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에톡사졸

Etoxazole

HCID 153974
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
153233-91-1
표준 SMILES
CCOc1cc(C(C)(C)C)ccc1C1COC(c2c(F)cccc2F)=N1
InChIKey
IXSZQYVWNJNRAL-UHFFFAOYSA-N
분자식
C21H23F2NO2
평균 분자량
359.4 g/mol
단동위원소 질량
359.1696853

개요

Etoxazole is an organofluorine acaricide.

이름 및 식별자

우선 이름
Etoxazole
IUPAC
4-(4-tert-butyl-2-ethoxyphenyl)-2-(2,6-difluorophenyl)-4,5-dihydro-1,3-oxazole
현지명
에톡사졸
영어명
ETOXAZOLE
분자식
C21H23F2NO2
분자량
359.41

이름 및 동의어

Etoxazole153233-91-1Baroque4-(4-tert-butyl-2-ethoxyphenyl)-2-(2,6-difluorophenyl)-4,5-dihydro-1,3-oxazoleBorneoTetraSanDTXSID8034586LBE5H21G6LYI 53012-(2,6-Difluorophenyl)-4-(4-(1,1-dimethylethyl)-2-ethoxyphenyl)-4,5-dihydrooxazoleOxazole, 2-(2,6-difluorophenyl)-4-(4-(1,1-dimethylethyl)-2-ethoxyphenyl)-4,5-dihydro-DTXCID6014586
이름 더 보기
에톡사졸etoxazolEtoxazole-D5Etoxazole TC30%Etoxazole EV20%Etoxazole WDGETOXAZOLE STANDARD30%Ethofenazole EVC13368000 Etoxazole
CHEBI:39329YI-5301RefChem:139288604-891-24-(4-(tert-Butyl)-2-ethoxyphenyl)-2-(2,6-difluorophenyl)-4,5-dihydrooxazoleEtoxazole [ISO]MFCD07363987C21H23F2NO2

데이터베이스 식별자

CAS
153233-91-1
PubChem CID
153974
DTXSID
DTXSID8034586
ChEMBL
CHEMBL1881674
ChEBI
CHEBI:39329
UNII
LBE5H21G6L
EC Number
604-891-2
Nikkaji
J723.676J

물성

구조 계산 물성

XLogP
5.4
극성 표면적
30.8 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
5
회전 가능 결합 수
5
무거운 원자 수
26
형식 전하
0
복잡도
495

실험 및 물리화학적 성질

pHpH = 6.2 /Technical/
Pesticides · 6건

Pesticides

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Approved

Pesticides -> Other Insecticides

Acaricides

Environmental transformation -> Pesticides (parent, predecessor)

LogPlog Kow = 5.59 at 25 °C
OdorMusty odor
Density1.24 g/cu cm at 20 °C
Color/Form · 2건

White, crystalline powder

Brown granules /End-use/

Solubility · 3건

In water, 3.99X10-2 mg/L at 10 °C; 6.69X10-2 mg/L at 30 °C

In water, 7.54X10-2 mg/L at 20 °C

Solubility in acetone 300, methanol 90, ethanol 90, cyclohexanone 500, etrahydrofuran 750, acetonitrile 80, ethyl acetate 250, xylene 250, n-hexane 13, n-heptane 13 (all in g/L, 20 °C)

Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point101-102 °C

안전 및 규제

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

GHS 분류

GHS Classification · 6건

Warning

H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

P273, P391, and P501 (click each P-code to see the statement)

Warning

H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

P273, P391, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 4건

Commission Regulation No 844/2012

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

05/34/EC, Reg. (EU) 2017/841, Reg. (EU) 2018/917, Reg. (EU) 2019/707, Reg. (EU) 2020/2105, Reg. (EU) 2020/869, Reg. (EU) 2023/1784, Reg. (EU) No 540/2011

Etoxazole: 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.

Hazards SummaryIn high-dose animal studies, causes liver injury and reproductive effects; [RTECS]
Special ReportsCalifornia Environmental Protection Agency/Department of Pesticide Regulation; Toxicology Data Review Summaries. Available from: http://www.cdpr.ca.gov/docs/toxsums/toxsumlist.htm on Etoxazole (153233-91-1) as of September 30, 2004
FIFRA Requirements · 1건

Tolerances are established for residues of the insecticide etoxazole, 2-(2,6-difluorophenyl)-4-[4-(1,1-dimethylethyl)-2-ethoxyphenyl]-4,5-dihydrooxazole, in or on the following raw agricultural commodities: apple, wet pomace; cattle, fat; cattle, liver; cotton, gin byproducts; cotton, undelinted seed; fruit, pome, group 11; goat, fat; goat, liver; horse, fat; horse, liver; milk, fat; sheep, fat; sheep, liver; strawberry; and tangerine (There are no U.S. registrations for use of etoxazole on tangerine as of September 26, 2003).

화학 및 산업

약리 정보

MeSH Pharmacological ClassificationA pesticide or chemical agent that kills mites and ticks. This is a large class that includes carbamates, formamides, organochlorines, organophosphates, etc, that act as antibiotics or growth regulators.

용도 및 제조

Uses · 5건

Used to control mites and aphids on fruits, vegetables, and ornamentals; [Merck Index] Used on ornamental plants in greenhouses; [Reference #1]

Farming (Pesticides) [Category: Industry]

For etoxazole (USEPA/OPP Pesticide Code: 107091) 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./

Insect growth regulator; controls mites in citrus, pome fruit, strawberries,nuts, and vegetables. Tetrasan for use on ornamentals.

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

Formulations/Preparations · 4건

Trade names: Borneo, Baroque, Secure, Tetrasan, Zoom

Soluble concentrate

Technical is 93-98%.

Types of Formulations: 95.4% technical product, 5.0% water dispersible granular end-use product.

Use Classification · 2건

Acaricides

Environmental transformation -> Pesticides (parent, predecessor)

응용 분야 · 1건

개요Etoxazole is an organofluorine acaricide. It induces toxicity in two-spotted spider mite (T. urticae) larvae (LC50 = 0.036 mg/L for the London reference strain) through inhibition of chitin synthase 1. It reduces acetylcholinesterase (AChE) activity in the freshwater fish O. niloticus in a concentration-dependent manner. Etoxazole (2.2-22 mg/kg per day) inhibits the activity of catalase, glutathione peroxidase (GPX), and AChE in the liver and kidneys of rats in a dose-dependent manner. Formulations containing etoxazole have been used for the control of mites in agriculture.

관련 반응

0건
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화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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Vapor Pressure · 2건

0.00000002 [mmHg]

1.64X10-8 mm Hg at 25 °C

Henry's Law ConstantHenry's Law constant = 1.0X10-7 atm-cu m/mol at 25 °C /Estimated/
Physical DescriptionColorless solid; [Merck Index] White solid with a musty odor; Commercial product is brown; [HSDB] Colorless crystalline solid; [MSDSonline]

물리화학적 성질

녹는점
101 · 101-102°
끓는 점
449.1 · 449.1±45.0 °C(Predicted)
밀도
1.15 · 1.15±0.1 g/cm3(Predicted)
인화점
457 ℃ · 457℃
저장 조건
2 · Sealed in dry,2-8°C
용해도
클로로포름(약간 용해됨), 메탄올(약간 용해됨)
산도 계수 (pKa)
2.04 · 2.04±0.70(Predicted)
물리적 상태
Solid
색상
흰색에서 황백색까지
BRN
8930214 · 8930214
Henry's Law Constant
9.6 · 9.6×101 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
안정성
흡습성
주요 응용
농업환경
InChI
InChI=1S/C21H23F2NO2/c1-5-25-18-11-13(21(2,3)4)9-10-14(18)17-12-26-20(24-17)19-15(22)7-6-8-16(19)23/h6-11,17H,5,12H2,1-4H3
InChIKey
IXSZQYVWNJNRAL-UHFFFAOYSA-N
SMILES
O1CC(C2=CC=C(C(C)(C)C)C=C2OCC)N=C1C1=C(F)C=CC=C1F
EPA
Etoxazole (153233-91-1)

화학적 성질

Pale-yellow liquid when pure or reddish-brown liquid or semisolid as a technical product. Mild odor.

Hazard Classes and Categories · 3건

Aquatic Acute 1 (100%)

Hazardous to the aquatic environment (acute) - category 1

Aquatic Acute 1

Hazardous Reactivities and IncompatibilitiesCannot be mixed with Bordeaux mixture.

안전 및 보호

Disposal Methods · 1건

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. 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 soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Allowable Tolerances · 1건

Tolerances are established for residues of the insecticide etoxazole, 2-(2,6-difluorophenyl)-4-[4-(1,1-dimethylethyl)-2-ethoxyphenyl]-4,5-dihydrooxazole, in or on the following raw agricultural commodities: apple, wet pomace 0.50 ppm; cattle, fat 0.02 ppm; cattle, liver 0.01 ppm; cotton, gin byproducts 1.0 ppm; cotton, undelinted seed 0.05 ppm; fruit, pome, group 11, 0.20 ppm; goat, fat 0.02 ppm; goat, liver 0.01 ppm; horse, fat 0.02 ppm; horse, liver 0.01 ppm; milk, fat 0.01 ppm; sheep, fat 0.02 ppm; sheep, liver 0.01 ppm; strawberry 0.50 ppm; and tangerine 0.10 ppm (There are no U.S. registrations for use of etoxazole on tangerine as of September 26, 2003).

독성 정보

Ecotoxicity Values · 4건

LD50 Anas platyrhynchos (Mallard duck) oral >2000 mg/kg

LC50 Japanese Carp 0.89 mg/L 96 Hr ; >20 ppm 48 Hr

LD50 Colinus virginianus (Bobwhite quail) dietary >5200 ppm (5 days)

LD50 Bee contact >200 ug/bee

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), Koc values greater than 5,000(2) indicate that etoxazole is expected to be immobile in soil(SRC). Volatilization of etoxazole from moist soil surfaces is not expected(SRC) given an estimated Henry's Law constant of 1.0X10-7 atm-cu m/mole(SRC), calculated from a vapor pressure of 1.64X10-8 mm Hg(3) and a water solubility of 7.54X10-2 mg/L(3). Etoxazole is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). The mean of seven half-life values for the biodegradation of etoxazole in a variety of soils was reported as 20.5 days(2).

AQUATIC FATE: Based on a classification scheme(1), Koc values greater than 5,000(2), indicate that etoxazole is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.0X10-7 atm-cu m/mole(SRC), calculated from a vapor pressure of 1.64X10-8 mm Hg(4), and water solubility of 7.54X10-2 mg/L(4). According to a classification scheme(5), an estimated BCF of 10,000(SRC), from a log Kow of 5.59(4), suggests the potential for bioconcentration in aquatic organisms is very high(SRC). Etoxazole is expected to be biodegraded in water based on a mean half-life of 20.5 days in soil(2). Etoxazole is considered to be degraded under acidic conditions, but stable at pH 7-9(2). This substance was reported to be degraded in approximately 10 days at pH 5(2).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), etoxazole, which has a vapor pressure of 1.64X10-8 mm Hg at 25 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase etoxazole may be removed from the air by wet and dry deposition(SRC).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Ecotoxicity Excerpts · 1건

/AQUATIC SPECIES/ The effects of etoxazole were evaluated in freshwater fish Oreochromis niloticus. No changes were observed in the activities of antioxidant enzymes such as superoxide dismutase, catalase, and glutathione peroxidase measured in liver after 1, 7, and 15 days of exposure to sublethal concentrations of 0.2, 0.4, 0.6, 0.8, and 1% of field application rate (134.75 ppm). ...The exposure of fish led to sharp depletion in AChE activity up to 80% while there is no significant alteration in Na+K+-ATPase activity.

Soil Adsorption/Mobility · 1건

Measured Koc values for etoxazole have been reported to be greater than 5,000 in seven out of eight soils tested(1). Additional information regarding these values were not provided(1). According to a classification scheme(2), these Koc values suggest that etoxazole is expected to be immobile in soil.

Artificial Pollution SourcesEtoxazole's production may result in its release to the environment through various waste streams. Its use as an acaricide(1) will result in its direct release to the environment(SRC).
Environmental BiodegradationAEROBIC: The mean of seven half-life values for the biodegradation of etoxazole in a variety of soils was reported as 20.5 days(1). Additional information regarding these values were not provided(1).
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Environmental Bioconcentration · 1건

An estimated BCF of 10,000 was calculated for etoxazole(SRC), using a log Kow of 5.59(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is very high(SRC), provided the compound is not altered physically or chemically once released into the environment.

Volatilization from Water/Soil · 1건

The Henry's Law constant for etoxazole is estimated as 1.0X10-7 atm-cu m/mole(SRC) derived from its vapor pressure, 1.64X10-8 mm Hg(1), and water solubility, 7.54X10-2 mg/L(1). This Henry's Law constant indicates that etoxazole is not expected to volatilize from moist soil or water surfaces(2). Etoxazole 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/ No skin or eye irritation (rabbits). Not a skin sensitizer (guinea pigs).

/LABORATORY ANIMALS: Acute Exposure/ Primary eye irritation /study in/ rabbits /showed/ conjunctivitis in 3/3 eyes at 1 hr after instillation. All irritation resolved by 48 hours. /TetraSan 5 WDG Insecticide/ /from table/

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ /Etoxazole/ YI-5301 (purity = 97.99%) was admixed to the diet and fed to 12 Crj:CD-1 mice per sex per dose at dose levels of 0 (basal diet only), 100, 400, 1600, or 6400 ppm (0, 13.4, 55.1, 213.6, 878.4 mg/kg/day, respectively for males and 0, 15.2, 62.0, 250.5, 994.5 mg/kg/day, respectively for females) for 13 weeks. No mortalities occurred. No treatment-related clinical signs were observed. A treatment-related increase in the mean serum alkaline phosphatase was observed in both sexes at 6400 ppm. A treatment-related increase in mean relative liver weight in males at 1600 and 6400 ppm and in females at 6400 ppm was observed. Microscopic examination revealed treatment-related centrilobular hepatocellular swelling in males at 1600 and 6400 ppm and in females at 6400 ppm, and periportal hepatocellular necrosis in both sexes at 6400 ppm. Possible adverse effect: periportal hepatocellular necrosis. NOEL (M) = 55.1 mg/kg/day (400 ppm) and NOEL (F) = 250.5 mg/kg/day (1600 ppm) based on increased mean relative liver weight and centrilobular hepatocellular swelling.

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ /Etoxazole/ YI-5301 (purity = 96.26%) was admixed to the diet and fed to 12 Sprague-Dawley (Crj:CD) rats per sex per dose at dose levels of 0 (diet only), 100, 300, 1000, or 3000 ppm (0, 6.12, 18.28, 61.8, 183.7 mg/kg/day, respectively for males and 0, 6.74, 20.50, 69.0, 204.8 mg/kg/day, respectively for females) for 13 weeks. No mortalities occurred. No treatment-related clinical signs were observed. A treatment-related increase in the mean serum ?-glutamyl transpeptidase level was observed in both sexes at 3000 ppm. A treatment-related increase in mean relative liver weight in males at 300, 1000 and 3000 ppm and in females at 1000 and 3000 ppm was observed. Macroscopic examination revealed treatment-related enlarged livers in males at 3000 ppm and in females at 1000 and 3000 ppm. Microscopic examination revealed treatment-related centrilobular hepatocellular swelling in males at 1000 and 3000 ppm and in females at 3000 ppm.

For more Non-Human Toxicity Excerpts (Complete) data for ETOXAZOLE (15 total), please visit the HSDB record page.

Evidence for CarcinogenicityCancer Classification: Not Likely to be Carcinogenic to Humans

규제 정보

FIFRA Requirements · 1건

Tolerances are established for residues of the insecticide etoxazole, 2-(2,6-difluorophenyl)-4-[4-(1,1-dimethylethyl)-2-ethoxyphenyl]-4,5-dihydrooxazole, in or on the following raw agricultural commodities: apple, wet pomace; cattle, fat; cattle, liver; cotton, gin byproducts; cotton, undelinted seed; fruit, pome, group 11; goat, fat; goat, liver; horse, fat; horse, liver; milk, fat; sheep, fat; sheep, liver; strawberry; and tangerine (There are no U.S. registrations for use of etoxazole on tangerine as of September 26, 2003).

안전 데이터

wgk
3
rtecs
RP6795100
ridadr
UN 3077 9 / PGIII
독성
LD50 in rats (mg/kg): >5000 orally; >2000 dermally; LC50 (96 hr) in Japanese carp: 0.89 mg/l (Ishida)
risk_code
50/53
hazard_code
N
safety_code
60-61
Hazard Classifications
Aquatic Acute 1Aquatic Chronic 1
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
153233-91-1(Hazardous Substances Data)

상·하류 제품 정보

상류 원료

2,6-디플루오로벤자미드디메틸클로로아세탈1-tert-부틸-3-에톡시벤젠