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フェノキサプロップ-エチル標準品

Fenoxaprop-ethyl

HCID 47938
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
66441-23-4
標準SMILES
CCOC(=O)C(C)Oc1ccc(Oc2nc3ccc(Cl)cc3o2)cc1
InChIKey
PQKBPHSEKWERTG-UHFFFAOYSA-N
分子式
C18H16ClNO5
平均分子量
361.8 g/mol
単同位体質量
361.0717003

概要

Fenoxaprop Ethyl can cause developmental toxicity according to The Environmental Protection Agency (EPA).

名称と識別子

優先名称
Fenoxaprop-ethyl
IUPAC
ethyl 2-[4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy]propanoate
現地名
フェノキサプロップ-エチル標準品
英語名
Fenoxaprop-ethyl
分子式
C18H16ClNO5
分子量
361.78

名称と別名

FENOXAPROP-ETHYL66441-23-4Fenoxaprop ethylAcclaimFuroreDeponWhipFenoxaprop ethyl esterExcelPUMATiller HerbicideOption
名称をさらに表示
フェノキサプロップ-エチル標準品フェノキサプロップエチルフェノキサプロップ‐エチル標準品CS_N-11957-100MG_フェノキサプロップエチルフローレフェノキサプロップエチル ラセメートフローレフェノキサプロップエチル標準品フェノキサプロップ-エチル STANDARDフェノキサプロップ-エチル Standard, 100 µg/mL in MeOHフローレエチル 2-{4-[(6-クロロ-1,3-ベンゾオキサゾール-2-イル)オキシ]フェノキシ}プロパノアートBBC3ExelJFY-1SupetWRNIP1hoe33171FLJ22526
HOE 33171DTXSID2032392ethyl 2-[4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy]propanoatePropanoic acid, 2-[4-[(6-chloro-2-benzoxazolyl)oxy]phenoxy]-, ethyl ester7U20WEM458HOE-33171DTXCID0012392Propanoic acid, 2-(4-((6-chloro-2-benzoxazolyl)oxy)phenoxy)-, ethyl ester

データベース識別子

CAS

物性

構造計算による物性

XLogP
4.1
極性表面積
70.8 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
25
形式電荷
0
複雑度
443

実験および物理化学的性質

Pesticides · 2 件

Pesticides -> Herbicides, Other

Pesticide (Fenoxaprop ethyl) -> USDA PDB

Color/FormColorless solid
SolubilitySolubility @ 20 °C: >0.5% in hexane; >1% in cyclohexane, ethanol, 1-octanol; >20%in ethyl acetate; >30% in toluene; >50% in acetone; solubility in water @ 25 °C: 0.9 mg/l
Boiling Point200 °C @ 100 pa
Melting Point84-85 °C
Vapor Pressure · 2 件

0.00000001 [mmHg]

0.19 X 10-5 Pa @ 20 °C

Physical Description · 2 件

Coarse light beige to brown powder. Selective herbicide.

Colorless solid; [HSDB] Light beige to brown solid; [CAMEO]

Collision Cross Section189.3 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID2032392]

物理化学的性質

融点
84 · 84-85°

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Warning

H317: May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Warning

H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 4 件

Hazard Traits - Developmental Toxicity

Commission Regulation (EC) No 1490/2002

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

Fenoxaprop-ethyl: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

DOT LabelClass 9
Fire HazardsExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Health HazardsExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Hazards SummaryMay cause skin sensitization; [eChemPortal: ESIS] No effect level for rats in 90-day feeding study was 80 mg/kg diet; [HSDB] An irritant; May cause skin sensitization; [MSDSonline]
Reactive GroupAmines, Phosphines, and Pyridines
FIFRA Requirements · 2 件

Tolerances are established for the combined residues of the herbicide fenoxaprop-ethyl [(+)-ethyl 2-[4-[(6-chloro-2- benzoxazolyl)oxy]phenoxy]propanoate] and its metabolites [2-[4-[(6-chloro- 2-benzoxazoyl)oxy]phenoxy]propanoic acid and 6-chloro-2,3- dihydrobenzoxazol-2-one], each expressed as fenoxaprop-ethyl, in or on the following raw agricultural commodities: cottonseed; peanuts; peanut hulls; rice grain; and soybeans.

化学と産業

薬理情報

Mechanism of Action · 1 件

Fenoxaprop-ethyl is a proprietary combination of nitrate and L-arginine that provides the beneficial cardiovascular effects of nitrates. Combining L-arginine with organic nitrates prevents the endothelial cell's depletion of L-arginine and the associated problem of nitrate tolerance. By eliminating nitrate tolerance, Fenoxaprop-ethyl allows patients to receive the continuous, 24-hour benefit of a potent nitrate product, thus sustaining the desired vasodilation effect.

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 · 1 件

Dermal absorption of the (14)C ring-labelled herbicide fenoxaprop-ethyl was examined after topical applications of the herbicide in either acetone or in field formulation (Excel) to the shaved backs of rats (n= 6) according to standard in vivo procedure. The total percentage dermal absorption was determined from the mean percentage recoveries of (14)C in the urine after correction for incomplete urinary excretion using the recovery figures obtained from im dose studies (49:17.7% recovery). The mean percentage dermal absorption of fenoxaprop-ethyl applied in acetone at a dose of 1.8 ug/sq cm was 32:6.8% and was significantly greater than that obtained at the same dose of fenoxaprop-ethyl applied in the Excel formulation (18:4.5%). Increasing the applied dose of fenoxaprop-ethyl had no effect on dermal absorption within the dose range 1.8 to 100 ug/sq cm; when doses of 10 and 100 ug/sq cm were applied in Excel, 20:6.7% and 21:4.5% was absorbed, respectively. Mass balance studies with the total percentage recovery in urine (im corrected) added to recovery from foam patches covering the dose site, and from gauze swabs moistened with soapy water taken of dosed skin 24 hr after treatment, demonstrated only 56:3.7%, 54:3.8%, 56:5.4% and 53:3.9% total recovery for the acetone 1.8 ug/sq cm and Excel 1.8, 10 and 100 ug/sq cm treatments, respectively. Significantly less residual (14)C activity was detected in the skin swabs taken for the acetone (8:3.5%) than for the Excel treatments (21:6.0%, 27:4.0% and 25:5.8% for the 1.8, 10 and 100 ug/sq cm dose rates, respectively). Comparative studies conducted at a dose rate of 1.4 ug/sq cm with automated in vitro dermal absorption procedure demonstrated no significantly different total percentage dermal absorption in dermatomed skin taken from the same rats tested in vivo at a dose rate of 1.8 ug/sq cm. There was no significant difference between the total percentage dermal absorption obtained for automated in vitro dermal absorption analysis of fresh rat skin (27:9.3%; n= 20) compared with that for rat skin frozen for 7 days in liquid nitrogen (25:7.6%; n= 19).

関連反応

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化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
66441-23-4
PubChem CID
47938
DTXSID
DTXSID2032392
ChEMBL
CHEMBL37932
ChEBI
CHEBI:5008
UNII
7U20WEM458
EC Number
266-362-9
Nikkaji
J211.539E
沸点
200 ° · bp 200° at 100 Pa
比旋光度
-1 · -1~+1°(20℃/D)(c=1, 1,4-dioxane)
比重(密度)
1.2523 · 1.2523 (rough estimate)
屈折率
1.65 · 1.6500 (estimate)
貯蔵温度
-20 °C · -20°C
酸解離定数(Pka)
-0.08 · -0.08±0.30(Predicted)
外見
buffered aqueous solution
由来生物
goat
Henry's Law Constant
6.2 · 6.2×102 mol/(m3Pa) at 25℃, Ebert et al. (2023)
主な用途
農業環境
InChI
1S/C18H16ClNO5/c1-3-22-17(21)11(2)23-13-5-7-14(8-6-13)24-18-20-15-9-4-12(19)10-16(15)25-18/h4-11H,3H2,1-2H3
InChIKey
PQKBPHSEKWERTG-UHFFFAOYSA-N
SMILES
CCOC(=O)C(C)Oc1ccc(Oc2nc3ccc(Cl)cc3o2)cc1
EPAの化学物質情報
Fenoxaprop-ethyl (66441-23-4)

化学的性質

化学的特性Colorless or white solid. Liquid form is dark brown with an aromatic hydrocarbon odor.

Interim tolerances, to expire April 12 1996, are established for the combined residues of the herbicide fenoxaprop-ethyl [(+)-ethyl 2-[4-[(6-chloro-2- benzoxazolyl)oxy]phenoxy]propanoate] and its metabolites [2-[4-[(6-chloro- 2-benzoxazoyl)oxy]phenoxy]propanoic acid and 6-chloro-2,3- dihydrobenzoxazol-2-one], each expressed as fenoxaprop-ethyl, in or on the following raw agricultural commodities: milk, cattle (fat, mbyp, and meat), goats (fat, mbyp, and meat), hogs (fat, mbyp, and meat), horses (fat, mbyp, and meat), sheep (fat, mbyp, and meat), and wheat (grain and straw).

Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
Hazard Classes and Categories · 4 件

Skin Sens. 1 (100%)

Acute Tox. 4 (100%)

Skin sensitisation - category 1

Skin Sens. 1

安全と保護具

Fire FightingExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
First AidExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Fire Fighting ProceduresDry chemical or carbon dioxide for small fires. Foam or water for large fires.
Storage ConditionsDo not store above 100 °F or below 10 °F. Do not store or use near open flame. Store where contamination of fertilizer, seed, or feedstuffs will not occur. Do not contaminate water, food or feed by storage.
Nonfire Spill ResponseExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Preventive MeasuresAvoid inhalation of vapor or spray mist. Remove contaminated clothing and wash before reuse. Wash thoroughly with soap and water after handling. Handle only in ventilated area.
Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Allowable Tolerances · 2 件

Tolerances are established for the combined residues of the herbicide fenoxaprop-ethyl [(+)-ethyl 2-[4-[(6-chloro-2- benzoxazolyl)oxy]phenoxy]propanoate] and its metabolites [2-[4-[(6-chloro- 2-benzoxazoyl)oxy]phenoxy]propanoic acid and 6-chloro-2,3- dihydrobenzoxazol-2-one], each expressed as fenoxaprop-ethyl, in or on the following raw agricultural commodities: 0.05 ppm for cottonseed; peanuts; peanut hulls; rice grain; and soybeans.

Interim tolerances, to expire April 12 1996, are established for the combined residues of the herbicide fenoxaprop-ethyl [(+)-ethyl 2-[4-[(6-chloro-2- benzoxazolyl)oxy]phenoxy]propanoate] and its metabolites [2-[4-[(6-chloro- 2-benzoxazoyl)oxy]phenoxy]propanoic acid and 6-chloro-2,3- dihydrobenzoxazol-2-one], each expressed as fenoxaprop-ethyl, in or on the following raw agricultural commodities: 0.02 ppm for milk; 0.05 ppm for cattle (fat, mbyp, and meat), goats (fat, mbyp, and meat), hogs (fat, mbyp, and meat), horses (fat, mbyp, and meat), sheep (fat, mbyp, and meat), and wheat (grain); and 0.50 ppm for wheat (straw).

Personal Protective Equipment (PPE) · 2 件

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:

Wear goggles or face shield and impermeable rubber gloves while mixing. Long sleeved shirt and long pants while mixing and during application.

毒性情報

Ecotoxicity ValuesLD50 Japnese quail oral > 5000 mg/kg
Environmental Fate · 2 件

The persistence of (14)C fenoxaprop acid, the major degradation product of the herbicide (14)C fenoxaprop-ethyl, was studied at different controlled temperature and moisture conditions in 3 Sakatchewan soils. At 85% of field capacity, degradation approximated to first order kinetics at soil temperatures of 10, 20, and 30 °C, with halflife values ranging from 42 to 5 days. In clay at 20 °C, there was no effect of moisture, between 50 and 100% field capacity, on the rate of (14)C fenoxaprop acid breakdown. There was no loss of radioactivity after 65 days in air dry soils. In all soils incubated at 85% field capacity and 20 °C with (14)C fenoxaprop-ethyl, uniformly labeled in the chlorophenyl ring, there was evolution of (14)CO2 indicating ring fission. Over a 56 day incubation period, 10-15% of the applied radioactivity was released from the treated soils as (14)CO2. Extraction with ammoniated acetonitrile recovered 14-19% of the original radioactivity; between 3 and 5% of the initial (14)C was incorporated into soil microbial biomass, 17-25% into the fulvic acid, 7-12% into the humic acid, and 30-34% into the humin soil fractions.

The environmental persistence and fate of fenoxaprop-ethyl, a herbicide proposed for selective control of grasses in California rice, have been investigated under laboratory and field conditions. In the field, it dissipated rapidly from both water and soil, with half lives in water <4 hr and soil residues belo detectability within 6 days. The photolysis half life in sterile, distilled water was 269 hr; in field water a combination of microbial and photochemical reactions resulted in a half life of 29 hr. Products included the corresponding acid, 6-chlorobenzoxazolinone, ethyl 2-(4-hydroxyphenoxy)propanoate, and 2-(4-hydroxyphenoxy)propanoic acid. Hydrolysis was slower at pH 6.1 and 7.4 but resulted in a half life of only 8.3 hr at pH 9.1. Fenoxaprop-ethyl is essentially nonvolatile (Henry's Law constant = 3X10-7) and was bound moderately to soil (Kcc = 6800). These properties represent a near optimum for pesticide persistence.

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Toxicity Summary · 1 件

ACCLAIM is a proprietary combination of nitrate and L-arginine that provides the beneficial cardiovascular effects of nitrates. Combining L-arginine with organic nitrates prevents the endothelial cell's depletion of L-arginine and the associated problem of nitrate tolerance. By eliminating nitrate tolerance, ACCLAIM allows patients to receive the continuous, 24-hour benefit of a potent nitrate product, thus sustaining the desired vasodilation effect.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Non-Human Toxicity ExcerptsIn 90 day feeding trials, no effect level for rats was 80 mg/kg diet, and for dogs 16 mg/kg.
Toxicity DataLC50 (rat) > 510 mg/m3
RAIS Toxicity Values · 4 件

0.32

OPP

0.0025

OPP

Non-Human Toxicity Values · 4 件

LD50 Mouse male oral 4670 mg/kg

LD50 Mouse female oral 5490 mg/kg

LD50 Rat male oral 2357 mg/kg

LD50 Rat female oral 2500 mg/kg

EPA Human Health Benchmarks for Pesticides · 6 件

Fenoxaprop-ethyl

0.32

9000

Females 13-49 yrs

0.0025

15

法規制情報

FIFRA Requirements · 2 件

Tolerances are established for the combined residues of the herbicide fenoxaprop-ethyl [(+)-ethyl 2-[4-[(6-chloro-2- benzoxazolyl)oxy]phenoxy]propanoate] and its metabolites [2-[4-[(6-chloro- 2-benzoxazoyl)oxy]phenoxy]propanoic acid and 6-chloro-2,3- dihydrobenzoxazol-2-one], each expressed as fenoxaprop-ethyl, in or on the following raw agricultural commodities: cottonseed; peanuts; peanut hulls; rice grain; and soybeans.

Interim tolerances, to expire April 12 1996, are established for the combined residues of the herbicide fenoxaprop-ethyl [(+)-ethyl 2-[4-[(6-chloro-2- benzoxazolyl)oxy]phenoxy]propanoate] and its metabolites [2-[4-[(6-chloro- 2-benzoxazoyl)oxy]phenoxy]propanoic acid and 6-chloro-2,3- dihydrobenzoxazol-2-one], each expressed as fenoxaprop-ethyl, in or on the following raw agricultural commodities: milk, cattle (fat, mbyp, and meat), goats (fat, mbyp, and meat), hogs (fat, mbyp, and meat), horses (fat, mbyp, and meat), sheep (fat, mbyp, and meat), and wheat (grain and straw).

安全データ

wgk
2
rtecs
UA2454000
ridadr
UN 3077 9/PG 3
毒性
LD50 in male, female rats (mg/kg): 2357, 2500 orally; 739, 864 i.p. (Bieringer)
hs_code
29349990
risk_code
43-50/53-22
hazard_code
Xi,N,Xn
safety_code
24-37-60-61
Hazard Classifications
Aquatic Acute 1Aquatic Chronic 1Skin Sens. 1
ストレージクラス
11 - Combustible Solids
有毒物質データの
66441-23-4(Hazardous Substances Data)

用途と製造

Uses · 5 件

Used as selective post-emergence herbicide for control of grassy weeds in beets, cotton, soy beans, vegetables, turf, and other crops; [HSDB]

Farming (Pesticides) [Category: Industry]

Herbicide to control grassy weeds in broadleaved crops and established turfgrass.

/Controls/ emerged annual and perennial grass weeds in such crops as beans, beets, cotton, groundnuts, potatoes, soyabeans and vegetables using 180-480 g ai/hectare.

Chronic angina and Coronary Artery Disease

Formulations/PreparationsEmulsifiable concentrate
General Manufacturing InformationSelective postemergent herbicide

応用分野

使用Fenoxaprop-ethyl is a selective, postemergence herbicide for control of annual and perennial grass weeds in crops such as beans, beets, cotton, groundnuts, potatoes and other vegetables.

一般的な説明Coarse light beige to brown powder. Selective herbicide.

上流・下流製品情報

上流原料

Concentrated hydrochloric acidL-乳酸プロピオン酸エチルEthyl (R)-(+)-2-(4-hydroxyphenoxy)propionateエタンペルオキシ酸塩素炭酸カリウム2,6-ジクロロベンゾオキサゾールアセトフェノン尿素五塩化りん2-アミノフェノール2-クロロプロピオン酸エチル

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