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플루미옥사진

Flumioxazin

HCID 92425
노트반응
기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
103361-09-7
표준 SMILES
C#CCN1C(=O)COc2cc(F)c(N3C(=O)C4=C(CCCC4)C3=O)cc21
InChIKey
FOUWCSDKDDHKQP-UHFFFAOYSA-N
분자식
C19H15FN2O4
평균 분자량
354.3 g/mol
단동위원소 질량
354.10158513

이름 및 식별자

우선 이름
Flumioxazin
IUPAC
2-(7-fluoro-3-oxo-4-prop-2-ynyl-1,4-benzoxazin-6-yl)-4,5,6,7-tetrahydroisoindole-1,3-dione
현지명
플루미옥사진
영어명
Flumioxazin
분자식
C19H15FN2O4
분자량
354.33

이름 및 동의어

Flumioxazin103361-09-7SumisoyaS-53482VALORS 53482DTXSID7032555V 53482EINECS Annex I Index 613-166-00-XL0PX7OGI22CHEBI:89397-Fluoro-6-(3,4,5,6-tetrahydrophthalimido)-4-(2-propynyl)-1,4-benzoxazin-3(2H)-one
이름 더 보기
플루미옥사진풀미옥사진7-fluoro-6-(3,4,5,6-tetrahydrophthalimido)-4-(2-propynyl)-1,4-benzoxazin-3(2FluMinoxazinFLUMIOXAZIN STANDARDN-(7-Fluoro-3,4-dihydro-3-oxo-(2-propynyl)-2H-1,4-benzoxazin-6-yl)cyclohex-1-ene-1,2-dicarboxamide1H-Isoindole-1,3(2H)-dione, 2-7-fluoro-3,4-dihydro-3-oxo-4-(2-propynyl)-2H-1,4-benzoxazin-6-yl-4,5,6,7-tetrahydro-PLEDGE
DTXCID50125557-fluoro-6-((3,4,5,6-tetrahydro)phthalimido)-4-(2-propynyl)-1,4-benzoxazin-3(2 H)-oneV-53482n-(7-fluoro-3,4-dihydro-3-oxo-4-prop-2-ynyl-2h-1,4-benzoxazin-6-yl)cyclohex-1-ene-1,2-dicarboxamide2-(7-fluoro-3-oxo-4-(prop-2-yn-1-yl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl)-2,3,4,5,6,7-hexahydro-1H-isoindole-1,3-dione2-[7-fluoro-3-oxo-4-(prop-2-yn-1-yl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]-2,3,4,5,6,7-hexahydro-1H-isoindole-1,3-dioneRefChem:1408481H-Isoindole-1,3(2H)-dione, 2-(7-fluoro-3,4-dihydro-3-oxo-4-(2-propyn-1-yl)-2H-1,4-benzoxazin-6-yl)-4,5,6,7-tetrahydro-

데이터베이스 식별자

CAS
103361-09-7
PubChem CID
92425
DTXSID
DTXSID7032555
ChEMBL
CHEMBL2133606
ChEBI
CHEBI:8939
UNII
L0PX7OGI22
EC Number
600-425-7
Nikkaji
J1.633.636J、J664.809F

물성

구조 계산 물성

XLogP
1.8
극성 표면적
66.9 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
5
회전 가능 결합 수
2
무거운 원자 수
26
형식 전하
0
복잡도
724

실험 및 물리화학적 성질

pHpH= 6.2-6.4 @ 20 °C (end-use)
LogP · 2건

log Kow = 2.55 @ 20 °C

2.550

OdorSlight (end-use)
Density1.5136 g/ml @ 20 °C
Color/Form · 3건

Light tan powdered solid

Yellow-brown powder

Yellow brown solid (technical); Light brown solid (end-use)

Solubility · 3건

Soluble in common organic solvents

In water, 1.79 mg/l @ 25 °C

1.79 mg/L @ 25 °C (exp)

CorrosivityFormulated products are non-corrosive to containers
Melting Point · 2건

201-204 °C

201 - 204 °C

Vapor Pressure2.41X10-6 mm Hg @ 25 °C
Physical DescriptionSolid
Stability/Shelf LifeStable under normal storage conditions.

안전 및 규제

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

GHS 분류

GHS Classification · 6건

Warning

H361d: Suspected of damaging the unborn child [Warning Reproductive toxicity];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

유해성 정보

Regulatory Information · 5건

Hazard Traits - Reproductive Toxicity;Authoritative List - EC Annex VI CMRs - Cat. 1B;Report - if used as a fragrance or flavor ingredient

Regulation (EC) No 1107/2009 (amended)

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

02/81/EC, 2010/77/EU, Reg. (EU) 2015/1885, Reg. (EU) 2016/549, Reg. (EU) 2017/841, Reg. (EU) 2019/707, Reg. (EU) 2020/869, Reg. (EU) 2021/745, Reg. (EU) 2022/43, Reg. (EU) No 540/2011, Reg. (EU)2018/917

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

FIFRA Requirements · 1건

Tolerances are established for residues of flumioxazin, 2-(7-fluoro-3,4-dihydro-3-oxo-4-(2-propynyl)-2H-1,4-benzoxazin-6-yl)-4,5,6,7-tet rahydro-1H-isoindole-1,3(2H)-dione, in or on the following raw agricultural commodities: peanuts; and soybean seed.

Hazard Classes and Categories · 3건

Repr. 1B (35.6%);Repr. 2 (64.4%);Aquatic Acute 1 (100%);Aquatic Chronic 1 (100%)

Reproductive toxicity - category 2;Hazardous to the aquatic environment (acute) - category 1;Hazardous to the aquatic environment (chronic) - category 1

Repr. 2;Aquatic Acute 1;Aquatic Chronic 1

안전 및 보호

화학 및 산업

약리 정보

Mechanism of Action · 1건

Mode of action: Herbicide, absorbed by foliage & germinating seedlings. Acts, in the presence of light & oxygen, by inducing massive accumulation of porphyrins, & enhancing peroxidation of membrane lipids, which leads to irreversible damage of the membrane function & structure of susceptible plants.

MeSH Pharmacological ClassificationPesticides used to destroy unwanted vegetation, especially various types of weeds, grasses (POACEAE), and woody plants. Some plants develop HERBICIDE RESISTANCE.
Absorption, Distribution and Excretion · 2건

/In rats after oral dose/ GI tract absorption >90% at 1 mg/kg & up to 50% at 100 mg/kg. At least 97% recovery in feces & urine 7 days after dosing. Highest levels of residues (36-49 ppb) in blood cells at low dose & 2800-3000 ppb at high dose (RBC levels > plasma). In addition to untransformed parent, 7 metabolites identified in urine & feces (38-46% for low dose & about 71% at high dose).

/Rat/ males dosed with suspension of 50 /Valor/ WDG formulation in water at 0.02, 0.20 or 1.0 mg/rat (0.002, 0.020 or 0.100 sq cm. At 0.02 mg/rat, absorption ranged from 0.48% at 0.5 hr to 5.46% at 24 hr. At 0.2 mg/rat, absorption ranged from 0.007% at 0.5 hr to 0.74% at 24 hr. At 1.0 mg/rat, absorption ranged from 0.004% at 0.5 hr to 10.47% at 24 hr. Females dosed with 200 or 800 mg/kg b.w. Dermal absorption for 200 & 800 mg/kg was 3.9 & 8.0% by 48 hr after initiation of treatment for 6 hr. Blood levels at 6-24 hr after dermal dosing with 200 mg/kg were similar to those obtained at 2-6 hr after oral dosing with 1 mg/kg. Blood levels at 6-24 hr after dermal dosing with 800 mg/kg were similar to those obtained at 2-6 hr after oral dosing with 30 mg/kg.

용도 및 제조

Uses · 3건

For Flumioxazin (USEPA/OPP Pesticide Code: 129034) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Preemergence herbicide to effectively control a wide variety of broadleaf weeds

관련 반응

4건
반응 기록 만들기
HRID 235577 반응식
HRID 235577생성물로uspto-grants-1987_02
HRID 1030963 반응식
HRID 1030963생성물로uspto-grants-1992_04
HRID 1120448 반응식
HRID 1120448생성물로Training data from https://doi.org/10.1039/C8SC04228D (7/10)
HRID 1638826 반응식
HRID 1638826생성물로uspto-grants-1989_11

화합물 노트

불러오는 중…

이 페이지에서기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
Dissociation ConstantsDoes not dissociate

물리화학적 성질

녹는점
201.83 · 201.83-203.83°
끓는 점
644.4 · 644.4±55.0 °C(Predicted)
밀도
20 · d20 1.5132 g/ml
저장 조건
0 · 0-6°C
용해도
DMSO(약간 용해됨), 에틸아세테이트(약간 용해됨), 메탄올(약간 용해됨, 가열)
산도 계수 (pKa)
-0.01 · -0.01±0.20(Predicted)
물리적 상태
Solid
색상
White to off-white
Henry's Law Constant
1.6 · 1.6×101 mol/(m3Pa) at 25℃, HSDB (2015)
주요 응용
농업청소용품화장품환경음식 및 음료개인 위생 관리
InChI
1S/C19H15FN2O4/c1-2-7-21-15-9-14(13(20)8-16(15)26-10-17(21)23)22-18(24)11-5-3-4-6-12(11)19(22)25/h1,8-9H,3-7,10H2
InChIKey
FOUWCSDKDDHKQP-UHFFFAOYSA-N
SMILES
Fc1cc2OCC(=O)N(CC#C)c2cc1N3C(=O)C4=C(CCCC4)C3=O
LogP
2.55 · 2.550
EPA
Flumioxazin (103361-09-7)
Allowable Tolerances · 1건

Tolerances are established for residues of flumioxazin, 2-(7-fluoro-3,4-dihydro-3-oxo-4-(2-propynyl)-2H-1,4-benzoxazin-6-yl)-4,5,6,7-tet rahydro-1H-isoindole-1,3(2H)-dione, in or on the following raw agricultural commodities: peanuts: 0.02 ppm; and soybean seed: 0.02 ppm.

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on column leaching studies and the short aerobic soil half-life, the potential for flumioxazin to leach in field agricultural soil is low(1). In soils that have been treated with flumioxazin, it is generally not found below 3 inches in depth(2). Volatilization losses from soil surfaces are negligible(1). Flumioxazin degrades rapidly in soil water via hydrolysis with half-lives of 3.4 to 5.1 days at pH 5.0, 21.4-24.6 hours at pH 7.0, and 14.6-22.0 minutes at pH 9.0(1); therefore, aqueous hydrolysis in moist soils will be an important fate process(SRC). Microbial degradation in soil is also an important fate process(1); the half-life for aerobic soil metabolism is 11.9 to 17.5 days, with an average of 14.7 days(1,2). The photolysis half-life on soil is 3.2 to 8.4 days (average 5.8 days)(2). The rapid soil dissipation rate indicates flumioxazin is not persistent in soil(1).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 13000(SRC), determined from a structure estimation method(2), indicates that flumioxazin is expected to adsorb to suspended solids and sediment(SRC). The hydrolytic degradation half-life of flumioxazin in soil water is 3.4 to 5.1 days at pH 5.0, 21.4-24.6 hours at pH 7.0, and 14.6-22.0 minutes at pH 9.0(3); therefore, hydrolysis will be the major degradation process in water(SRC). An anaerobic aquatic metabolism half-life of 0.2 days has been reported(4). The photolysis half-life in water at pH 5 is 1 day(4). Volatilization from water surfaces is expected to be slow(5) based upon an estimated Henry's Law constant of 6.28X10-7 atm-cu m/mole(SRC), derived from its vapor pressure, 2.41X10-6 mm Hg(6), and water solubility, 1.79 mg/l(4). Using this estimated Henry's Law constant and an estimation method(5), volatilization half-lives for a model river and model lake are 1,765 hours and 809 days, respectively(SRC). According to a classification scheme(7), an estimated BCF of 18(SRC), from a log Kow of 2.55(4) suggests the potential for bioconcentration in aquatic organisms is low(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), flumioxazin, which has a vapor pressure of 2.41X10-6 mm Hg at 25 °C (2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase flumioxazin is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 6.8 hours(SRC), calculated from its rate constant of 5.68X10-11 cu cm/molecule-sec at 25 °C(SRC) (that was derived using a structure estimation method(3). Particulate-phase flumioxazin may be removed from the air by wet and dry deposition(SRC).

Soil Adsorption/Mobility · 2건

Using a structure estimation method based on molecular connectivity indices(1), the Koc for flumioxazin can be estimated to be 13000(SRC). The Koc can also be estimated as 581 and 2000(SRC), using a log Kow of 2.55(3) and a water solubility of 1.79 mg/l at 25 °C(3) and regression-derived equations(2). According to a classification scheme(3), these estimated Koc values suggests that flumioxazin is expected to have low to no mobility in soil.

The mobility (unaged leaching) of flumioxazin is reported as moderately mobile(1); fluxioxazin is generally not found below 3 inches of soil depth(1). Available data indicate flumioxazin is relatively unstable and its potential to leach to groundwater is low(1); however, the potential for degradation products to leach to groundwater is high(1).

Artificial Pollution SourcesFlumioxazin's production may result in its release to the environment through various waste streams; it's use as a herbicide(1) will result in its direct release to the environment(SRC).
Environmental BiodegradationBased on laboratory tests, loss of flumioxazin in soil appears to be primarily by microbial degradation(1); the half-life for aerobic soil metabolism is 11.9 to 17.5 days, with an average of 14.7 days(1,2).
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Environmental Bioconcentration · 1건

An estimated BCF of 18 was calculated for flumioxazin(SRC), using an experimental log Kow of 2.55(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(SRC).

Volatilization from Water/Soil · 1건

The Henry's Law constant for flumioxazin is estimated as 6.28X10-7 atm-cu m/mole(SRC) derived from its vapor pressure, 2.41X10-6 mm Hg(1), and water solubility, 1.79 mg/l at 25 °C(1). This estimated Henry's Law constant indicates that flumioxazin is expected to be volatilize slowly from water surfaces(2). Based on this estimated Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 1765 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 809 days(SRC). Flumioxazin is reported to have negligible volatilization losses from soil(3).

Non-Human Toxicity Excerpts · 4건

Non-irritating to skin; mild eye irritant (rabbits). Non-sensitizing to skin (guinea pigs).

An N-phenylimide herbicide, S-53482, inhibits protoporphyrinogen oxidase, an enzyme common to chlorophyll & heme biosynthesis, & produces embryolethality, teratogenicity [mainly ventricular septal defects (VSD) & wavy ribs], & growth retardation in rats. In order to elucidate the mechanism of the developmental toxicity, in particular VSD, effects of the herbicide on rat embryonic blood cells were investigated histologically at the light & electron microscopic levels at 6, 12, 24, 36, & 48 hr after oral admin of the chemical to pregnant rats on day 12 of gestation, the most sensitive day for toxicity. Electron & light microscopy demonstrated mitochondrial lesions, including abnormal iron deposits that were probably due to inhibition of heme biosynthesis, in erythroblasts derived from the yolk sac. Subsequently, degeneration of these erythroblasts occurred followed by erythrophagocytosis. Histologically hearts from exposed embryos had a thin ventricular wall, which may reflect a compensatory reaction to a loss of embryonic blood cells.

Pregnant females were admin 400 mg/kg by gavage on gestation day 11 or 12 or 13 or 14 or 15. Day 12 admin showed: largest incidence of embryonic death, lowest fetal body weights & greatest incidence of ventricular spetal defects.

Mode of action: Herbicide, absorbed by foliage & germinating seedlings. Acts, in the presence of light & oxygen, by inducing massive accumulation of porphyrins, & enhancing peroxidation of membrane lipids, which leads to irreversible damage of the membrane function & structure of susceptible plants.

Evidence for CarcinogenicityCancer Classification: Not Likely to be Carcinogenic to Humans
Environmental Abiotic Degradation · 2건

The hydrolytic degradation half-life of flumioxazin in soil water is 3.4 to 5.1 days at pH 5.0, 21.4-24.6 hours at pH 7.0, and 14.6-22.0 minutes at pH 9.0(1). Similar chemical hydrolysis half-lives of 4.2 days (pH 5), 1 day (pH 7), and 0.01 days (pH 9) are also reported(2). The photolysis half-life in water at pH 5 is 1 day(2). The photolysis half-life on soil is 3.2 to 8.4 days (average 5.8 days)(1).

The rate constant for the vapor-phase reaction of flumioxazin with photochemically-produced hydroxyl radicals has been estimated as 5.68X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 6.8 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1).

Probable Routes of Human ExposureOccupational exposure to flumioxazin may occur through short- and intermediate-term dermal and inhalation exposure during mixing, loading, applying and post-application activities(1).
Environmental Fate/Exposure Summary · 1건

Flumioxazin's production may result in its release to the environment through various waste streams; it's use as a herbicide will result in its direct release to the environment. If released to air, a vapor pressure of 2.41X10-6 mm Hg at 20 °C indicates flumioxazin will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase flumioxazin will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 6.8 hours. Particulate-phase flumioxazin will be removed from the atmosphere by wet and dry deposition. If released to soil, flumioxazin is expected to have a low potential to leach based on column leaching studies and a fast degradation rate. Volatilization from moist soil surfaces is negligible. Flumioxazin degrades rapidly in soil water via hydrolysis with half-lives of 3.4 to 5.1 days at pH 5.0, 21.4-24.6 hours at pH 7.0, and 14.6-22.0 minutes at pH 9.0; therefore, aqueous chemical hydrolysis in moist soils will be an important fate process. Microbial degradation in soil is also an important fate process; the half-life for aerobic soil metabolism is 11.9 to 17.5 days, with an average of 14.7 days. The photolysis half-life on soil is 3.2 to 8.4 days (average 5.8 days). The rapid soil dissipation rate indicates flumioxazin is not persistent in soil. If released into water, chemical hydrolysis will be a major degradation process. Flumioxazin has an anaerobic aquatic metabolism half-life of 0.2 days. Volatilization from water surfaces is not expected to be an important fate process based upon this compound's estimated Henry's Law constant. An estimated BCF of 18 suggests the potential for bioconcentration in aquatic organisms is low. Photodegradation in shallow water can occur (surface half-life of about 1 day at pH 5). Occupational exposure to flumioxazin may occur through short and intermediate-term dermal and inhalation exposure during mixing, loadin

규제 정보

Regulatory Information · 5건

Hazard Traits - Reproductive Toxicity;Authoritative List - EC Annex VI CMRs - Cat. 1B;Report - if used as a fragrance or flavor ingredient

Regulation (EC) No 1107/2009 (amended)

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

02/81/EC, 2010/77/EU, Reg. (EU) 2015/1885, Reg. (EU) 2016/549, Reg. (EU) 2017/841, Reg. (EU) 2019/707, Reg. (EU) 2020/869, Reg. (EU) 2021/745, Reg. (EU) 2022/43, Reg. (EU) No 540/2011, Reg. (EU)2018/917

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

FIFRA Requirements · 1건

Tolerances are established for residues of flumioxazin, 2-(7-fluoro-3,4-dihydro-3-oxo-4-(2-propynyl)-2H-1,4-benzoxazin-6-yl)-4,5,6,7-tet rahydro-1H-isoindole-1,3(2H)-dione, in or on the following raw agricultural commodities: peanuts; and soybean seed.

안전 데이터

wgk
3
ridadr
UN 3077 9 / PGIII
독성
LD50 in rats (mg/kg): >5000 orally; >2000 dermally; LC50 (4 hr) in rats (mg/m3): >3930 by inhalation; LC50 (96 hr) in bluegill, rainbow trout (mg/l): >21, 2.3 (Yoshida).
risk_code
61-50/53
hazard_code
T,N
safety_code
53-45-60-61
Hazard Classifications
Aquatic Acute 1Aquatic Chronic 1Repr. 2
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
103361-09-7(Hazardous Substances Data)

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

Formulations/Preparations · 3건

USEPA/OPP Pesticide Code 129034; Trade Names: V-53482.

97.9% technical grade; 51% emulsifiable concentrate end-use product

Wettable powder

Use ClassificationEnvironmental transformation -> Pesticides (parent, predecessor)
General Manufacturing InformationRegistered for use on soybeans and peanuts. ... One application is allowed per season.

응용 분야

용도Herbicide.

공급사100 곳

阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖北博杰生物科技有限公司0713-2060728 15629612610
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]
艾吉析科技(上海)有限公司17717235263 · [email protected]
河南赢创生物科技有限公司16650615803 · [email protected]
苏州市森菲达化工有限公司18796480002 18796480002 · [email protected]
湖北研科时代科技有限公司15780669880 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
扬州思域化工有限公司0514-87325867 · [email protected]
广东元丰化学试剂有限公司0751-2829979 13318593351 · [email protected]
梯希爱(上海)化工贸易有限公司021-61109150 · [email protected]
湖北长耀生物科技有限公司17683887209 17683887209 · [email protected]
湖北魏氏化学试剂股份有限公司027-59102966 18717199209 · [email protected]
上海艾梯西生物科技有限公司18721763493
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