基本情報
- 標準SMILES
CCOC(=O)C(C)Oc1ccc(Oc2cnc3cc(Cl)ccc3n2)cc1- InChIKey
OSUHJPCHFDQAIT-UHFFFAOYSA-N- 分子式
- C19H17ClN2O4
- 平均分子量
- 372.8 g/mol
- 単同位体質量
- 372.0876847
概要
Quizalofop-ethyl can cause male reproductive toxicity according to an independent committee of scientific and health experts.
名称と識別子
- 優先名称
- Quizalofop-ethyl
- IUPAC
- ethyl 2-[4-(6-chloroquinoxalin-2-yl)oxyphenoxy]propanoate
- 現地名
- 2-[4-[(6-クロロキノキサリン-2-イル)オキシ]フェノキシ]プロピオン酸エチル
- 英語名
- Quizalofop-ethyl
- 分子式
- C19H17ClN2O4
- 分子量
- 372.8
名称と別名
名称をさらに表示
データベース識別子
- CAS
76578-14-8- PubChem CID
- 53518
- DTXSID
DTXSID9023889- ChEMBL
CHEMBL444825- ChEBI
CHEBI:137937- UNII
- 7280704RL4
- EC Number
- 616-351-3
- Nikkaji
- J22.972E
物性
構造計算による物性
- XLogP
- 4.3
- 極性表面積
- 70.5 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 6
- 回転可能結合数
- 7
- 重原子数
- 26
- 形式電荷
- 0
- 複雑度
- 459
実験および物理化学的性質
Pesticides
Pesticide -> EPA IRIS
Pesticides -> Herbicides, Other
Pesticide (Quizalofop ethyl) -> USDA PDB
LogP
log Kow= 4.28
4.28
Solubility
In benzene 290, xylene 120, acetone 111, ethanol 9, hexane 2.6 (all in g/l, at 20 °C)
In water, 0.3 mg/l @ 20 °C
Vapor Pressure
0.00000001 [mmHg]
6.49X10-9 mm Hg @ 20 °C
Physical Description
Quizalofop-ethyl appears as white crystals. Insoluble in water. Used as an herbicide.
White solid; [Merck Index] Colorless solid; [HSDB]
物理化学的性質
- 融点
- 92 · 92-93°
- 沸点
- 0.2 · bp0.2 220°
- 比重(密度)
- 1.2671 · 1.2671 (rough estimate)
- 屈折率
- 1.68 · 1.6800 (estimate)
- 闪点
- 100 °C · 100 °C
- 貯蔵温度
- 0 · 0-6°C
- 溶解性
- Chloroform (Slightly), Methanol (Slightly)
- 酸解離定数(Pka)
- -1.39 · -1.39±0.48(Predicted)
- 水溶解度
- 303 ug/L · 303ug/L(温度表記なし)
- Merck
- 13 · 13,8178
- BRN
- 7145610 · 7145610
- Henry's Law Constant
- 9.3 · 9.3×102 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- 主な用途
- 農業環境
- InChI
- 1S/C19H17ClN2O4/c1-3-24-19(23)12(2)25-14-5-7-15(8-6-14)26-18-11-21-17-10-13(20)4-9-16(17)22-18/h4-12H,3H2,1-2H3
- InChIKey
- OSUHJPCHFDQAIT-UHFFFAOYSA-N
- SMILES
- CCOC(=O)C(C)Oc1ccc(Oc2cnc3cc(Cl)ccc3n2)cc1
- LogP
- 4.28 · 4.280
- CAS データベース
- 76578 · 76578-14-8(CAS DataBase Reference)
- NISTの化学物質情報
- Assure(76578-14-8)
- EPAの化学物質情報
- Quizalofop-ethyl (76578-14-8)
化学的性質
化学的特性White crystalline solid or powder. Commercial product is available as an emulsifiable con- centrate. Practically insoluble in water; solubili- ty≤2×10-28 ppm.
安全と法規制
GHS分類
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P273, P280, P301+P317, P302+P352, P317, P321, P330, P362+P364, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
H302: Harmful if swallowed [Warning Acute toxicity, oral]
危険有害性情報
Regulatory Information
Hazard Traits - Reproductive Toxicity
Commission Regulation (EC) No 1490/2002
Propanoic acid, 2-[4-[(6-chloro-2-quinoxalinyl)oxy]phenoxy]-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard
FIFRA Requirements
New Active Ingredients ... includes pesticide active ingredients initially registered after November 1, 1984, that currently have active product registrations. By law, these newer pesticides are not subject to the reregistration program. They must, however, meet the new safety standard of the FQPA, and will be reviewed on a 15-year cycle under the registration review program. ... Active Ingredient Number: 128711; Type of Pesticide: conventional-herbicide; Use Site: food use and non-food use; Year: 1988.
Reactivity Profile
A halogenated ester and amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
Hazard Classes and Categories
Acute Tox. 4 (100%)
Acute toxicity (Oral) - Category 4
安全と保護具
Allowable Tolerances
Tolerances are established for the combined residues of the herbicide quizalofop (2-[4-(6-chloroquinoxalin-2-yloxy)phenoxy]propanoic acid) and quizalofop ethyl (ethyl-2-[4-(6-chloroquinoxalin-2-yloxy)phenoxy]propanoate), all expressed as quizaolgop ethyl, in or on the following agricultural commodities: soybean flour 0.5 ppm; soybean hulls 0.02 ppm; soybean meal 0.5 ppm; soybean soapstock 1.0 ppm; soybeans 0.05 ppm.
Tolerances are established for the combined residues of the herbicide quizalofop (2-[4-(6-chloroquinoxalin-2-yloxy)phenoxy]propanoic acid), quizalop-ethyl (ethyl-2-[4-(6-chloroquinoxalin-2-yloxy)phenoxy]propanoate), and quizolofop-methyl (methyl-2-[4-(6-chloroquinoxalin-2-yloxy)phenoxy]propanoate), all expressed as quizalofop-ethyl, as follows: cattle, fat 0.05 ppm; cattle, meat 0.02 ppm; cattle, mbyp 0.05 ppm; eggs 0.02 ppm; goats, fat 0.05 ppm; goats, meat 0.02 ppm; goats, mbyp 0.05 ppm; hogs, fat 0.05 ppm; hogs, meat 0.02 ppm; hogs, mbyp 0.05 ppm; horses, fat 0.05 ppm; horses, meat 0.02 ppm; horses, mbyp 0.05 ppm; milk 0.01 ppm; milk, fat 0.05 ppm; poultry, fat 0.05 ppm; poultry, meat 0.02 ppm; poultry, mbyp 0.05 ppm; sheep, fat 0.05 ppm; sheep, meat 0.02 ppm; sheep, mbyp 0.05 ppm.
毒性情報
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), Koc values of 510 and 570(2) indicate that quizalofop-ethyl is expected to have low mobility in soil(SRC). Volatilization of quizalofop-ethyl from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 1.1X10-8 atm-cu m/mole(SRC), based upon its vapor pressure, 6.49X10-9 mm Hg(3) and water solubility, 0.3 mg/l(4). Quizalofop-ethyl is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). In a field dissipation study in soil, quizalofop-ethyl had a half-life of 60 days(2) suggesting that this compound is degraded fairly slowly in the environment.
AQUATIC FATE: Based on a classification scheme(1), Koc values of 510 and 570(2) indicate that quizalofop-ethyl is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces may be expected(3) based upon a Henry's Law constant of 1.1X10-8 atm-cu m/mole(SRC), based upon its vapor pressure, 6.49X10-9 mm Hg(4) and water solubility, 0.30 mg/l(5). According to a classification scheme(6), an estimated BCF of 400(SRC), from its log Kow(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is high(SRC). Data on the biodegradation of quizalofop-ethyl in water were not available. In a field dissipation study in soil, quizalofop-ethyl had a half-life of 60 days(2) suggesting that this compound is degraded fairly slowly in the environment.
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), quizalofop-ethyl, which has a vapor pressure of 6.49X10-9 mm Hg at 20 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase quizalofop-ethyl may be removed from the air by wet and dry deposition(SRC).
EPA IRIS Information
Assure
Hepatic
9 x 10 ^-3 mg/kg-day
Environmental Biodegradation
A field dissipation half-life of 60 days was reported(1); this value includes loss due to both abiotic and biotic degradation as well as transport processes. In soil, a DT50 value of less than 1 day has been reported; quizalofop is formed as the degradation product(2).
Environmental Bioconcentration
An estimated BCF of 400 was calculated for quizalofop-ethyl(SRC), using a log Kow of 4.28(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is high(SRC).
Volatilization from Water/Soil
The Henry's Law constant for quizalofop-ethyl is 1.1X10-8 atm-cu m/mole(SRC) based upon its vapor pressure, 6.49X10-9 mm Hg(1), and water solubility, 0.30 mg/l(2). This Henry's Law constant indicates that quizalofop-ethyl is expected to be essentially nonvolatile from water surfaces(3). Quizalofop-ethyl's Henry's Law constant(1,2) indicates that volatilization from moist soil surfaces should not occur(SRC). Quizalofop-ethyl is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).
法規制情報
FIFRA Requirements
New Active Ingredients ... includes pesticide active ingredients initially registered after November 1, 1984, that currently have active product registrations. By law, these newer pesticides are not subject to the reregistration program. They must, however, meet the new safety standard of the FQPA, and will be reviewed on a 15-year cycle under the registration review program. ... Active Ingredient Number: 128711; Type of Pesticide: conventional-herbicide; Use Site: food use and non-food use; Year: 1988.
安全データ
- wgk
- 3
- rtecs
- UA2458255
- ridadr
- UN3077 9/PG 3
- 毒性
- LD50 in male, female rats, male, female mice (mg/kg): 1670, 1480, 2350, 2360 orally; all 10,000 dermally; LC50 (96 hr) in rainbow trout: 10.7 mg/l (Sakata)
- PRTR法
- 第1種指定化学物質
- hs_code
- 29333990
- risk_code
- 21/22
- hazard_code
- Xn
- safety_code
- 22-24/25
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 OralAquatic Acute 1
- ストレージクラス
- 11 - Combustible Solids
- 有毒物質データの
- 76578-14-8(Hazardous Substances Data)
化学と産業
薬理情報
Absorption, Distribution and Excretion
In mammals, following oral admin, the parent is rapidly metabolized; >90% of the dose is eliminated in the urine within 3 days.
Selective systemic herbicide, absorbed by the leaves, with translocation throughout the plant, moving in both the xylem & phloem. & accumulation in the meristematic tissue.
用途と製造
Uses
Used as selective post-emergence herbicide for control of annual and perennial grass weeds in potatoes, soy beans, sugar beets, peanuts, vegetables, cotton, and other crops; [HSDB]
Farming (Pesticides) [Category: Industry]
For Quizalofop-ethyl (USEPA/OPP Pesticide Code: 128711) 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./
Systemic herbicide used for selective post-emergence control of annual and perennial grass weeds in potatos, soy beans, sugar beet, peanuts, oilseed rape, sunflowers, vegetables, cotton, and flax.
This is a man-made compound that is used as a pesticide.
Formulations/Preparations
USEPA/OPP Pesticide Code 128711; Trade Names: Targa, Assure, DPX-Y6202, INY-6202, NC 302, NCI-96683, FBC-32197, EXP-3864, Pilot.
Emulsifiable concentrate, suspension concentrate
応用分野
使用Quizalofop-ethyl is a selective postemergence herbicide used to control both annual and perennial grasses in soybeans and cotton.
一般的な説明White crystals. Insoluble in water. Used as an herbicide.
調製方法
純化方法This (±)-herbicide forms white crystals from Me2CO/EtOH and sublimes in vacuo. Large quantities can be distilled at high vacuum. Its solubilities at 20o in g/10mL are 0.09 (EtOH), 1.1 (Me2CO), 1.2 (xylene), 2.9 (*C6H6), and is nearly insoluble in H2O (0.3mg/L). The (±)-acid has [95977-28-9]. The R-ester enantiomer has m 76-77o (pale brown crystals from EtOH), [ ] D 20 + 3 5 . 9o (EtOH). It is the more active fatty acid synthase inhibitor (designated DPX-Y6202) used to control grassy weeds in broadleaf crops.
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