ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
化工社オープンプロジェクト:[email protected]AIアクセス:llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.7.8
  1. ホーム
  2. /化合物

(R)-2-[[2-クロロ-4-(トリフルオロメチル)フェニル]アミノ]-3-メチルブタン酸シアノ(3-フェノキシフェニル)メチル

Tau-Fluvalinate

HCID 91768
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
102851-06-9
標準SMILES
CC(C)[C@@H](Nc1ccc(C(F)(F)F)cc1Cl)C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1
InChIKey
INISTDXBRIBGOC-XMMISQBUSA-N
分子式
C26H22ClF3N2O3
平均分子量
502.9 g/mol
単同位体質量
502.1271049

概要

Tau-fluvalinate is the (2R) diastereomers of fluvalinate. A synthetic pyrethroid insecticide, it is used to control varroa mites in honey bee colonies. It has a role as a pyrethroid ester insecticide and a pyrethroid ester acaricide.

名称と識別子

優先名称
Tau-Fluvalinate
IUPAC
[cyano-(3-phenoxyphenyl)methyl] (2R)-2-[2-chloro-4-(trifluoromethyl)anilino]-3-methylbutanoate
現地名
(R)-2-[[2-クロロ-4-(トリフルオロメチル)フェニル]アミノ]-3-メチルブタン酸シアノ(3-フェノキシフェニル)メチル
英語名
Tau-fluvalinate
分子式
C26H22ClF3N2O3
分子量
502.91

名称と別名

Tau-fluvalinate102851-06-9KlartanFluvarolFluwarolDTXSID7037555R533F643E8cyano(3-phenoxyphenyl)methyl N-[2-chloro-4-(trifluoromethyl)phenyl]-D-valinateDTXCID5017555CHEBI:39367D-Valine, N-(2-chloro-4-(trifluoromethyl)phenyl)-, cyano(3-phenoxyphenyl)methyl ester(RS)-alpha-Cyano-3-phenoxybenzyl N-(2-chloro-alpha,alpha,alpha-trifluoro-p-tolyl)-D-valinate
名称をさらに表示
N-[2-クロロ-4-(トリフルオロメチル)フェニル]-D-バリンα-シアノ-3-フェノキシベンジル(R)-2-[[2-クロロ-4-(トリフルオロメチル)フェニル]アミノ]-3-メチルブタン酸シアノ(3-フェノキシフェニル)メチルタウフルバリナートN-[2-クロロ-4-(トリフルオロメチル)フェニル]-D-バリンシアノ(3-フェノキシフェニル)メチルTau-フルバリナートαシアノ3フェノキシベンジル=N(2クロロα,α,αトリフルオロpトリル)DバリナトフルバリネートΤ-フルバリネートΤ-フルバリネート STANDARDτ-フルバリネート Standard, 100 µg/mL in Acetonitrileτ-フルバリネート Standard, 100 µg/mL in MeOHτ-フルバリネート Standard, 1000 µg/mL in MeOHτ?フルバリネートタウ?フルバリネート

物性

構造計算による物性

XLogP
7.7
極性表面積
71.4 Ų
水素結合供与体数
1
水素結合受容体数
8
回転可能結合数
9
重原子数
35
形式電荷
0
複雑度
735

実験および物理化学的性質

Pesticides · 4 件

Pesticides

Insecticides

Active substance -> EU Pesticides database: Approved

Pesticides -> Pyrethrins/Pyrethroids

Endocrine DisruptorsPotential endocrine disrupting compound
Vapor Pressure0.0000001 [mmHg]
Physical DescriptionYellow viscous liquid; Formulated as flowable concentrate and impregnated strips (bee hives); [Reference #1] Colorless viscous liquid; Formulated as an oil in water emulsion; [EFSA]
Collision Cross Section · 3 件

218.7 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: Pesticides; Note: Two peaks in drift spectrum]

220.53 Ų [M+Cl]-

215.83 Ų [M]+ [CCS Type: TW; Buffer gas: N2; Ionization: GC-APCI+; Note: drift peak 1 (of 2)]

物理化学的性質

沸点
450 °C · 450°C
比重(密度)
1.29 · 1.2900
蒸気圧
9 · 9×10-11 Pa (25 °C)
闪点
90 °C · 90 °C
貯蔵温度
Sealed in dry,Room Temperature
溶解性

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

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P273, P280, P301+P317, P302+P352, P321, P330, P332+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Warning

H302 (98.4%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P273, P280, P301+P317, P302+P352, P321, P330, P332+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 5 件

Hazard Traits - Developmental Toxicity; Environmental tox

Regulation (EC) No 396/2005 (amended)

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

2011/19/EU, Reg. (EU) 2020/2007, Reg. (EU) 2024/1206, Reg.(EU) No 2018/1266, Reg.(EU) No 540/2011

Tau-Fluvalinate: 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 Summary · 1 件

A mild skin and eye irritant in rabbits; Not sensitizing to guinea pig skin; [EFSA] Can cause pyrethroid reaction on skin contact manifested by tingling sensations and/or itching (often severe); Not likely to be a human carcinogen. [Reference #1]

Hazard Classes and Categories · 5 件

Acute Tox. 4 (98.4%)

Acute toxicity - category 4

Acute toxicity (Oral) - Category 3

Flammable liquids - Category 4

Acute Tox. 4 *

毒性情報

Treatment · 2 件

Following oral exposure, the treatment is symptomatic and supportive and includes monitoring for the development of hypersensitivity reactions with respiratory distress. Provide adequate airway management when needed. Gastric decontamination is usually not required unless the pyrethrin product is combined with a hydrocarbon. Following inhalation exposure, move patient to fresh air. monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Administer oxygen and assist ventilation as required. Treat bronchospasm with inhaled beta2 agonist and oral or parenteral corticosteroids. In case of eye exposure, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. If irritation, pain, swelling, lacrimation, or photophobia persist, the patient should be seen in a health care facility. If the contamination occurs through dermal exposure, Remove contaminated clothing and wash exposed area thoroughly with soap and water. A physician may need to examine the area if irritation or pain persists. Vitamin E topical application is highly effective in relieving parenthesis. (L363)

化学と産業

薬理情報

Metabolism/Metabolites · 2 件

The major metabolic pathways are cleavage of ester linkage and oxidation at the acid and alcohol moieties. Ester hydrolysis leads to formation of anilino acid. The anilino acid is further conjugated with amino acids (glycine, serine, threonine, and valine), bile acids (cholic, taurochoric, and taurochenodeoxycholic), and glycerols (oleoyl- and linoleoylglycerol). In addition, an amide derivative of anilino acid was found. These conjugation reactions of anilino acid with bile acid (cholic acid, taurocholic acid, and taurochenodeoxycholic acid) and with glycerol and monoglycerides have rarely been reported as conjugates with xenobiotics. The major urinary metabolites are anilino acid, its hydroxymethyl derivative, its glycine conjugate, haloaniline, and sulfate conjugate of hydroxyhaloaniline. On the other hand, the major fecal metabolites are anilino acid, its amide derivative, and several conjugates of anilino acid with several endogenous components. An unexpected difference between fluvalinate and other pyrethroids is the minimal amt of hydroxylation at the 4'-position of the alcohol moiety. (T80)

The major metabolic pathways are cleavage of ester linkage and oxidation at the acid and alcohol moieties. Ester hydrolysis leads to formation of anilino acid. The anilino acid is further conjugated with amino acids (glycine, serine, threonine, and valine), bile acids (cholic, taurochoric, and taurochenodeoxycholic), and glycerols (oleoyl- and linoleoylglycerol). In addition, an amide derivative of anilino acid was found. These conjugation reactions of anilino acid with bile acid (cholic acid, taurocholic acid, and taurochenodeoxycholic acid) and with glycerol and monoglycerides have rarely been reported as conjugates with xenobiotics. The major urinary metabolites are anilino acid, its hydroxymethyl derivative, its glycine conjugate, haloaniline, and sulfate conjugate of hydroxyhaloaniline. On the other hand, the major fecal metabolites are anilino acid, its amide derivative, and several conjugates of anilino acid with several endogenous components. An unexpected difference between fluvalinate and other pyrethroids is the minimal amount of hydroxylation at the 4'-position of the alcohol moiety. (T80)

用途と製造

Uses · 4 件

Used as broad spectrum pyrethroid insecticide/miticide for beehives, ornamentals, greenhouses, buildings and perimeters, ant mounds, and carrot and other crops grown for seed; [Reference #1] Used in the EU as an insecticide/acaricide for peaches, potatoes, and wheat; [EFSA]

関連反応

0 件
反応記録を作成

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
α-シアノ-3-フェノキシベンジル=N-(2-クロロ-α,α,α -トリフルオロ-p-トリル)-D -バリナート
t-Fluvalinate
MK 128
Mavric
Apistan
Tau-fluvalite
τ-Fluvalinate
au-fluvalinate
tau-fluvaliate
TAO-FLUVALINATE
N-[2-chloro-4-(trifluoromethyl)phenyl]-D-valine cyano(3-phenoxyphenyl)methyl estercyano(3-phenoxyphenyl)methyl N-(2-chloro-4-(trifluoromethyl)phenyl)-D-valinateN-(2-chloro-4-(Trifluoromethyl)phenyl)-D-valine cyano(3-phenoxyphenyl)methyl esterRefChem:1099400600-363-0cyano(3-phenoxyphenyl)methyl (2R)-2-((2-chloro-4-(trifluoromethyl)phenyl)amino)-3-methylbutanoateMavrik EWSPUR

データベース識別子

CAS
102851-06-9
PubChem CID
91768
DTXSID
DTXSID7037555
ChEMBL
CHEMBL1895592
ChEBI
CHEBI:39367
UNII
R533F643E8
EC Number
600-363-0
Nikkaji
J59.569A
10 mg/ml,DMSO: · DMF: 10 mg/ml,DMSO: 10 mg/ml,Ethanol: 10 mg/ml
水溶解度
0.001 mg · 0.001 mg l-1 (20 °C)
酸解離定数(Pka)
-1.16 · -1.16±0.50(Predicted)
BRN
8092907 · 8092907
Henry's Law Constant
8.3 · 8.3×103 mol/(m3Pa) at 25℃, Maniere et al. (2011)
主な用途
農業環境
InChIKey
INISTDXBRIBGOC-XMMISQBUSA-N
SMILES
C(OC(C#N)C1=CC=CC(OC2=CC=CC=C2)=C1)(=O)[C@@H](C(C)C)NC1=CC=C(C(F)(F)F)C=C1Cl
LogP
7.31 · 7.310 (est)
CAS データベース
102851 · 102851-06-9(CAS DataBase Reference)
EPAの化学物質情報
Tau-fluvalinate (102851-06-9)

化学的性質

化学的特性Yellow viscous liquid

Following oral exposure, the treatment is symptomatic and supportive and includes monitoring for the development of hypersensitivity reactions with respiratory distress. Provide adequate airway management when needed. Gastric decontamination is usually not required unless the pyrethrin product is combined with a hydrocarbon. Following inhalation exposure, move patient to fresh air. monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Administer oxygen and assist ventilation as required. Treat bronchospasm with inhaled beta2 agonist and oral or parenteral corticosteroids. In case of eye exposure, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. If irritation, pain, swelling, lacrimation, or photophobia persist, the patient should be seen in a health care facility. If the contamination occurs through dermal exposure, remove contaminated clothing and wash exposed area thoroughly with soap and water. A physician may need to examine the area if irritation or pain persists. Vitamin E topical application is highly effective in relieving parenthesis. (T36)

Health Effects · 2 件

At high doses, signs of poisoning attributable to fluvalinate include profuse salivation and pulmonary edema, clonic seizures, opisthotonos (i.e., the spine is bent forward such that a supine body rests on its head and heels), coma, and death. At lower doses, commonly observed effects include paresthesia and erythema. (L863)

At high doses, signs of poisoning attributable to tau-fluvalinate include profuse salivation and pulmonary edema, clonic seizures, opisthotonos (i.e., the spine is bent forward such that a supine body rests on its head and heels), coma, and death. At lower doses, commonly observed effects include paresthesia and erythema. (L863)

Exposure Routes · 2 件

Inhalation (L857) ; oral (L857) ; dermal (L857) ; eye contact (L857).

Inhalation (L857) ; oral (L857) ; dermal (L857) ; eye contact (L857).

Toxicity Summary · 2 件

Both type I and type II pyrethroids exert their effect by prolonging the open phase of the sodium channel gates when a nerve cell is excited. They appear to bind to the membrane lipid phase in the immediate vicinity of the sodium channel, thus modifying the channel kinetics. This blocks the closing of the sodium gates in the nerves, and thus prolongs the return of the membrane potential to its resting state. The repetitive (sensory, motor) neuronal discharge and a prolonged negative afterpotential produces effects quite similar to those produced by DDT, leading to hyperactivity of the nervous system which can result in paralysis and/or death. Other mechanisms of action of pyrethroids include antagonism of gamma-aminobutyric acid (GABA)-mediated inhibition, modulation of nicotinic cholinergic transmission, enhancement of noradrenaline release, and actions on calcium ions. They also inhibit calium channels and Ca2+, Mg2+-ATPase. (T10, T18, L857)

Pyrethroids exert their effect by prolonging the open phase of the sodium channel gates when a nerve cell is excited. They appear to bind to the membrane lipid phase in the immediate vicinity of the sodium channel, thus modifying the channel kinetics. This blocks the closing of the sodium gates in the nerves, and thus prolongs the return of the membrane potential to its resting state. The repetitive (sensory, motor) neuronal discharge and a prolonged negative afterpotential produces effects quite similar to those produced by DDT, leading to hyperactivity of the nervous system which can result in paralysis and/or death. Other mechanisms of action of pyrethroids include antagonism of gamma-aminobutyric acid (GABA)-mediated inhibition, modulation of nicotinic cholinergic transmission, enhancement of noradrenaline release, and actions on calcium ions. (T18, L857)

Signs and Symptoms · 2 件

Following dermal exposure to fluvalinate, feelings of numbness, itching, burning, stinging, tingling, or warmth may occur, that could last for a few hours. Dizziness, headache, nausea, muscle twitching, reduced energy, and changes in awareness can result from inhalation or ingestion of large amounts of fluvalinate. Paralysis can occur after exposure. (L857)

Following dermal exposure to tau-flavulinate, feelings of numbness, itching, burning, stinging, tingling, or warmth may occur, that could last for a few hours. Dizziness, headache, nausea, muscle twitching, reduced energy, and changes in awareness can result from inhalation or ingestion of large amounts of tau-fluvalinate. Paralysis can occur after exposure. (L857)

Carcinogen Classification · 2 件

Spraying and application of nonarsenical insecticides entail exposures that are probably carcinogenic to humans (Group 2A). (L135)

No indication of carcinogenicity to humans (not listed by IARC).

Toxicity Data · 2 件

LD50: 261-282 mg/kg (Oral, Rat) (L887)

LD50: 282 mg/kg (Oral, Rat) (L886) LD50: >2000 mg/kg (Dermal, Rat) (L886)

RAIS Toxicity Values · 2 件

0.01

OPP

EPA Human Health Benchmarks for Pesticides · 5 件

Tau-fluvalinate

0.01

70

Children

Human Health Benchmarks for Pesticides - 2021 Update

安全データ

wgk
3
ridadr
UN2810 6.1/PG 3
hs_code
29269090
risk_code
22-38-50/53
hazard_code
Xn,N
safety_code
24-59-61
Hazard Classifications
Acute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Skin Irrit. 2
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

Farming (Pesticides) [Category: Industry]

Pyrethroids are used as insecticides. (L857)

Pyrethroids are used as insecticides. (L857)

Household ProductsInformation on 2 consumer products that contain Tau-fluvalinate in the following categories is provided:
応用分野 · 2 件

説明Fluvalinate is a viscous, yellow oil in appearance. It is very soluble in organic solvents and aromatic hydrocarbons and insoluble in water. It is a synthetic pyrethroid. It is used as a broad-spectrum insecticide against moths, beetles, fleas, turf and ornamental insects, and other insect pests on cotton, cereal, grape, potato, fruit tree, vegetable, and plantation crops. It is available in emulsifiable concentrates, suspensions, and flowable formulations. Fluvalinate is a moderately toxic compound in the U.S. EPA toxicity class II. Some formulations may have the capacity to cause corrosion of the eyes. Pesticides containing fluvalinate must bear the signal word DANGER on the product label. Fluvalinate is classified as an RUP because of its high toxicity to fish and aquatic invertebrates.

使用Fluvalinate is used to control a wide range of insects and spider mites on fruit trees, vines, vegetables, cereals, cotton, tea, tobacco, ornamentals and other crops. It is also used for parasite control in bee hives.

上流・下流製品情報

上流原料

2-ブロモイソ吉草酸4-アミノ-3-クロロベンゾトリフルオリドN-クロロこはく酸イミド3-フェノキシベンジル アルコールシハロトリンイソバレリルクロリドメタンスルホニルクロリド3-フェノキシベンズアルデヒド

下流製品

4-ピコリン

サプライヤー100 社

郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
湖北威德利化学试剂有限公司186-02735115 18062128043 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
广州佳途科技股份有限公司81960175-877 18933936954 · [email protected]
湖北凰博医药科技有限公司15231819181 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
江苏豪隆化工有限公司0513-89083520 13328092525 · [email protected]
南京胜凯医药科技有限公司025-86182925 17749516701 · [email protected]
湖北威德利化学试剂有限公司17771473825 13385289472 · [email protected]
梯希爱(上海)化工贸易有限公司021-61109150 · [email protected]
广东云星生物技术有限公司0751-18902340975/189023400307 18902340307 · [email protected]
上海艾梯西生物科技有限公司18721763493 · [email protected]
湖北广奥生物科技有限公司027-02702759223056 18162699093 · [email protected]
Zhejiang J&C Biological Technology Co.,Limited+1-2135480471 · [email protected]
湖北成海化工有限公司027-59220433 18327245847 · [email protected]
北京海岸鸿蒙标准物质技术有限责任公司13240431552 · [email protected]
上海毕楷科技有限公司18516304666 · [email protected]
ChemeGen 中国18818260767 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
湖南汇百侍生物科技有限公司0731-85526065 13308475853 · [email protected]
上海皓鸿生物医药科技有限公司400-8210725 4008210725 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
南京生利德生物科技有限公司025-57798810 18652991625 · [email protected]
苏州亚科科技股份有限公司0512-87182055 13451648594 · [email protected]
上海元符医药科技有限公司+86 (21) 5471-7132
湖北威德利化学试剂有限公司186-02735115 18602735115 · [email protected]
上海贺康生物技术有限公司17721021104 18939837085 · [email protected]
上海湄水化工科技有限公司021-60549325 18616193163
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
天津阿尔塔科技有限公司022-65378550-8551 · [email protected]
南通嘉星泰生物科技有限公司18795782766 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海永叶生物科技有限公司86-021-61559134 15921386130 · [email protected]
江苏艾康生物医药研发有限公司025-66028182 17714375163 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
TargetMol中国(陶术生物)021-021-33632979 15002134094 · [email protected]
南兴化工(江苏)有限公司0512-66387035 18662433356 · [email protected]
九鼎化学(上海)科技有限公司4009209199 · [email protected]
上海博熠生物医药科技有限公司021-021-54331997 18321536537 · [email protected]
武汉峰耀同辉化学制品有限公司027-87466205 15377579727 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
Alfa Chemistry+1-5166625404 · [email protected]
湖北万业众诚化学试剂有限责任公司18671296875 · [email protected]
启源(广东)医药化工有限公司18026564465 · [email protected]
南通市苏北化工原料有限公司0513-85290972 18762756250 · [email protected]

補足説明

定義ChEBI: The (2R) diastereomers of fluvalinate. A synthetic pyrethroid insecticide, it is used to control varroa mites in honey bee colonies.