Grundinformationen
- Standard-SMILES
CNC(=O)ON=CC(C)(C)S(C)(=O)=O- InChIKey
YRRKLBAKDXSTNC-UHFFFAOYSA-N- Summenformel
- C7H14N2O4S
- Durchschnittliche Molmasse
- 222,26 g/mol
- Monoisotopische Masse
- 222,06742793
Überblick
Aldicarb sulfone is a white crystalline solid. Insecticide.
Namen und Bezeichner
- Bevorzugter Name
- Aldicarb sulfone
- IUPAC
- [(2-methyl-2-methylsulfonylpropylidene)amino] N-methylcarbamate
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
1646-88-4- PubChem CID
- 15438
- DTXSID
DTXSID6023862- EC Number
- 216-710-0
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -0,6
- Polarare Oberfläche (TPSA)
- 93,2 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 14
- Formalladung
- 0
- Komplexität
- 326
Experimentelle und physikochemische Eigenschaften
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]
Sicherheit und Regulatorisches
GHS-Klassifizierung
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.
Gefahrenhinweise
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.
Sicherheit und Schutzausrüstung
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]
Toxikologische Informationen
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
Chemie und Industrie
Pharmakologische Informationen
Verwendung und Herstellung
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.
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