基本情報
- CAS
3766-81-2- 標準SMILES
CCC(C)c1ccccc1OC(=O)NC- InChIKey
DIRFUJHNVNOBMY-UHFFFAOYSA-N- 分子式
- C12H17NO2
- 平均分子量
- 207.27 g/mol
- 単同位体質量
- 207.12592878
概要
Fenobucarb is a carbamate ester obtained by the formal condensation of 2-sec-butylphenol with methylcarbamic acid. It has a role as a herbicide, an insecticide, an agrochemical, an EC 3.1.1.7 (acetylcholinesterase) inhibitor and an environmental contaminant. It is functionally related to a 2-sec-butylphenol and a methylcarbamic acid.
名称と識別子
- 優先名称
- Fenobucarb
- IUPAC
- (2-butan-2-ylphenyl) N-methylcarbamate
- 現地名
- メチルカルバミン酸2-(1-メチルプロピル)フェニル
- 英語名
- Fenobucarb
- 分子式
- C12H17NO2
- 分子量
- 207.27
名称と別名
名称をさらに表示
データベース識別子
- CAS
3766-81-2- PubChem CID
- 19588
- DTXSID
DTXSID4058077- ChEMBL
CHEMBL226650- ChEBI
CHEBI:34304- UNII
- 5MS2P7M0CF
- EC Number
- 223-188-8
- Nikkaji
- J3.059G
物性
構造計算による物性
- XLogP
- 2.8
- 極性表面積
- 38.3 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 2
- 回転可能結合数
- 4
- 重原子数
- 15
- 形式電荷
- 0
- 複雑度
- 206
実験および物理化学的性質
Pesticides
Agrochemicals -> Pesticide active substances
Active substance -> EU Pesticides database: Not approved
Pesticide (Fenobucarb (BPMC)) -> USDA PDB
物理化学的性質
- 融点
- 31.75 °C · 31.75°C
- 沸点
- 346.3 °C · 346.3°C (rough estimate)
- 比重(密度)
- 1.0681 · 1.0681 (rough estimate)
- 屈折率
- 1.522 · 1.5220 (estimate)
- 闪点
- 11 °C · 11 °C
- 貯蔵温度
- 2 · Sealed in dry,2-8°C
- 溶解性
- 100 mg/mL · DMSO: 100 mg/mL (482.46 mM)
- 外見
- Oil
- 酸解離定数(Pka)
- 12.24 · 12.24±0.46(Predicted)
- 比重
- 1.035 · 1.035 (30℃)
- 色
- Colorless to light yellow
- 水溶解度
- 89 mg/L · 89mg/L(22℃)
- BRN
- 2052332 · 2052332
- Henry's Law Constant
- 1.5 · 1.5×102 mol/(m3Pa) at 25℃, Watanabe (1993)
- InChI
- 1S/C12H17NO2/c1-4-9(2)10-7-5-6-8-11(10)15-12(14)13-3/h5-9H,4H2,1-3H3,(H,13,14)
- InChIKey
- DIRFUJHNVNOBMY-UHFFFAOYSA-N
- SMILES
- CCC(C)c1ccccc1OC(=O)NC
- CAS データベース
- 3766 · 3766-81-2(CAS DataBase Reference)
- NISTの化学物質情報
- 2 · Phenol, 2-(1-methylpropyl)-, methylcarbamate(3766-81-2)
- EPAの化学物質情報
- 2 · Phenol, 2-(1-methylpropyl)-, methylcarbamate (3766-81-2)
安全と法規制
GHS分類
GHS Classification
Warning
H302: Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)
危険有害性情報
Hazard Classes and Categories
Acute Tox. 4 (100%)
Acute toxicity - category 4
Acute toxicity (Oral) - Category 4
Hazardous to the aquatic environment (Acute) - Category 1
Acute toxicity (Oral) - Category 4
Acute Tox. 4 *
毒性情報
Treatment
If the compound has been ingested, rapid gastric lavage should be performed using 5% sodium bicarbonate. For skin contact, the skin should be washed with soap and water. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water. In serious cases, atropine and/or pralidoxime should be administered. Anti-cholinergic drugs work to counteract the effects of excess acetylcholine and reactivate AChE. Atropine can be used as an antidote in conjunction with pralidoxime or other pyridinium oximes (such as trimedoxime or obidoxime), though the use of '-oximes' has been found to be of no benefit, or possibly harmful, in at least two meta-analyses. Atropine is a muscarinic antagonist, and thus blocks the action of acetylcholine peripherally.
Health Effects
Acute exposure to cholinesterase inhibitors can cause a cholinergic crisis characterized by severe nausea/vomiting, salivation, sweating, bradycardia, hypotension, collapse, and convulsions. Increasing muscle weakness is a possibility and may result in death if respiratory muscles are involved. Accumulation of ACh at motor nerves causes overstimulation of nicotinic expression at the neuromuscular junction. When this occurs symptoms such as muscle weakness, fatigue, muscle cramps, fasciculation, and paralysis can be seen. When there is an accumulation of ACh at autonomic ganglia this causes overstimulation of nicotinic expression in the sympathetic system. Symptoms associated with this are hypertension, and hypoglycemia. Overstimulation of nicotinic acetylcholine receptors in the central nervous system, due to accumulation of ACh, results in anxiety, headache, convulsions, ataxia, depression of respiration and circulation, tremor, general weakness, and potentially coma. When there is expression of muscarinic overstimulation due to excess acetylcholine at muscarinic acetylcholine receptors symptoms of visual disturbances, tightness in chest, wheezing due to bronchoconstriction, increased bronchial secretions, increased salivation, lacrimation, sweating, peristalsis, and urination can occur. Chronically high (>10 years) exposure leads to neuropsychological consequences including disturbances in perception and visuo-motor processing (A15321).
Toxicity Summary
Fenobucarb is a cholinesterase or acetylcholinesterase (AChE) inhibitor. Carbamates form unstable complexes with chlolinesterases by carbamoylation of the active sites of the enzymes. This inhibition is reversible. A cholinesterase inhibitor suppresses the action of acetylcholine esterase. Because of its essential function, chemicals that interfere with the action of acetylcholine esterase are potent neurotoxins, causing excessive salivation and eye-watering in low doses. Headache, salivation, nausea, vomiting, abdominal pain and diarrhea are often prominent at higher levels of exposure. Acetylcholine esterase breaks down the neurotransmitter acetylcholine, which is released at nerve and muscle junctions, in order to allow the muscle or organ to relax. The result of acetylcholine esterase inhibition is that acetylcholine builds up and continues to act so that any nerve impulses are continually transmitted and muscle contractions do not stop.
Signs and Symptoms
As with organophosphates, the signs and symptoms are based on excessive cholinergic stimulation. Unlike organophosphate poisoning, carbamate poisonings tend to be of shorter duration because the inhibition of nervous tissue acetylcholinesterase is reversible, and carbamates are more rapidly metabolized. Muscle weakness, dizziness, sweating and slight body discomfort are commonly reported early symptoms. Headache, salivation, nausea, vomiting, abdominal pain and diarrhea are often prominent at higher levels of exposure. Contraction of the pupils with blurred vision, incoordination, muscle twitching and slurred speech have been reported. (L795)
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- FB5425000
- ridadr
- UN 2811
- PRTR法
- 第1種指定化学物質
- hs_code
- 29224999
- risk_code
- 22-50/53-39/23/24/25-23/24/25-11
- 化審法
- 優先評価化学物質
- 安衛法
- 57,57-2
- 消防法
- 危-4-1-II
- hazard_code
- Xn;N,N,Xn,T,F
- safety_code
- 60-61-45-24-16-7
- hazard_class
- 6.1(b)
- packing_group
- III
- 毒劇物取締法
- III
- 環境リスク評価
- フェノブカルブ(3766-81-2)
- Hazard Classifications
- Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
用途と製造
応用分野
用途農薬(殺虫剤)
使用Fenobuccarb is a carbamate insecticide used as an agricultural insecticide on rice and cotton.
上流・下流製品情報
上流原料
サプライヤー100 社
補足説明
定義Fenobucarb is a carbamate ester obtained by the formal condensation of 2-sec-butylphenol with methylcarbamic acid.
関連反応
化合物ノート
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