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
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /化合物

アクリナトリン標準品

Acrinathrin

HCID 6436606
ノートを作成反応を作成見積依頼を出す
印刷プレビュー
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
101007-06-1
標準SMILES
CC1(C)[C@H](C(=O)O[C@H](C#N)c2cccc(Oc3ccccc3)c2)[C@@H]1/C=C\C(=O)OC(C(F)(F)F)C(F)(F)F
InChIKey
YLFSVIMMRPNPFK-WEQBUNFVSA-N
分子式
C26H21F6NO5
平均分子量
541.4 g/mol
単同位体質量
541.13239174

概要

Acrinathrin is an organofluorine compound and a cyclopropanecarboxylate ester. It has a role as a pyrethroid ester insecticide and a pyrethroid ester acaricide. It is functionally related to a diphenyl ether.

名称と識別子

優先名称
Acrinathrin
IUPAC
trans-[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-[(Z)-3-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)-3-oxoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
現地名
アクリナトリン標準品
英語名
ACRINATHRIN
分子式
C26H21F6NO5
分子量
541.44

名称と別名

Acrinathrin101007-06-1AGREVORufastQUI1AZ37K6ACR-50DTXSID3041584CHEBI:39091RU-38702Cyclopropanecarboxylic acid, 2,2-dimethyl-3-((1Z)-3-oxo-3-(2,2,2-trifluoro-1-(trifluoromethyl)ethoxy)-1-propen-1-yl)-, (S)-cyano(3-phenoxyphenyl)methyl ester, (1R,3S)-Cyclopropanecarboxylic acid, 2,2-dimethyl-3-[(1Z)-3-oxo-3-[2,2,2-trifluoro-1-(trifluoromethyl)ethoxy]-1-propen-1-yl]-, (S)-cyano(3-phenoxyphenyl)methyl ester, (1R,3S)-(S)-cyano(3-phenoxyphenyl)methyl (1R,3S)-2,2-dimethyl-3-{(1Z)-3-oxo-3-[2,2,2-trifluoro-1-(trifluoromethyl)ethoxy]prop-1-en-1-yl}cyclopropanecarboxylate
名称をさらに表示
アクリナトリン標準品アクリナトリン標準物質アクリナトリン, 100 µg/mL in AcCN(1R,3S)-2,2-ジメチル-3β-[(Z)-2-[2,2,2-トリフルオロ-1-(トリフルオロメチル)エチルオキシカルボニル]エテニル]シクロプロパン-1β-カルボン酸(S)-α-シアノ-3-フェノキシベンジル(Z)-(1R,3S)-2,2-ジメチル-3-[2-(2,2,2-トリフルオロ-1-トリフルオロメチルエトキシカルボニル)ビニル]シクロプロパンカルボン酸=(S)-α-シアノ-3-フェノキシベンジル(S)-シアノ(3-フェノキシフェニル)メチル (1R,3S)-3-[(1Z)-3-[(1,1,1,3,3,3-ヘキサフルオロプロパン-2-イル)オキシ]-3-オキソプロパ-1-エン-1-イル]-2,2-ジメチルシクロプロパン-1-カルボキシラート

物性

構造計算による物性

XLogP
6.8
極性表面積
85.6 Ų
水素結合供与体数
0
水素結合受容体数
12
回転可能結合数
10
重原子数
38
形式電荷
0
複雑度
917

実験および物理化学的性質

Pesticides · 3 件

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Not approved

Pesticide (Acrinathrin) -> USDA PDB

LogP5.26
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section219.32 Ų [M+Na]+

物理化学的性質

融点
81.5 ℃ · 81.5℃
比旋光度
20 · D20 +23.5° (c = 0.5% in benzene)
沸点
528.2 · 528.2±50.0 °C(Predicted)
比重(密度)
1.376 · 1.376±0.06 g/cm3(Predicted)
貯蔵温度
0 · 0-6°C
Merck
13 · 13,127
Henry's Law Constant
9.3 · 9.3×101 mol/(m3Pa) at 25℃, Maniere et al. (2011)
主な用途
農業環境
InChIKey
YLFSVIMMRPNPFK-WEQBUNFVSA-N
SMILES
CC1(C)[C@@H](\C=C/C(=O)OC(C(F)(F)F)C(F)(F)F)[C@H]1C(=O)O[C@H](C#N)c2cccc(Oc3ccccc3)c2

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

H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]

P261, P271, P273, P304+P340, P317, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 83 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Regulation (EC) No 396/2005 (amended)

2008/934, Reg. (EU) 2017/358, Reg. (EU) 2021/1450, Reg. (EU) 2022/801, Reg. (EU) No 2019/291, Reg. (EU) No 540/2011, Reg. (EU) No 974/2011

Hazard Classes and CategoriesAcute Tox. 4 (100%)

毒性情報

Treatment · 1 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

ATC CodeQP - Antiparasitic products, insecticides and repellents
Metabolism/Metabolites · 1 件

Following ingestion, pyrethriods are hydrolysed by various digestive enzymes in the gastro-intestinal tract. However, a small portion of the insecticidally active compounds or its derivatives are absorbed, as shown by their toxicity and their effect on the liver. Pyrethriods may also be absorbed following inhalation or dermal contact. They are rapidly distributed to most tissues, particularly to those with a high lipid content, and are concentrated in central and peripheral nervous tissues. Pyrethriods or their metabolites are not known to be stored in the body or to be excreted in the milk, but no study of the matter has employed modern methods. The major metabolic pathways for pyrethriods are hydrolysis of the central ester bond, oxidative attacks at several sites, and conjugation reactions, to produce a complex array of primary and secondary water-soluble metabolites that undergo urinary excretion. Metabolism is believed to involve nonspecific microsomal carboxyesterases and microsomal mixed function oxidases, which are located in nearly all tissue types, with particularly high activities in the liver. Metabolites are excreted in the urine and faeces. (L857, L889)

MeSH Pharmacological ClassificationPesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics.

用途と製造

UsesPyrethroids are used as insecticides. (L857)

応用分野

使用Insecticide.

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
その他の操作
ノートを作成反応を作成見積依頼を出す
アーデント
アザミバスター
(1R,3S)-2,2-ジメチル-3-[(Z)-2-(2,2,2-トリフルオロ-1-トリフルオロメチルエトキシカルボニル)ビニル]シクロプロパンカルボン酸(S)-α-シアノ-3-フェノキシベンジル
(S)-α-シアノ-3-フエノキシベンジル=(Z)-(1R,3S)-2,2-ジメチル-3-〔2-(2,2,2-トリフル オロ-1-トリフルオロメチルエトキシカルボニル)ビニル〕シクロプロパンカルボキシラート
3S)-2
Ardent
NU 702
Orytis
RUFAST(R)
ORYTIS(R)
HOE 076003
azrinathrin
(S)-cyano(3-phenoxyphenyl)methyl (1R,3S)-2,2-dimethyl-3-((1Z)-3-oxo-3-(2,2,2-trifluoro-1-(trifluoromethyl)ethoxy)prop-1-en-1-yl)cyclopropanecarboxylate(S)-cyano(3-phenoxyphenyl)methyl (1R,3S)-3-((1Z)-3-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-3-oxoprop-1-en-1-yl)-2,2-dimethylcyclopropane-1-carboxylate(S)-Cyano(3-phenoxyphenyl)methyl (1R,3S)-3-{(1Z)-3-[(1,1,1,3,3,3-hexafluoropropan-2-yl)oxy]-3-oxoprop-1-en-1-yl}-2,2-dimethylcyclopropane-1-carboxylateRefChem:109405DTXCID10215842,2-dimethyl-3-(3-oxo-3-(2,2,2-trifluoro-1-(trifluoromethyl)ethoxy)-1-propenyl)cyano(3-phenoxyphenyl)cyclopropanecarboxylic acid, methyl ester600-147-6Acrinathrin [ISO]

データベース識別子

CAS
101007-06-1
PubChem CID
6436606
DTXSID
DTXSID3041584
ChEMBL
CHEMBL2287507
ChEBI
CHEBI:39091
UNII
QUI1AZ37K6
EC Number
600-147-6
Nikkaji
J550.692A
LogP
5.99 · 5.990 (est)
EPAの化学物質情報
Acrinathrin (101007-06-1)
Health Effects · 1 件

Pyrethroid effects typically include rapid onset of aggressive behavior and increased sensitivity to external stimuli, followed by fine tremor, prostration with coarse whole body tremor, elevated body temperature, coma, and death. Paresthesia, severe corneal damage, hypotension and tachycardia, associated with anaphylaxis, can also occur following pyrethriod poisoning. (L857)

Toxicity Summary · 1 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)

Signs and Symptoms · 1 件

Spilling on the head, face and eyes can result in pain, lacrimation, photophobia, congestion, and edema of the conjunctiva and eyelids. Ingestion cases epigastric pain, nausea, vomiting, headache, dizziness, anorexia, fatigue, tightness in chest, blurred vision, paresthesia, palpitations, coarse muscular fasciculations, and disturbances of conciousness. In servere poisonings, convulsive attacks with opisthotonos and loss of conciousness have occurred. (T10)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

安全データ

wgk
2
rtecs
GZ2008500
ridadr
UN3077 9/PG 3
毒性
LD50 in rats (mg/kg): >5000 orally; >2000 dermally (Heller)
hs_code
29269090
risk_code
20-50/53
hazard_code
Xn,N
safety_code
60-61
Hazard Classifications
Acute Tox. 4 InhalationAquatic Acute 1Aquatic Chronic 1
ストレージクラス
11 - Combustible Solids