基本情報
- 標準SMILES
CNC(=O)Oc1ccc(C)c(C)c1- InChIKey
WCJYTPVNMWIZCG-UHFFFAOYSA-N- 分子式
- C10H13NO2
- 平均分子量
- 179.22 g/mol
- 単同位体質量
- 179.09462866
概要
Xylylcarb is a carbamate ester. It has a role as an agrochemical, a carbamate insecticide and an EC 3.1.1.7 (acetylcholinesterase) inhibitor. It is functionally related to a 3,4-xylenol and a methylcarbamic acid.
名称と識別子
- 優先名称
- Xylylcarb
- IUPAC
- (3,4-dimethylphenyl) N-methylcarbamate
- 現地名
- キシリルカルブ
- 英語名
- MPMC
- 分子式
- C10H13NO2
- 分子量
- 179.22
名称と別名
名称をさらに表示
データベース識別子
- CAS
2425-10-7- PubChem CID
- 17040
- DTXSID
DTXSID3058032- ChEBI
CHEBI:35048- UNII
- 2999840EDW
- EC Number
- 219-364-9
- Nikkaji
- J3.027I
物性
構造計算による物性
- XLogP
- 2.3
- 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
- 2
- 重原子数
- 13
- 形式電荷
- 0
- 複雑度
- 182
実験および物理化学的性質
物理化学的性質
- 融点
- 79.1 °C · 79.1°C
- 沸点
- 311.75 °C · 311.75°C (rough estimate)
- 比重(密度)
- 1.1248 · 1.1248 (rough estimate)
- 蒸気圧
- 70 x · 70 x 10-3 Pa (20 °C)
- 屈折率
- 1.515 · 1.5150 (estimate)
- 水溶解度
- 580 mg · 580 mg l-1 (20 °C)
- 酸解離定数(Pka)
- 12.38 · 12.38±0.46(Predicted)
- Henry's Law Constant
- 9.1 · 9.1×101 mol/(m3Pa) at 25℃, Watanabe (1993)
- CAS データベース
- 2425 · 2425-10-7
- EPAの化学物質情報
- 3 · Phenol, 3,4-dimethyl-, methylcarbamate (2425-10-7)
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 3
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
Xylylcarb 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
- tsca
- TSCA listed
- 毒性
- LD50 oral in rat: 290mg/kg
- PRTR法
- 1-13
- risk_code
- 22-50/53
- 安衛法
- 57,57-2
- 消防法
- 危-4-1-S-II
- hazard_code
- Xn,N
- safety_code
- 60-61
- 毒劇物取締法
- II
化学と産業
薬理情報
用途と製造
応用分野
用途MPMC試験用標準品。
説明Xylylcarb (MPMC) is a colorless solid, which is sparingly soluble in water and is fairly soluble in acetonitrile, cyclohexane, and xylene.
使用Xylylcarb is a non-systemic insecticide. It is mainly used to control hoppers and other sucking pests on rice, and leafhoppers, planthoppers and scale insects on fruit.
サプライヤー11 社
関連反応
関連ノート
読み込み中…