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フルチアセットメチル標準品

Fluthiacet-methyl

HCID 93542
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
部分構造検索類似構造を探す

基本情報

CAS
117337-19-6
標準SMILES
COC(=O)CSc1cc(N=c2sc(=O)n3n2CCCC3)c(F)cc1Cl
InChIKey
ZCNQYNHDVRPZIH-UHFFFAOYSA-N
分子式
C15H15ClFN3O3S2
平均分子量
403.9 g/mol
単同位体質量
403.0227396

概要

Fluthiacet-methyl is a methyl ester resulting from the formal condensation of the carboxy group of fluthiacet with methanol. A proherbicide for fluthiacet, it is used for the control of broad-leaved weeds in crops such as maize and soya. It has a role as a proherbicide, an agrochemical and an EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor. It is an organic sulfide, a methyl ester, a thiadiazolopyridazine, a member of monochlorobenzenes and a member of monofluorobenzenes. It is functionally related to a fluthiacet.

名称と識別子

優先名称
Fluthiacet-methyl
IUPAC
methyl 2-[2-chloro-4-fluoro-5-[(3-oxo-5,6,7,8-tetrahydro-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylidene)amino]phenyl]sulfanylacetate
現地名
フルチアセットメチル標準品
英語名
Methyl 2-[2-chloro-4-fluoro-5-[(3-oxo-5,6,7,8-tetrahydro-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylidene)amino]phenyl]sulfanylacetate
分子式
C15H15ClFN3O3S2
分子量
403.88

名称と別名

Fluthiacet-methyl117337-19-6ActionFluthiacet-methyl [ISO]KIH 9201HSDB 7270CGA 248757DTXSID2032556methyl 2-[2-chloro-4-fluoro-5-[(3-oxo-5,6,7,8-tetrahydro-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylidene)amino]phenyl]sulfanylacetateKIH-9201CGA-2487577C989JK2XB
名称をさらに表示
フルチアセットメチル標準品フルチアセト‐メチル9-[2-フルオロ-4-クロロ-5-(2-オキソ-2-メトキシエチルチオ)フェニルイミノ]-8-チア-1,6-ジアザビシクロ[4.3.0]ノナン-7-オン[[2-クロロ-4-フルオロ-5-[[(3-オキソテトラヒドロ[1,3,4]チアジアゾロ[3,4-a]ピリダジン)-1-イリデン]アミノ]フェニル]チオ]酢酸メチルフルチアセット・メチルメチル 2-{[2-クロロ-4-フルオロ-5-({3-オキソ-ヘキサヒドロ-[1,3,4]チアジアゾロ[3,4-a]ピリダジン-1-イリデン}アミノ)フェニル]スルファニル}アセタートフルチアセトメチルフルチアセト-メチルベルベカット2-[[2-クロロ-4-フルオロ-5-[[(テトラヒドロ-3-オキソ[1,3,4]チアジアゾロ[3,4-a]ピリダジン)-1-イリデン]アミノ]フェニル]チオ]酢酸メチルEluthiacet-methylSemaglutide Impurity 9Fluthiacet-methyl Standard

物性

構造計算による物性

XLogP
3.9
極性表面積
113 Ų
水素結合供与体数
0
水素結合受容体数
7
回転可能結合数
5
重原子数
25
形式電荷
0
複雑度
568

実験および物理化学的性質

PesticidesPesticides -> Herbicides, Protox-Inhibiting
LogP · 2 件

log Kow = 3.77

3.55

OdorOdorless
Density0.43 (bulk at 20 °C)
Color/Form · 2 件

White powder

Ivory powder

Solubility · 2 件

In methanol 4.41, acetone 101, toluene 84, n-octanol 1.86, acetonitrile 68.7, ethyl acetate 73.5, dichloromethane 9 (all in g/L at 25 °C); in n-hexane 0.232 g/L at 20 °C.

In water 0.85 (distilled), 0.78 (pH 5 and 7) mg/L at 25 °C.

Melting Point104.6 °C
Vapor Pressure4.41X10-4 mPa at 25 °C /3.31X10-9 mm Hg/
Henry's Law ConstantHenry's Law constant= 2.1X10-9 atm-cu m/mole at 25 °C /Estimated/
Physical DescriptionWhite solid; [Merck Index]
Stability/Shelf LifeIn water, DT50 484.8 days (pH 5), 17.7 days (pH 7), 0.2 days (pH 9). In light, DT50 4.92 days.

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 · 4 件

Warning

H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P273, P280, P305+P351+P338, P337+P317, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 66 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationFluthiacet methyl is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)
Hazards Summary · 1 件

Introduced in 1964, Nitrofen was the first Protox-inhibiting herbicide. The first generation were diphenyl ethers. Newer Protox inhibitors usually consist of heterobicyclic molecules with one phenyl ring attached to a heterocyclic ring. Most are post-emergence herbicides. They are not known to be a threat to the environment. Concerning their effects on porphyrin metabolism, Protox-inhibiting herbicides are not considered to be a significant risk in healthy individuals. Variegate porphyria-like symptoms are observed in animals fed high doses, but porphyrin levels return to normal within a few days after ending the experiment. [Krieger, p. 1733-47]

FIFRA Requirements · 1 件

Tolerances for combined residues of the insecticide thiacloprid ([3-[(6-chloro-3-pyridinyl)methyl]-2-thiazolidinylidene] cyanamide) and metabolites retaining the thiazolidine ring intact, measured and expressed in terms of thiacloprid, per se, in or on the following commodities: corn, field, forage; corn, field, grain; corn, field, stover; corn, pop, grain; corn, pop, stover; corn, sweet, forage; corn, sweet, kernel plus cob with husks removed; corn, sweet, stover; and soybean, seed.

Hazard Classes and CategoriesEye Irrit. 2 (100%)

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

...Fluthiacet-methyl was absorbed rapidly at both the low and high dose for both male and female rats. Repeated oral dosing had no effect on extent of absorption. Tissue levels of 14C-fluthiacet-methyl derived radioactivity in the single and repeated low dose groups did not exceed 0.018 ppm for any tissue. At the single high dose, female rats showed higher levels of 14C-fluthiacet-methyl derived radioactivity in tissues than males except for muscle, brain, fat and plasma. Excretion in males was predominantly in feces for all dose groups, with between 67-87% of administered radioactivity excreted by this route. In females, the percentage of administered radioactivity in urine across all dose groups (40-48%) was approximately equivalent to the percent excreted in feces (39-52%). The greater fecal excretion in males was based on a greater percentage excretion in bile for males (37%) vs. females (19%).

用途と製造

Uses · 5 件

Used as selective post-emergence herbicide for control of broadleaf weeds in field corn and soy beans; Also used as cotton defoliant; [HSDB]

Farming (Pesticides) [Category: Industry]

For fluthiacet-methyl (USEPA/OPP Pesticide Code: 108803) 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./

Herbicide; Cotton defoliant, broadleaf weed control in field corn or soybeans.

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

Methods of ManufacturingFluthiacet-methyl is produced by reaction of 1-[(2-fluoro-4-chloro-5-thiomethylacetate)phenylthiocarbamoyl]-2-methoxycarbonylhexahydropyridazine with methanolic potassium hydroxide, followed by treatment with trichloromethyl chloroformate.
Formulations/Preparations · 2 件

Trade names: Action, Appeal

Emulsifiable concentrate, wettable powder.

General Manufacturing Information

関連反応

0 件
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現在のフィルター条件では反応記録がありません。

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
Fluthiacet-methyl Solution
1000 μg/mL in Acetonitrile
C13862000 Fluthiacet-methyl
FLUTHIACET-METHYL [MI]CHEBI:5133FLUTHIACET-METHYL [HSDB]Acetic acid, ((2-chloro-4-fluoro-5-((tetrahydro-3-oxo-1H,3H-(1,3,4)thiadiazolo(3,4-a)pyridazin-1-ylidene)amino)phenyl)thio)-, methyl estermethyl 2-[[2-chloro-4-fluoro-5-[(tetrahydro-3-oxo-1H,3H-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylidene)amino]phenyl]thio]acetateAcetic acid, 2-[[2-chloro-4-fluoro-5-[(tetrahydro-3-oxo-1H,3H-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylidene)amino]phenyl]thio]-, methyl estermethyl [(2-chloro-4-fluoro-5-{[(1Xi)-3-oxo-5,6,7,8-tetrahydro-1H,3H-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylidene]amino}phenyl)sulfanyl]acetatemethyl [(2-chloro-4-fluoro-5-{[(1Xi)-3-oxotetrahydro[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylidene]amino}phenyl)thio]acetate

データベース識別子

CAS
117337-19-6
PubChem CID
93542
DTXSID
DTXSID2032556
ChEMBL
CHEMBL1864812
ChEBI
CHEBI:5133
UNII
7C989JK2XB
EC Number
601-473-1
Nikkaji
J571.143F
Collision Cross Section193.5 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID2032556]

物理化学的性質

融点
104.6 ° · 104.6°
沸点
503.5 · 503.5±60.0 °C(Predicted)
比重(密度)
1.57 · 1.57±0.1 g/cm3(Predicted)
貯蔵温度
0 · 0-6°C
酸解離定数(Pka)
-2.86 · -2.86±0.20(Predicted)
BRN
11510131 · 11510131
Henry's Law Constant
4.8 · 4.8×103 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
EPAの化学物質情報
Fluthiacet-methyl (117337-19-6)

安全と保護具

Fire Fighting Procedures/To extinguish fire use/ dry chemical powder, foam, carbon dioxide or dry sand.
Storage ConditionsKeep container tightly closed; store in a cool, dark, dry place.
Disposal Methods · 1 件

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 · 1 件

Tolerances for combined residues of the insecticide thiacloprid ([3-[(6-chloro-3-pyridinyl)methyl]-2-thiazolidinylidene] cyanamide) and metabolites retaining the thiazolidine ring intact, measured and expressed in terms of thiacloprid, per se, in or on the following commodities: corn, field, forage 0.050 ppm; corn, field, grain 0.010 ppm; corn, field, stover 0.050 ppm; corn, pop, grain 0.010 ppm; corn, pop, stover 0.050 ppm; corn, sweet, forage 0.050 ppm; corn, sweet, kernel plus cob with husks removed 0.010 ppm; corn, sweet, stover 0.050 ppm; and soybean, seed 0.01 ppm.

Personal Protective Equipment (PPE)Long-sleeved shirt and long pants. Shoes plus socks. Waterproof gloves.

毒性情報

Ecotoxicity Values · 5 件

LD50 Colinus virginianus (Bobwhite quail) oral >2250 mg/kg

LD50 Anas phatyrhyncos (Mallard duck) oral >2250 mg/kg

LC50 Colinus virginianus (Bobwhite quail) dietary >5620 mg/kg (5 days)

LC50 Anas platyrhynchos (Mallard duck) dietary >5620 mg/kg (5 days)

For more Ecotoxicity Values (Complete) data for FLUTHIACET-METHYL (15 total), please visit the HSDB record page.

Environmental Fate · 4 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 2,700(SRC), determined from a log Kow of 3.77(2) and a regression-derived equation(3), indicates that fluthiacet-methyl is expected to have slight mobility in soil(SRC). Volatilization of fluthiacet-methyl from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.1X10-9 atm-cu m/mole(SRC), derived from its vapor pressure, 3.31X10-9 mm Hg(2), and water solubility, 0.86 mg/L(2). Fluthiacet-methyl is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.31X10-9 mm Hg(2). A photolysis half-life on soil of 21 days has been reported(2).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 2,700(SRC), determined from a log Kow of 3.77(2) and a regression-derived equation(3), indicates that fluthiacet-methyl 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 2.1X10-9 atm-cu m/mole(SRC), derived from its vapor pressure, 3.31X10-9 mm Hg(2), and water solubility, 0.86 mg/L(2). According to a classification scheme(4), an estimated BCF of 160(SRC), from its log Kow(2) and a regression-derived equation(5), suggests the potential for bioconcentration in aquatic organisms is high(SRC). A hydrolysis half-life of 18 days (pH 7) has been reported(2).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), fluthiacet-methyl, which has a vapor pressure of 3.31X10-9 mm Hg at 25 °C(2), is expected to exist solely in the particulate phase. Particulate-phase fluthiacet-methyl may be removed from the air by wet and dry deposition(SRC). A half-life in light of 4.92 days has been reported(2).

Stability in water DT50 484.8 days (pH 5), 17.7 days (pH 7), 0.2 days (pH 9). In light DT50 of 4.92 days.

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.
Soil Adsorption/Mobility · 1 件

The Koc of fluthiacet-methyl is estimated as 2,700(SRC), using a log Kow of 3.77(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that fluthiacet-methyl is expected to have slight mobility in soil.

Artificial Pollution SourcesFluthiacet-methyl'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).
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Environmental Bioconcentration · 1 件

An estimated BCF of 160 was calculated for fluthiacet-methyl(SRC), using a log Kow of 3.77(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), provided the compound is not altered physically or chemically once released into the environment.

Volatilization from Water/Soil · 1 件

The Henry's Law constant for fluthiacet-methyl is estimated as 2.1X10-9 atm-cu m/mole(SRC) derived from its vapor pressure, 3.31X10-9 mm Hg(1), and water solubility, 0.85 mg/L(1). This Henry's Law constant indicates that fluthiacet-methyl is expected to be essentially nonvolatile from water surfaces(2). Fluthiacet-methyl is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

Non-Human Toxicity Excerpts · 5 件

/LABORATORY ANIMALS: Acute Exposure/ Non-irritant to skin and slightly irritant to eyes (rabbits).

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ 6-week dietary (dog): NOAEL = 6,500 ppm [236 mg/kg/day] for males and 2,000 ppm [77.7 mg/kg/day] for females LOAEL = 20,000 [709 mg/kg/day] for males and 6,500 ppm [232 mg/kg/day] for females based on decreased body weight gain. /Technical/

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ 90-day dietary (rats): NOAEL = 100 ppm [6.19 mg/kg/day for males and 6.80 mg/kg/day for females] LOAEL = 3,500 ppm [216 mg/kg/day for males and 249 mg/kg/day for females] based on decreased body weight gains as well as effects on hematology, clinical chemistry, urinalysis parameters, liver weights and microscopic pathology. /Technical/

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ In the mouse carcinogenicity study the systemic toxicity NOAEL was 0.1 mg/kg/day in males and females and the systemic toxicity LOAEL was 1.0 mg/kg/day in males and 1.2 mg/kg/day in females based on non-neoplastic liver findings. In males at 10 and 32 mg/kg/day, respectively, there was an increase in the number of mice with hepatocellular adenomas, carcinomas and/or adenomas/carcinomas.

For more Non-Human Toxicity Excerpts (Complete) data for FLUTHIACET-METHYL (7 total), please visit the HSDB record page.

Evidence for CarcinogenicityCancer Classification: Likely to be Carcinogenic to Humans
Environmental Abiotic DegradationA hydrolysis half-life of 18 days at pH 7 and a photolysis on soil half-life of 21 days have been reported for fluthiacet-methyl(2).
Probable Routes of Human ExposureOccupational exposure to fluthiacet-methyl may occur through inhalation and dermal contact with this compound at workplaces where fluthiacet-methyl is produced or used. (SRC)

法規制情報

FIFRA Requirements · 1 件

Tolerances for combined residues of the insecticide thiacloprid ([3-[(6-chloro-3-pyridinyl)methyl]-2-thiazolidinylidene] cyanamide) and metabolites retaining the thiazolidine ring intact, measured and expressed in terms of thiacloprid, per se, in or on the following commodities: corn, field, forage; corn, field, grain; corn, field, stover; corn, pop, grain; corn, pop, stover; corn, sweet, forage; corn, sweet, kernel plus cob with husks removed; corn, sweet, stover; and soybean, seed.

安全データ

wgk
3
ridadr
UN 3077 9 / PGIII
毒性
LD50 in rats (mg/kg): >5000 orally; >2000 dermally (Miyazawa)
hs_code
29309090
risk_code
36-50
hazard_code
Xi,N
safety_code
26-61
有毒物質データの
117337-19-6(Hazardous Substances Data)
· 2 件

Preparation:M. Yamaguchi et al., EP 273417; eidem, US 4906279 (1988,1990 both to Kumiai Chem Ind)

Fluthiacet-methyl, which inhibits protoporphyrinogen oxidase, is a selective contact herbicide used post--emergence for the control of broad-leaved weeds in maize and soya beans.

応用分野

用途フルチアセットメチル試験用標準品。

使用Herbicide.

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