetsulam on corn and soybeans. Listed aquatic and terrestrial animals may also be affected through indirect effects because of the potential effects on listed and non-listed aquatic and terrestrial plant species. EPA published a proposed interim registration review decision for flumetsulam in the Federal Register on September 24, 2014 (79 FR 57084) (FRL-9916-39). The document includes various label changes to mitigate risks to non-target plants by reducing spray drift. Comments from three stakeholders were received on the proposed interim decision; these comments did not change the conclusions of the decision or the proposed mitigation to address ecological risks. At this time in registration review, it is premature to make an endangered species effects determination for federally listed species and their designated critical habitats under the ESA. Also, flumetsulam has not yet been evaluated under the EDSP. Therefore, the Agency's final registration review decision is dependent upon the results of the evaluation of risks to threatened and endangered species and of potential endocrine disruptor risk. Pending the outcome of these actions, EPA is issuing an interim registration review decision for flumetsulam at this time

화학 및 산업

약리 정보

Mechanism of ActionMode of action: inhibition of acetolactate synthase ALS (acetohydroxyacid synthase AHAS).
Biological Half-Life · 1건

Flumetsulam was rapidly, though incompletely, absorbed in mice and rats, with absorption half-lives of less than 1 hr following oral administration of doses of either 5 or 1000 mg/kg. Excretion was also rapid, with a urinary half-life of approximately 5-7 hr.

Metabolism/Metabolites · 1건

Following oral administration of (14)C-flumetsulam, approximately 50-75% of the administered radiolabel was excreted in the urine primarily as unchanged parent material, though two minor (<20% of urinary radiolabel) metabolites, believed to be conjugates of parent flumetsulam, were found in the urine of mice.

Absorption, Distribution and Excretion · 1건

Flumetsulam was rapidly, though incompletely, absorbed in mice and rats, with absorption half-lives of less than 1 hr following oral administration of doses of either 5 or 1000 mg/kg. Excretion was also rapid, with a urinary half-life of approximately 5-7 hr. Following oral administration of (14)C-flumetsulam, approximately 50-75% of the administered radiolabel was excreted in the urine primarily as unchanged parent material, though two minor (<20% of urinary radiolabel) metabolites, believed to be conjugates of parent flumetsulam, were found in the urine of mice. Approximately 20-35% of the dose was found in the feces, which represented apparently unabsorbed flumetsulam (based on almost total elimination in the urine of an intravenous dose to rats) and tissue levels of (14)C accounted for less than 1.5% of the administered dose. There were no differences in absorption, distribution or elimination based on sex, though slight differences were seen with increasing dose.

용도 및 제조

Uses · 4건

For flumetsulam (USEPA/OPP Pesticide Code: 129016) ACTIVE products with label matches. /SRP: Registered for use in the USA but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

관련 반응

10건
반응 기록 만들기
HRID 317359 반응식
HRID 317359생성물로Training data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 359957 반응식
HRID 359957생성물로uspto-grants-1991_03
HRID 477238 반응식
HRID 477238생성물로uspto-grants-1989_12
HRID 619941 반응식
HRID 619941생성물로uspto-grants-1989_04
HRID 649465 반응식
HRID 649465생성물로uspto-grants-1988_04
HRID 844981 반응식
HRID 844981생성물로uspto-grants-1988_07
HRID 1031364 반응식
HRID 1031364생성물로uspto-grants-1990_09
HRID 1165547 반응식
HRID 1165547생성물로uspto-grants-1990_03
1 / 2 페이지

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
PubChem CID
91759
DTXSID
DTXSID4032615
ChEMBL
CHEMBL1389671
ChEBI
CHEBI:82011
UNII
X89F0S6LW8
EC Number
619-383-6
Nikkaji
J653.649B

VP: 3.7X10-13 Pa at 25 °C

2.78X10-12 mm Hg at 25 °C (3.7X10-7 mPa)

Stability/Shelf LifeStable under recommended storage conditions.
Dissociation ConstantspKa = 4.6

물리화학적 성질

녹는점
250 · 250-251°
밀도
1.66 · 1.66±0.1 g/cm3(Predicted)
증기압
0 Pa · 0Pa at 25℃
인화점
93 ℃ · 93℃
저장 조건
0 · 0-6°C
용해도
아세톤(약간 용해됨), 메탄올(약간 용해됨)
산도 계수 (pKa)
4.6 · 4.6(at 25℃)
물리적 상태
Solid
색상
White to off-white
BRN
8155688 · 8155688
Henry's Law Constant
1.5 · 1.5×1011 mol/(m3Pa) at 25℃, Ebert et al. (2023)
주요 응용
농업환경
InChI
1S/C12H9F2N5O2S/c1-7-5-6-19-11(15-7)16-12(17-19)22(20,21)18-10-8(13)3-2-4-9(10)14/h2-6,18H,1H3
InChIKey
RXCPQSJAVKGONC-UHFFFAOYSA-N
SMILES
Cc1ccn2nc(nc2n1)S(=O)(=O)Nc3c(F)cccc3F
표면장력
72.7 mN/m · 72.7mN/m at 98.6mg/L and 22℃
EPA
Flumetsulam (98967-40-9)

화학적 성질

Flumetsulam is a colorless liquid which does not exist as a free, pure substance. Used as an aqueous solution.

Hazard Classes and CategoriesAcute Tox. 4 (30.4%)
Skin, Eye, and Respiratory IrritationsNonirritating to eye, skin.
Hazardous Reactivities and IncompatibilitiesIncompatible materials: Reducing agents, acids and bases, oxidizing agents.

안전 및 보호

Fire Fighting Procedures · 2건

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self contained breathing apparatus for fire fighting if necessary.

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place.
Cleanup Methods · 1건

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.

Disposal Methods · 2건

SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.

Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material; Contaminated packaging: Dispose of as unused product.

Preventive Measures · 5건

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided.

Precautions for safe handling: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Provide appropriate exhaust ventilation at places where dust is formed.

Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.

Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.

Allowable Tolerances · 1건

Tolerances are established for residues of the herbicide flumetsulam, including its metabolites and degradates, in or on the commodities in the table in this paragraph. Compliance with the tolerance levels specified in this paragraph is to be determined by measuring only flumetsulam, N-(2,6-difluorophenyl)-5-methyl-(1,2,4)-triazolo-(1,5a)-pyrimidine-2-sulfonamide, in or on the commodity.[Table#8512]

Personal Protective Equipment (PPE) · 4건

Eye/face protection: Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).

Skin protection: Handle with gloves.

Body Protection: Complete suit protecting against chemicals. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.

Respiratory protection: For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator. For higher level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

독성 정보

Ecotoxicity Values · 5건

LC50; Species: Colinus virginianus (Northern Bobwhite Quail) age 10 days; diet >5620 ppm for 8 days /99.6% purity/

LC50; Species: Anas platyrhynchos (Mallard Duck) age 10 days; diet >5620 ppm for 8 days /99.6% purity/

LD50; Species: Colinus virginianus (Northern Bobwhite Quail) age 16 weeks; oral via capsule >2250 mg/kg /99.6% purity/

LD50; Species: Apis mellifera (Honey Bee) age <8 days; topical, general >100 ug/bee /99.8% purity/

For more Ecotoxicity Values (Complete) data for Flumetsulam (21 total), please visit the HSDB record page.

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), Koc values of 4.3-182(2-4), indicate that flumetsulam is expected to have very high to moderate mobility in soil(SRC). The pKa of flumetsulam is 4.6(5), indicating that this compound will partially exist in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(6). Koc values for neutral and anion forms of flumetsulam were reported as 650 and 121, respectively(7. Volatilization of the anion from moist soil is not expected because anions do not volatilize(SRC). Volatilization of neutral flumetsulam from moist soil surfaces is not expected(SRC) given an estimated Henry's Law constant of 2.1X10-15 atm-cu m/mole(SRC) based upon its vapor pressure, 2.78X10-12 mm Hg(5), and water solubility, 565 mg/L(8). Flumetsulam is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(5). Biodegradation half-lives of flumetsulam in soil were reported as 13-246 days(2,9).

AQUATIC FATE: Based on a classification scheme(1), Koc values of 4.3-182(2-4), indicate that flumetsulam is expected to adsorb to suspended solids and sediment(SRC). A pKa of 4.6(5) indicates flumetsulam will exist partially in the anion form at pH values of 5 to 9 and, therefore, volatilization from water surfaces of the anion is not expected(SRC). Volatilization from water surfaces of neutral flumetsulam is not expected(6) based upon an estimated Henry's Law constant of 2.1X10-15 atm-cu m/mole(SRC) derived from its vapor pressure, 2.78X10-12 mm Hg(5), and water solubility, 565 mg/L(7). Flumetsulam did not hydrolyze after 2 months in aqueous solutions buffered to pH 5, 7 and 9(2). According to a classification scheme(8), an estimated BCF of 3(SRC), from its log Kow of 0.21(5) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is low. Flumetsulam had a biodegradation half-life of 183 days in a water/sediment matrix incubated under anaerobic conditions(10).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), flumetsulam, which has a vapor pressure of 2.78X10-12 mm Hg at 25 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase flumetsulam may be removed from the air by wet or dry deposition(SRC). Flumetsulam contains chromophores that absorb at wavelengths >290 nm(3) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).

Toxicity Summary · 1건

IDENTIFICATION AND USE: Flumetsulam is a broad-spectrum, season-long herbicide used in the control of broadleaf weeds in soybeans, corn, and other major crops. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: Flumetsulam did not induce sensitization following dermal exposure in mice. Beagle dogs were fed flumetsulam at nominal dosages of 100-1000 mg/kg/day (males) or 1500 or 2500 mg/kg/day (females) for 2 weeks. In females, degeneration and regeneration of the renal tubular epithelial cells, and lymphocytic infiltration of hepatic sinusoids were reported. In mice fed flumetsulam for 2 weeks, decreased kidney weights were reported in males at dietary concentrations of 1.5 and 3.0% and in females given 3.0%, which corresponded to dosages >3500 mg/kg/day. In rats, dietary exposure to concentrations of up to 5% (approximately 6000 mg/kg/day) for 2-4 weeks identified the kidney as the primary target organ. Effects in the kidneys consisted of focal necrosis and inflammation of the papilla(e), and tubular epithelial cell degeneration and regeneration. The dog appeared to be the most sensitive species to long-term exposure to flumetsulam. Administration of dosages of 500 mg/kg/day in the diet for 1 year produced inflammatory and atrophic changes in the kidney, accompanied by calculi in females. There was no evidence of a tumorigenic or carcinogenic response in either rats or mice at dosages up to 1000 mg/kg/day in a 2-year study. Gavage administration of flumetsulam to pregnant rabbits at dosages of 500-700 mg/kg/day produced dose-related episodes of anorexia, with sequelae secondary to the altered nutritional status, but no embryo-fetotoxicity or teratogenicity accompanied these maternal effects. No evidence of maternal toxicity, embryo-fetotoxicity ot teratogenicity was observed in rats following exposure of pregnant females to 1000 mg/kg/day in the diet, though the weights of the ceca were increased, consistent with effects noted in previous dietary studies. No parental toxicity or alterations in reproductive performance occurred in rats given up to 1000 mg/kg/day over two generations. Flumetsulam was negative for mutagenic activity in an in vivo bacterial reverse mutation assay (Ames test), an in vitro cytogenetic assay in Chinese hamster ovary cells (CHO/HGPRT assay), an in vitro rat hepatocyte unscheduled DNA synthesis (UDS) assay, and an in vivo cytogenetic assay in mouse bone marrow cells.

Ongoing Test Status · 1건

EPA has released the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays/[USEPA; ICSS Dashboard Application; Available from, as of August 9, 2018: http://actor.epa.gov/dashboard/]

Soil Adsorption/Mobility · 2건

Koc values of 5-75 were reported in 21 soils(1), 4.3-44 in seven soils(2) and 5-182(3). The Koc of neutral and anion forms of flumetsulam were reported as 650 and 121, respectively(4). According to a classification scheme(5), these reported Koc values suggest that flumetsulam is expected to have very high to low in soil. The pKa of flumetsulam is 4.6(6), indicating that this compound will exist partially in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(7).

The Koc for flumetsulam in seven varying soils was measured. Organic matter content and pH are both important factors in the behavior of flumetsulam in soil(1).[Table#8514]

Artificial Pollution SourcesFlumetsulam's production may result in its release to the environment through various waste streams; its use as an herbicide(1) will result in its direct release to the environment(SRC).
Environmental Biodegradation · 2건

AEROBIC: Biodegradation half-lives of 13-130 days were reported in 21 soils(1). The biodegradation rate of flumetsulam at 7.5, 15.0, 26.1, 35.9 and 44.0 °C was measured as 0.00282, 0.00604, 0.01425, 0.02036 and 0.02566/day corresponding to respective half-lives of 246, 115, 49, 34 and 27 days(2). Soil half-life is mediated by exclusively biotic means, influenced by soil pH and organic carbon content(3). Flumetsulam has a reported biodegradation half-lives of 30-246 days in soil(4).

ANAEROBIC: The biodegradation half-life of flumetsulam measured under anaerobic conditions in a water/sediment matrix incubated for 360 days at 25 °C was 183 days(1).

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Environmental Bioconcentration · 1건

An estimated BCF of 3 was calculated in fish for flumetsulam(SRC), using a log Kow of 0.21(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

Volatilization from Water/Soil · 1건

A pKa of 4.6(1) indicates flumetsulam will exist partially in the anion form at pH values of 5 to 9 and, therefore, volatilization of the anion from water surfaces is not expected(SRC). The Henry's Law constant for flumetsulam is estimated as 2.1X10-15 atm-cu m/mole(SRC) derived from its vapor pressure, 2.78X10-12 mm Hg(1), and water solubility, 565 mg/L(2). This Henry's Law constant indicates that neutral flumetsulam is expected to be essentially nonvolatile from water and moist soil surfaces(3). Flumetsulam is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

Non-Human Toxicity Excerpts · 5건

/LABORATORY ANIMALS: Acute Exposure/ A cluster of occupational asthma (OA) cases associated with occupational exposure to 3-amino-5-mercapto-1,2,4-triazole (AMT) and N-(2,6-difluorophenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide (DE498) in a herbicide producing plant was previously reported by the National Institute for Occupational Safety and Health. Due to the limited toxicological data available for these chemicals, murine studies were undertaken to evaluate the toxicity and sensitization potential of these two agents. No signs of systemic toxicity as evaluated by body and selected organ weights or irritancy were observed following dermal exposure to concentrations up to 25% (w/v) AMT in BALB/c mice. DE498 tested negative for sensitization potential in both the TOPKAT QSAR model and in vivo in the Local Lymph Node Assay (LLNA), while AMT tested positive in both TOPKAT QSAR and the LLNA. Evaluation of the potential for AMT to induce contact hypersensitivity using the MEST yielded negative results. Cytokine evaluation and phenotypic analysis of draining lymph node (DLN) cells demonstrated an increase in IL-4 and IgE+B220+ cells 4 and 10 days post initial exposure, respectively. Following dermal exposure 7 days a week for 35 days, animals exposed to up to 25% AMT demonstrated a dose-dependent elevation in total serum IgE and an increase in airway hyperreactivity upon methacholine challenge. Following intratracheal challenge with AMT, pulmonary histopathology revealed a dose-dependent suppurative and histiocytic alveolitis in these animals. These studies indicate that DE498 does not induce sensitization following dermal exposure; however, AMT was identified as a sensitizer with the potential to induce airway hyperreactivity.

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ Beagle dogs were fed flumetsulam at nominal dosages of 100-1000 mg/kg/day (males) or 1500 or 2500 mg/kg/day (females) for 2 weeks. In females, degeneration and regeneration of the renal tubular epithelial cells, and lymphocytic infiltration of hepatic sinusoids were reported. The NOEL in dogs was approximately 800 mg/kg/day (nominally 1000 mg/kg/day). In dogs given a dosage of 1000 mg/kg/day for 13 weeks, degenerative microscopic changes in the renal papilla, slight biliary stasis, and hepatocellular necrosis were observed. At 500 mg/kg/day, slight renal papillary degeneration was noted microscopically in males, and increases in serum AP and globulin levels and decreased serum albumin levels, with no histopathologic correlates, were reported in both males and females. A dosage of 500 mg/kg/day was considered the NOAEL in females.

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ In B6C3F1 mice fed flumetsulam for 2 weeks, decreased kidney weights were reported in males at dietary concentrations of 1.5 and 3.0% and in females given 3.0%, which corresponded to dosages >3500 mg/kg/day. The NOEL in mice was 0.5% (approximately 1150-1365 mg/kg/day). B6C3F1 mice given dosages of 100-5000 mg/kg/day for 13 weeks displayed only a minimal increase in centrolobular-to-midzonal hepatocellular eosinophilia at the highest dosage, and decreased vacuolation of renal proximal tubular epithelium which is of doubtful toxicologic significance. The NOEL for mice was 1000 mg/kg/day, and 5000 mg/kg/day was considered a NOAEL.

Environmental Abiotic Degradation · 1건

Flumetsulam did not hydrolyze after 2 months in aqueous solutions buffered to pH 5, 7 and 9(1). Flumetsulam contains chromophores that absorb at wavelengths >290 nm(2) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).

규제 정보

FIFRA Requirements · 2건

Tolerances are established for residues of the herbicide flumetsulam, including its metabolites and degradates, in or on the commodities in the table in this paragraph. Compliance with the tolerance levels specified in this paragraph is to be determined by measuring only flumetsulam, N-(2,6-difluorophenyl)-5-methyl-(1,2,4)-triazolo-(1,5a)-pyrimidine-2-sulfonamide, in or on the commodity.[Table#8513]

Flumetsulam. Interim Decision (EPA-HQ-OPP-2008-0625). Flumetsulam has been registered as a pesticide in the United States since 1985, and is currently registered for use as an herbicide for control of broadleaf weeds in field corn and soybeans. Flumetsulam is registered only for agricultural uses; there are no registered residential or public recreational uses of flumetsulam. EPA conducted a human health risk assessment and did not identify any risks of concern. No human health mitigation is being undertaken for flumetsulam at this time by the Agency. The Agency also conducted an ecological risk assessment for existing flumetsulam uses listed above. For existing uses, risks of concern were identified for listed and non-listed aquatic and terrestrial plant species from the use of flumetsulam on corn and soybeans. Listed aquatic and terrestrial animals may also be affected through indirect effects because of the potential effects on listed and non-listed aquatic and terrestrial plant species. EPA published a proposed interim registration review decision for flumetsulam in the Federal Register on September 24, 2014 (79 FR 57084) (FRL-9916-39). The document includes various label changes to mitigate risks to non-target plants by reducing spray drift. Comments from three stakeholders were received on the proposed interim decision; these comments did not change the conclusions of the decision or the proposed mitigation to address ecological risks. At this time in registration review, it is premature to make an endangered species effects determination for federally listed species and their designated critical habitats under the ESA. Also, flumetsulam has not yet been evaluated under the EDSP. Therefore, the Agency's final registration review decision is dependent upon the results of the evaluation of risks to threatened and endangered species and of potential endocrine disruptor risk. Pending the outcome of these actions, EPA is issuing an interim registration review decision for flumetsulam at this time

안전 데이터

wgk
3
ridadr
UN 3077 9 / PGIII
독성
LD50 in rats (mg/kg): >5000 orally; in rabbits (mg/kg): >2000 dermally (Kleschick, 1992)
HS 번호
2933599590
risk_code
20-50-57
hazard_code
Xi,N,Xn
safety_code
61
Hazard Classifications
Aquatic Acute 1Aquatic Chronic 1
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
98967-40-9(Hazardous Substances Data)

Flumetsulam is a broad-spectrum, season-long herbicide used in the control of broadleaf weeds in soybeans, corn, and other major crops. Flumetsulam is applied as a soil-incorporated preplanting, preemergence, or postemergence herbicide depending on the formulation, at a maximum use rate of 80 g per hectare.

A selective inhibitor of acetolactate synthase, a key enzyme in branched chain amino acid biosynthesis.

This is a man-made compound that is used as a pesticide.

Methods of Manufacturing · 2건

Flumetsulam can be made by reaction of 5- methyl[1,2,4]triazolo-2-sulfonylchloride with 2,6-difluoroaniline in the presence of a base.

Preparation: W.A. Kleschick et al., European Patent Office patent 142152 (1985 to Dow). Improved process: L.H. McKendry, United States of America patent 4910306 (1990 to Dow).

Formulations/Preparations · 5건

AX Acetochlor + 2 Herbicide (Axion AG Products, LLC): Active ingredient: clopyralid 4.27%; acetochlor 41.67; and flumetsulam 1.3%.

Flumetsulam 98% Milled Concentrate (Dow Agrosciences, LLC): Active ingredient: flumetsulam 98.0%.

Broadstrike (Dow Agrosciences, LLC): Active ingredient: flumetsulam 74.9%.

Hornet (Dow Agrosciences, LLC): Active ingredient: clopyralid 62.5% and flumetsulam 23.1%.

For more Formulations/Preparations (Complete) data for Flumetsulam (17 total), please visit the HSDB record page.

General Manufacturing InformationRegistration Notes: Outside USA: Broadstrike, Scorpion, Preside in Argentina. Broadstrike Dual Magnum and Fieldstar in Canada.
응용 분야 · 1건

용도Flumetsulam is a ighly active herbicide of the triazolopyrimidine sulfonanilide class. Flumetsulam act by inhibiting acetolactate synthase. Flumetsulam exhibits broad spectrum activity on broadleaf weed species with selectivity to several major agronomic crops in soil and foliar applications.

공급사100 곳

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/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ In rats, dietary exposure to concentrations of up to 5% (approximately 6000 mg/kg/day) for 2-4 weeks identified the kidney as the primary target organ. Effects in the kidneys consisted of focal necrosis and inflammation of the papilla(e), and tubular epithelial cell degeneration and regeneration, with secondary effects on urinalysis parameters at the highest dosage. The only effect reported at 1000 mg/kg/day was cecal enlargement in males. However, the ceca were normal histologically, and 1000 mg/kg/day was considered the NOAEL following 2-4 weeks of exposure.

For more Non-Human Toxicity Excerpts (Complete) data for Flumetsulam (10 total), please visit the HSDB record page.