홈MCP워크벤치Skills
홈워크벤치알림마이페이지
Huagongshe 오픈 프로젝트:[email protected]AI 접속: llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.7.8
  1. 홈
  2. /화합물

Thiofanox

HCID 38235
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
39196-18-4
표준 SMILES
CNC(=O)ON=C(CSC)C(C)(C)C
InChIKey
FZSVSABTBYGOQH-UHFFFAOYSA-N
분자식
C9H18N2O2S
평균 분자량
218.32 g/mol
단동위원소 질량
218.10889899

개요

Thiofanox is a colorless solid with a pungent odor. Used as a systemic insecticide and acaricide. (EPA, 1998)

이름 및 식별자

우선 이름
Thiofanox
IUPAC
[(3,3-dimethyl-1-methylsulfanylbutan-2-ylidene)amino] N-methylcarbamate

이름 및 동의어

THIOFANOX39196-18-4DTXSID40424682-Butanone, 3,3-dimethyl-1-(methylthio)-, O-[(methylamino)carbonyl]oximeThiophanoxBeneluxRCRA waste number P045Caswell No. 368BBENT 278513,3-Dimethyl-1-(methylthio)butanone-O-(N-methylcarbamoyl)oximePesticide code No. 109209ZE4QF28IN
이름 더 보기
3,3-Dimethyl-1-methylthiobutanone O-methylcarbamoyloximeDTXCID2022468CHEBI:385492-Butanone, 3,3-dimethyl-1-(methylthio)-, O-((methylamino)carbonyl)oximeRefChem:8977943,3-dimethyl-1-(methylthio)-2-butanone O-(methylaminocarbonyl)oxime(3,3-dimethyl-1-(methylsulfanyl)butan-2-ylidene)amino N-methylcarbamate254-346-4

데이터베이스 식별자

CAS
39196-18-4
PubChem CID
38235
DTXSID
DTXSID4042468
ChEMBL
CHEMBL3184740
EC Number
254-346-4

물성

구조 계산 물성

XLogP
2.2
극성 표면적
76 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
4
회전 가능 결합 수
5
무거운 원자 수
14
형식 전하
0
복잡도
221

실험 및 물리화학적 성질

Pesticides · 3건

Insecticides

Active substance -> EU Pesticides database: Not approved

Pesticides -> Carbamate Insecticides

LogPlog Kow= -1.67
OdorPUNGENT
Color/FormCOLORLESS SOLID
Solubility · 2건

5.2 G/L WATER AT 22 °C

VERY SOL IN CHLORINATED & AROMATIC HYDROCARBONS, KETONES, INCLUDING APOLAR SOLVENTS; SPARINGLY SOL IN POLAR ALIPHATIC HYDROCARBONS.

CorrosivityNon-corrosive
DecompositionDecomposed by strong acids and alkalis
Melting Point · 3건

133.7 to 135.5 °F (EPA, 1998)

56.5 TO 57.5 °C

57 °C

Vapor Pressure · 3건

0.00017 mmHg at 77 °F (EPA, 1998)

0.00017 [mmHg]

1.7X10-4 mm Hg at 25 °C

Physical Description · 2건

Thiofanox is a colorless solid with a pungent odor. Used as a systemic insecticide and acaricide. (EPA, 1998)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

Danger

H300: Fatal if swallowed [Danger Acute toxicity, oral]

P262, P264, P270, P273, P280, P301+P316, P302+P352, P316, P321, P330, P361+P364, P391, P405, and P501 (click each P-code to see the statement)

Danger

H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]

P262, P264, P270, P273, P280, P301+P316, P302+P352, P316, P321, P330, P361+P364, P391, P405, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 2건

2002/2076

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelPoison
Fire Hazards · 1건

(Non-Specific -- Carbamate Pesticide, Solid, n.o.s.) Container may explode in heat of fire. When heated to decomposition, it emits very toxic fumes of nitrogen and sulfur oxides. Stable at normal storage temperature; reasonably stable to hydrolysis at less than 86F at pH 5-9. (EPA, 1998)

Health HazardsThis material is a carbamate pesticide. Carbamate pesticides are moderately to highly toxic. It is a cholinesterase inhibitor. (EPA, 1998)
Hazards SummaryNOEL in 90 day feeding studies with dogs and rats was 1 mg/kg/day; Symptoms of cholinesterase inhibition lasted 3-4 hours in rats at 4 mg/kg/day; [HSDB] A cholinesterase inhibitor; [CAMEO] See CARBAMATE INSECTICIDES.
Reactive GroupCarbamates
Special ReportsWHO; Environ Health Criteria: Carbamate Pesticides: A General Introduction (1989)

화학 및 산업

약리 정보

Metabolism/Metabolites · 6건

FULLY EXPANDED LEAVES OF COTTON PLANTS GROWN IN THE FIELD WERE TREATED INDIVIDUALLY WITH (35)S-LABELED DIAMOND SHAMROCK (3,3-DIMETHYL)-1-(METHYLTHIO)-2- BUTANONE O-(METHYLCARBOMYL) OXIME). THE SULFONE & SULFOXIDE WERE FORMED. ... SEEDLINGS GROWN FROM TREATED SEED GAVE SAME RESULTS AS THOSE OBTAINED IN MATURE PLANTS & IN SOIL.

IN SOIL THE CHEM CHANGES OF DS-15647 WERE SIMILAR TO THOSE FOUND IN PLANTS, BUT THEY PROCEEDED AT SLOWER RATES. COTTON SEEDS THAT HAD BEEN SURFACE TREATED WITH DIAMOND SHAMROCK (3,3-DIMETHYL)-1-(METHYLTHIO)-2-BUTANONE O-(METHYLCARBOMYL) OXIDE) & PLANTED IN THE GREENHOUSE ABSORBED 20% OF THE DOSE AFTER 1 DAY. THE SULFOXIDE AND SULFONE DERIVATIVES WERE THE PRIMARY PRODUCTS RECOVERED FROM PLANTS GROWN FROM THE TREATED SEEDS.

OF THE THREE METABOLITES: 3,3-DIMETHYL-1-(METHYLSULFINYL)-2-BUTANONE, O-((METHYLAMINO) CARBONYL)OXIME SULFOXIDE; 3,3-DIMETHYL-1-(METHYLSULFONYL)-2-BUTANONE O-((DIMETHYLAMINO)CARBONYL)OXIME SULFONE; AND 3,3-DIMETHYL-1-(METHYLSULFONYL) -2-BUTANONE O-((HYDROXYMETHYLAMINO)CARBONYL)OXIME HYDROXYMETHYL SULFONE, INVESTIGATED IN RATS, THE HYDROXYMETHYL SULFONE METABOLITE OF THIOFANOX WAS THE MOST POTENT METABOLITE TO INHIBIT PLASMA & RED BLOOD CELL ACETYLCHOLINESTERASE.

The major route of metabolism appears to be the oxidation of thiofanox to its sulfoxide & the subsequent oxidation to its sulfone. The rate of the initial reaction is decisively more rapid than that of the second, particularly in plants. Hydrolysis of carbamoyl moieties to their resulting oximes is also observed. ... Sulfonyl oxime carbamate is ... /more/ toxic /than thiofanox & related compounds in rats based on LD50 values/.

For more Metabolism/Metabolites (Complete) data for THIOFANOX (7 total), please visit the HSDB record page.

The carbamates are hydrolyzed enzymatically by the liver; degradation products are excreted by the kidneys and the liver. (L793)

용도 및 제조

Uses · 6건

Used as insecticide, acaricide, and nematocide; Used to protect sugar beets and potatoes in the EU; [HSDB]

Not registered as a pesticide for use in the US; [HSDB]

Farming (Pesticides) [Category: Industry]

Insecticide, acaricide, and nematocide. /Not registered for use in USA/

Used in soil application for control of black bean aphids, beet leaf miners, flea beetles, & pygmy mangold beetles on beet; flea beetles on rape; aphids, caspids, flea beetles, Colorado beetles, & leafhoppers on potatoes; aphids, midges, flea beetles, soil-inhibiting larvae, & spider mites on cotton; aphids & spider mites in floriculture; etc. /Not registered for use in USA/

관련 반응

0건
반응 기록 만들기

현재 필터 조건에 해당하는 반응 기록이 없습니다.

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

Colorless solid with a pungent odor; [HSDB] Colorless crystalline solid with an acrid odor; [MSDSonline]

Stability/Shelf LifeSTABLE AT NORMAL STORAGE TEMP; & REASONABLY STABLE TO HYDROLYSIS AT <30 °C AT PH 5-9
Collision Cross Section160.6 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID4042468]
RCRA Requirements · 1건

As stipulated in 40 CFR 261.33, when Thiofanox, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to federal and/or state hazardous waste regulations. Also defined as a hazardous waste is any container or inner liner used to hold this waste or any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5(e)).

Reactivity Profile · 1건

THIOFANOX is a thiocarbamate. Flammable gases are generated by the combination of thiocarbamates and dithiocarbamates with aldehydes, nitrides, and hydrides. Thiocarbamates and dithiocarbamates are incompatible with acids, peroxides, and acid halides.

DOT Emergency Guidelines · 5건

/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Health: TOXIC; may be fatal if inhaled, ingested or absorbed through skin. Inhalation or contact with some of these materials will irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. /Carbamate pesticide, liquid, flammable, poisonous; Carbamate pesticide, liquid, flammable, toxic; Carbamate pesticide, liquid, poisonous, flammable; Carbamate pesticide, liquid, toxic, flammable/

/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion and poison hazard indoors, outdoors or in sewers. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. /Carbamate pesticide, liquid, flammable, poisonous; Carbamate pesticide, liquid, flammable, toxic; Carbamate pesticide, liquid, poisonous, flammable; Carbamate pesticide, liquid, toxic, flammable/

/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering. /Carbamate pesticide, liquid, flammable, poisonous; Carbamate pesticide, liquid, flammable, toxic; Carbamate pesticide, liquid, poisonous, flammable; Carbamate pesticide, liquid, toxic, flammable/

/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Carbamate pesticide, liquid, flammable, poisonous; Carbamate pesticide, liquid, flammable, toxic; Carbamate pesticide, liquid, poisonous, flammable; Carbamate pesticide, liquid, toxic, flammable/

For more DOT Emergency Guidelines (Complete) data for THIOFANOX (16 total), please visit the HSDB record page.

Air and Water ReactionsThio and dithiocarbamates slowly decompose in aqueous solution to form carbon disulfide and methylamine or other amines. Such decompositions are accelerated by acids.
EPA Hazardous Waste NumberP045; An acute hazardous waste when a discarded commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate.

안전 및 보호

Fire Fighting(Non-Specific -- Carbamate Pesticide, Solid, n.o.s.) Wear positive pressure breathing apparatus and special protective clothing.
First AidNote: Thiofanox is a cholinesterase inhibitor.
Exposure Control and Personal Protection · 1건

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]

Fire Fighting Procedures · 4건

If material is on fire or involved in a fire do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide. /Carbamate pesticide, liquid, nos, (compounds and preparations) (agricultural insecticides, nec, liquid); Carbamate pesticide, liquid, nos (compounds and preparations) (agricultural insecticides, nec, liquid); Carbamate pesticide, liquid, nos (compounds and preparations) (insecticides, other than agricultural, nec/

Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Solid streams of water may be ineffective. Use foam, dry chemical, or carbon dioxide. /Carbamate pesticide, liquid nos (compounds and preparations) (insecticides, other than agricultural, nec)/

Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use "alcohol" foam, dry chemical or carbon dioxide. /Carbamate pesticide, solid, nos (compounds and preparations) (insecticides, other than agricultural, nec)/

Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use foam, dry chemical, or carbon dioxide. /Carbamate pesticide, solid, nos (compounds and preparations) (agricultural insecticides, nec, other than liquid)/

Cleanup Methods · 1건

A system for removing pesticides from the wash water produced by pesticide applicators as they clean their equipment has been developed. The first step is the flocculation/coagulation and sedimentation of the pesticide-contaminated wash water. The supernatant from the first step is then passed through activated carbon columns. /Pesticides/

Nonfire Spill Response(Non-Specific -- Carbamate Pesticide, Solid, n.o.s.) Do not touch spilled material; stop leak (only without risk). Use water spray to reduce vapors.
Disposal Methods · 4건

Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number P045, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.

Potential candidate for rotary kiln incineration with a temperature range of 820 to 1600 °C with a residence time of seconds for liquids or gases and hours for solids. Also, a potential candidate for fluidized bed incineration with a temperature range of 450 to 980 °C with a residence time of seconds for liquids or gases and longer for solids.

Group I Containers: Combustible containers from organic or metallo-organic pesticides (except organic mercury, lead, cadmium, or arsenic compounds) should be disposed of in pesticide incinerators or in specified landfill sites. /Organic or metallo-organic pesticides/

Group II Containers: Non-combustible containers from organic or metallo-organic pesticides (except organic mercury, lead, cadmium, or arsenic compounds) must first be triple-rinsed. Containers that are in good condition may be returned to the manufacturer or formulator of the pesticide product, or to a drum reconditioner for reuse with the same type of pesticide product, if such reuse is legal under Department of Transportation regulations (eg 49 CFR 173.28). Containers that are not to be reused should be punctured ... and transported to a scrap metal facility for recycling, disposal or burial in a designated landfill. /Organic or metallo-organic pesticides/

Preventive Measures · 5건

Wear protective clothing.

If material /is/ not involved in fire keep material out of water sources and sewers. Build dikes to contain flow as necessary. /Carbaryl (agricultural insecticides, nec, liquid); Carbaryl (agricultural insecticides, nec, other than liquid); Carbaryl (insecticides, other than agricultural, nec)/

Keep upwind. ... Avoid breathing vapors or dusts. Wash away any material which may have contacted the body with copious amounts of water or soap and water. /Carbaryl (agricultural insecticides, nec, liquid); Carbaryl (agricultural insecticides, nec, other than liquid); Carbaryl (insecticides, other than agricultural, nec/

If material /is/ not on fire and not involved in fire keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. Use water spray to knock-down vapors. /Carbamate pesticide, liquid, nos (compounds and preparations) (agricultural insecticides, nec, liquid); Carbamate pesticide, liquid, nos (compounds and preparations) (insecticides, other than agricultural, nec)/

For more Preventive Measures (Complete) data for THIOFANOX (9 total), please visit the HSDB record page.

Isolation and EvacuationExcerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:
Protective Action Criteria (PAC) · 3건

0.026 [mg/m3]

0.28 [mg/m3]

1.7 [mg/m3]

Personal Protective Equipment (PPE) · 5건

For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)

Wear positive pressure self-contained breathing apparatus. ... Wear appropriate chemical protective clothing. /Carbamate pesticide, liquid, not otherwise specified (compounds and preparations) (agricultural insecticides, not elsewhere classified, liquid)/

Wear appropriate chemical protective gloves, boots and goggles. ... Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /Carbamate pesticide, liquid, nos (compounds and preparations) (agricultural insecticides, nec, liquid); carbamate pesticide, liquid, nos (compounds and preparations) (insecticides, other than agricultural, nec)/

Wear positive pressure self-contained breathing apparatus. ... Wear appropriate chemical protective clothing. /Carbamate pesticide, liquid, nos (compounds and preparations) (insecticides, other than agricultural, nec)/

Wear appropriate chemical protective gloves, boots and goggles. ... Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /Carbamate pesticide, solid, nos (compounds and preparations) (insecticides, other than agricultural, nec); Carbamate pesticide, solid, nos (compounds and preparations) (agricultural insecticides, nec, other than liquid)/

독성 정보

Treatment · 1건

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.

Interactions · 1건

WHEN 2,2-DIMETHYL-1,3-BENZODIOXOL-4-YL-N-METHYLCARBAMATE WAS APPLIED SIMULTANEOUSLY WITH GRANULAR 3,3-DIMETHYL-1-METHYLTHIO-2-BUTANONE O-METHYLCARBAMOYLOXIME ON SUGAR BEETS IT CONTROLLED APHIS FABAE AND HAD A SYNERGISTIC ACTION BETTER THAN DID EITHER CMPD APPLIED INDIVIDUALLY.

Health Effects · 1건

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).

Ecotoxicity ValuesLD50 Quail oral 43 mg/kg.
Environmental Fate · 4건

TERRESTRIAL FATE: The major route of metabolism for thiofanox in soil is oxidation to its sulfoxide and further, to the sulfone(1,2). By analogy to aldicarb, the sulfoxide and sulfone may degrade to the oxime by hydrolysis(1). However, thiofanox is relatively stable to hydrolysis at pH 5-9 under 30 °C(2). Thiofanox was detected from treated soil at 92.9, 49.2, 14.5, 0.6, 0.1 and 0 percent of applied dose after 0, 3, 7 ,14, 28 and 56 days, respectively(1). In the same study, the sulfoxide and the sulfone were found to increase in concn and eventually degrade with concns of 4.6, 9.3, 12.5, 12.0, 8.8, 0.4 and 0.7, 1.1, 1.5, 1.5, 1.6, 0 percent of applied dose, respectively, at 0, 3, 7, 14, 25, and 56 days. An estimated Koc value of about 39.5 indicates very high mobility in soil and significant leaching(3,4,SRC).

AQUATIC FATE: By analogy to aldicarb, the sulfinyl and sulfonyl derivatives formed by oxidation of thiofanox may be slowly degraded by hydrolysis to oximes(3); therefore, hydrolysis may be a significant fate process in water(SRC). However, thiofanox is relatively stable to hydrolysis at pH 5-9 under 30 °C(1,SRC). Thiofanox is expected to volatilize from water very slowly based on a Henry's Law constant of 9.38X10-7 atm cu-m/mole at 25 °C(2,SRC). The volatilization half-life from a model river (1 m deep flowing 1 m/sec with a wind velocity of 3 m/sec) has been estimated to be about 15.8 yrs(2,SRC). An estimated Koc of 39.5 and BCF of 4.96 indicate that adsorption to sediment and bioconcentration in water are not significant(2,SRC).

AQUATIC FATE: In an aquatic environment, thiofanox was rapidly oxidized to the sulfoxide, then to the sulfone, & hydrolysis to the oxime. In plants, the sulfoxide was absorbed & converted to the sulfone, which was cleaved to the oxime & conjugated. Some methane was also formed.

ATMOSPHERIC FATE: Based on a reported vapor pressure of 1.7X10-4 mm Hg at 25 °C(1), thiofanox should exist almost entirely in the vapor phase in the ambient atmosphere(2,SRC). Vapor-phase thiofanox is expected to degrade rapidly in the ambient atmosphere by reaction with photochemically produced hydroxyl radicals; the half-life for this reaction is about 5.1 hr(3,SRC).

Adverse EffectsOther Poison - Carbamate
Exposure RoutesInhalation (L793) ; oral (L793); dermal (L793)
Toxicity Summary · 1건

Thiofanox 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 · 1건

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)

Soil Adsorption/Mobility · 1건

Based on a reported water solubility of 5.2X10+3 mg/l at 22 °C(1,2) and a recommended regression derived equation(3), a Koc for thiofanox can be estimated to be approximately 39.5(SRC) indicating that thiofanox has very high mobility in soil and will leach(4).

Artificial Pollution SourcesThiofanox is a systemic acaricide and insecticide(1); however, it is not registered for use in the U.S.(2).
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

규제 정보

RCRA Requirements · 1건

As stipulated in 40 CFR 261.33, when Thiofanox, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to federal and/or state hazardous waste regulations. Also defined as a hazardous waste is any container or inner liner used to hold this waste or any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5(e)).

CERCLA Reportable Quantities · 2건

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 100 lb or 45.4 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Thiofanox is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 100/10,000 lbs.

Thiofanox is widely used as an insecticide or pesticide in homes, gardens and agricultural applications. It is a synthetic compound.

Methods of Manufacturing · 1건

The starting material is pinacolone (3,3-dimethyl-2-butanone); bromopinacolone and methanethiol react to give 3,3-dimethyl-1-methylthio-2-butanone, which is first converted to the oxime by reaction with hydroxylamine. The oxime is then treated in one of two ways: (a) with phosgene to give the oxime chloroformate followed with methyl amine or (b) with methylisocyanate.

Formulations/Preparations'DACAMOX 5G', 'DACAMOX 10G', 'DACAMOX 15G', GRANULAR (50, 100 AND 150 G ACTIVE INGREDIENT/KG); 'DACAMOX ST', SEED TREATMENT (429 G/L).
General Manufacturing Information · 5건

2-Butanone, 3,3-dimethyl-1-(methylthio)-, O-[(methylamino)carbonyl]oxime: ACTIVE

IT IS A SYSTEMIC ACARICIDE & INSECTICIDE, USED AS SOIL OR SEED TREATMENT & GIVING PROTECTION FROM FOLIAGE-FEEDING & SOIL PESTS. IN-FURROW APPLICATIONS OF 0.4-1.0 KG AI/HA TO SUGAR BEETS CONTROLLED APHIS FABAE, MYZUS PERSICAE, PEGOMYA BETAE, CHAETOCNEMA CONCINNA & ATOMARIA LINEARIS; 1-3 KG/HA TO POTATOES CONTROLLED MACROSIPHUM SPP, EMPOASCA FABAE, EPITRIX SPP, AND LEPTINOTARSA DECEMLINEATA. /NOT REGISTERED FOR USE IN USA/

CROPS UNDER INVESTIGATION INCLUDE COTTON, POTATO, SUGAR BEET, PEANUT, SOYBEANS, SOME CEREALS, SUGARCANE, & RAPE SEED. CLEARED FOR USE IN SUGAR BEETS AS AN APHICIDE IN BELGIUM, DENMARK, FRANCE, GERMANY, GREECE, THE NETHERLANDS, SPAIN, & THE UNITED KINGDOM, & FOR USE IN POTATOES AS AN APHICIDE IN SPAIN & THE UNITED KINGDOM. /NOT REGISTERED FOR USE IN USA/

Damage by collembola in sugar beets is known in northern Europe. The damage occurs in the spring, when the collembola attack the seedlings. Seed dressing gives no protection when populations are dense, whereas granulated insecticides give sufficient control. This study describes the effect of three granulated insecticides and indicates the economic damage threshold. The three insecticides were equally effective in depressing the level of collembola populations, but aldicarb and thiofanox gave higher yield than carbofuran when the level of collembola was high. /Not registered for use in USA/

An insecticide trial was carried out at Jaboticabal, State of Sao Paulo, Brazil, during the 1976/77 planting season in order to evaluate the action of ... thiofanox 10 g (2.0 and 1.0 kg active ingredient/hectare) ... on the control of Bemisia tabaci, and Empoasca kraemeri and their effect on seed yield. Insect control by the insecticides was evaluated by means of several insect surveys in the field and laboratory and also by its relation to yield. The following conclusions can be drawn for the treatments used: To control Bemisia tabaci, thiofanox at 2.0 kg active ingredient/hectare was efficient ... . /Not registered for use in USA/