基本情報
- CAS
1646-88-4- 標準SMILES
CNC(=O)ON=CC(C)(C)S(C)(=O)=O- InChIKey
YRRKLBAKDXSTNC-UHFFFAOYSA-N- 分子式
- C7H14N2O4S
- 平均分子量
- 222.26 g/mol
- 単同位体質量
- 222.06742793
概要
Aldicarb sulfone is a white crystalline solid. Insecticide.
名称と識別子
- 優先名称
- Aldicarb sulfone
- IUPAC
- [(2-methyl-2-methylsulfonylpropylidene)amino] N-methylcarbamate
- 現地名
- 2-メチル-2-メチルスルホニルプロピオンアルデヒドO-(メチルカルバモイル)オキシム
- 英語名
- Aldicarb-sulfone
- 分子式
- C7H14N2O4S
- 分子量
- 222.26
名称と別名
名称をさらに表示
データベース識別子
- CAS
1646-88-4- PubChem CID
- 15438
- DTXSID
DTXSID6023862- EC Number
- 216-710-0
物性
構造計算による物性
- XLogP
- -0.6
- 極性表面積
- 93.2 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 5
- 回転可能結合数
- 4
- 重原子数
- 14
- 形式電荷
- 0
- 複雑度
- 326
実験および物理化学的性質
Pesticides
Pesticide -> EPA IRIS
Pesticides -> Carbamate Insecticides
Pesticide (Aldicarb sulfone) -> USDA PDB
Pesticide degradation product
Physical Description
Aldicarb sulfone is a white crystalline solid. Insecticide.
White solid; [CAMEO]
物理化学的性質
- 融点
- 132 · 132-135 °C
- 比重(密度)
- 1.3816 · 1.3816 (rough estimate)
- 蒸気圧
- 1.2 · 1.2×10-2 Pa (25 °C)
- 屈折率
- 1.569 · 1.5690 (estimate)
- 貯蔵温度
- 0 · 0-6°C
- 溶解性
- DMSO(微量)、メタノール(微量)
- 水溶解度
- 10 g · 10 g l-1 (25 °C)
- 酸解離定数(Pka)
- 13.44 · 13.44±0.46(Predicted)
- 外見
- Solid
- 色
- ホワイトからオフホワイト
- BRN
- 2215242 · 2215242
- Henry's Law Constant
- 2.9 · 2.9×103 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- 主な用途
- 農業環境
- InChI
- 1S/C7H14N2O4S/c1-7(2,14(4,11)12)5-9-13-6(10)8-3/h5H,1-4H3,(H,8,10)
- InChIKey
- YRRKLBAKDXSTNC-UHFFFAOYSA-N
- SMILES
- CNC(ON=CC(C)(C)S(C)(=O)=O)=O
- EPAの化学物質情報
- Aldicarb sulfone (1646-88-4)
化学的性質
化学的特性Aldoxycarb is a carbamate pesticide used mainly as an insecticide and acaricide. It is a white crystalline powder with a slightly sulfurous odor. Aldoxycarb is extremely toxic to wildlife. Aldoxycarb (Aldicarb sulfone) is a breakdown product of aldicarb. Aldoxycarb is a degradate/metabolite of aldicarb produced by the oxidation of the thio-moiety.
安全と法規制
GHS分類
GHS Classification
Danger
H300 (92.9%): Fatal if swallowed [Danger Acute toxicity, oral]
P260, P262, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Hazards Summary
Causes weight loss in acute oral studies of rats; Causes other degenerative changes to brain and effects on true cholinesterase in 13-week constant oral studies of rats; [RTECS] A metabolite of aldicarb with less potent cholinesterase inhibiting potential; [Reference #1] May cause irritation; A lachrymator and cholinesterase inhibitor; Highly toxic by ingestion, inhalation, and skin absorption; Targets the cardiovascular system, CNS, blood, heart, and eyes; [Sigma-Aldrich MSDS] See Aldicarb. See CARBAMATE INSECTICIDES.
Reactivity Profile
ALDICARB SULFONE is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.
安全と保護具
Exposure Control and Personal Protection
Biological Exposure Indices (BEI) [ACGIH] - Acetylcholinesterase activity in red blood cells = 70% of individual's baseline; Butylcholinesterase activity in serum or plasma = 60% of individual's baseline; Sample at end of shift; [TLVs and BEIs]
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
Aldoxycarb 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)
EPA IRIS Information
Aldicarb sulfone
Nervous
1 x 10 ^-3 mg/kg-day
RAIS Toxicity Values
0.001
IRIS Current
USGS Health-Based Screening Levels for Evaluating Water-Quality
Aldicarb sulfone
68529
Pesticide degradation product
6
USEPA OW recommends that the concentration of any combination of two or more of the three aldicarb compounds should not be greater than 7 ug/L because of similar mode of action. USEPA issued administrative stay on an MCL for aldicarb sulfone.
Smith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP
安全データ
- wgk
- 3
- rtecs
- UE2080000
- ridadr
- 2757
- 毒性
- duck,LD50,oral,33500ug/kg (33.5mg/kg),Pesticide Manual. Vol. 9, Pg. 18, 1991.
- risk_code
- 24-26/28
- hazard_code
- T+
- safety_code
- 28-36/37-45
- hazard_class
- 6.1(a)
- packing_group
- I
- Hazard Classifications
- Acute Tox. 2 DermalAcute Tox. 2 InhalationAcute Tox. 2 OralAquatic Acute 1
- ストレージクラス
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
化学と産業
薬理情報
用途と製造
Uses
A metabolite of aldicarb; [ChemIDplus] No active pesticide product registrations in the US; [NPIRS]
Aldoxycarb is widely used as an insecticide or pesticide in homes, gardens and agricultural applications. It is a synthetic compound.
応用分野
説明Aldoxycarb, is also called 2-mesyl-2-methylpropionaldehyde O-methylcarbamoyloxime (IUPAC), the sulfone analog of aldicarb, is also a systemic insecticide effective for control of insects (mainly sucking insect pests such as aphids, leafhoppers, etc.).
使用Aldicarb Sulfone is an analog of Aldicarb (A514650) detected in agricultural products as pesticide residue.
一般的な説明White crystalline solid. Insecticide.
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