클로르메포스

Chlormephos

HCID 32739CAS 24934-91-6

기본 정보

표준 SMILES
CCOP(=S)(OCC)SCCl
InChIKey
QGTYWWGEWOBMAK-UHFFFAOYSA-N
분자식
C5H12ClO2PS2
평균 분자량
234.7 g/mol
단동위원소 질량
233.9704867

이름 및 식별자

우선 이름
Chlormephos
IUPAC
chloromethylsulfanyl-diethoxy-sulfanylidene-lambda5-phosphane
현지명
클로르메포스
영어명
CHLORMEPHOS
분자식
C5H12ClO2PS2
분자량
234.7

이름 및 동의어

CHLORMEPHOSChlormefosChlormethylfos24934-91-6DotanCaswell No. 195BChlormephos [BSI:ISO]S-Chloromethyl O,O-diethyl phosphorodithioateChlormephos [ISO]Phosphorodithioic acid, S-(chloromethyl) O,O-diethyl esterCCRIS 1623DTXSID1037511
이름 더 보기
클로르메포스O,O-다이에틸 S-(클로로메틸) 다이싸이오포스페이트S-(클로로메틸) O,O-다이에틸 포스포로다이싸이오에이트S-(클로로메틸) O,O-디에틸에스테르디티오인산S-클로로메틸 O,O-다이에틸 포스포로다이싸이오에이트S-클로로메틸 O,O-디에틸디티오인산염클로로포메스클로르메포스-에틸포스포로다이싸이오산, S-(클로로메틸) O,O-다이에틸 에스터MC2188P 2188ai3-25533caswellno195bchlormephos(bsi,iso)CHLORMEPHOS STANDARD
MC 2188HSDB 6456S-(chloromethyl) O,O-diethyl phosphorodithioateEINECS 246-538-1UNII-1N10F47JUSS-(Chloromethyl) O,O-diethylphosphorodithioateEPA Pesticide Chemical Code 295300BRN 1680996

데이터베이스 식별자

CAS
24934-91-6
PubChem CID
32739
DTXSID
DTXSID1037511
ChEMBL
CHEMBL1882960
ChEBI
CHEBI:38603
UNII
1N10F47JUS
EC Number
246-538-1
Nikkaji
J53.800K

물성

구조 계산 물성

XLogP
3.1
극성 표면적
75.9 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
4
회전 가능 결합 수
6
무거운 원자 수
11

실험 및 물리화학적 성질

LogP3.0 (estimated)
Density · 4건

1.26 (EPA, 1998) - Denser than water; will sink

1.260 at 20 °C

Relative density (water = 1): 1.26

1.26 @25 °C

Color/Form · 2건

Colorless liquid

Pale-colored liquid.

Solubility · 3건

60 mg/l water at 20 °C

Miscible with most organic solvents

Solubility in water, g/100ml at 20 °C: 0.006 (very poor)

CorrosivityCorrosive to some metals.
Flash Point>100 °C

물리화학적 성질

녹는점
25 °C · 25°C
끓는 점
1 mm · bp1mm 93-95°; bp0.1 Torr 81-85°
밀도
20 · d20 1.260
증기압
7.6 Pa · 7.6 Pa (30 °C)
굴절률
220 · nD220 1.5244
인화점
100 °C · 100 °C

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H300: Fatal if swallowed [Danger Acute toxicity, oral];H310: Fatal in contact with skin [Danger Acute toxicity, dermal];H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard];H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

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

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 · 2건

(Non-Specific -- Organophosphorus Pesticide, Liquid, n.o.s.) Container may explode in heat of fire. Fire and runoff from control water may produce irritating or poisonous gases. (EPA, 1998)

Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

Health Hazards(Non-Specific -- Organophosphorus Pesticide, Liquid, n.o.s.) This material is poisonous; it may be fatal if inhaled, swallowed, or absorbed through the skin. (EPA, 1998)
Hazards Summary · 1건

A non-systemic cholinesterase inhibitor; [Merck Index] May be absorbed through skin; A cholinesterase inhibitor; [ICSC] The average of two baseline respective cholinesterase activity determinations three days apart, with no exposures to enzyme inhibiting pesticides for at least 30 days, is recommended for each worker prior to exposure to cholinesterase inhibitors because of large inter-individual differences in published baseline values. To be established at least once a year. Removal from workplace exposures is recommended until the cholinesterase activity returns to within 20% of baseline. [TLVs and BEIs]

Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters;Halogenated Organic Compounds

안전 및 보호

Fire Fighting · 2건

(Non-Specific -- Organophosphorus Pesticide, Liquid, n.o.s.) Stay upwind; keep out of low areas. Move container from fire area if you can do it without risk. Fight fire from maximum distance. Dike fire control water for later disposal; do not scatter the material. Wear positive pressure breathing apparatus and special protective clothing.;(Non-Specific -- Organophosphorus Pesticide, Liquid, n.o.s.) This material may burn, but does not ignite readily. For small fires, use dry chemical, carbon dioxide, water spray, or foam. For large fires, use water spray, fog, or foam. (EPA, 1998)

Use water spray, foam, powder, carbon dioxide.

First Aid Measures · 4건

Fresh air, rest. Artificial respiration may be needed. Refer immediately for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer immediately for medical attention. Wear protective gloves when administering first aid.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Give a slurry of activated charcoal in water to drink. Refer immediately for medical attention.

First Aid · 1건

Warning: Effects may be delayed up to 12 hours. Caution is advised.;Note: Chlormephos is a cholinesterase inhibitor.;Signs and Symptoms of Chlormephos Exposure: Acute exposure to chlormephos may produce the following signs and symptoms: sweating, pinpoint pupils, blurred vision, headache, dizziness, profound weakness, muscle spasms, seizures and coma. Mental confusion and psychosis may occur. Excessive salivation, nausea, vomiting, anorexia, diarrhea, and abdominal pain may also occur. The heart rate may decrease following oral exposure or increase following dermal exposure. Chest pain may be noted. Hypotension (low blood pressure) may be observed, although hypertension (high blood pressure) is not uncommon. Respiratory symptoms include dyspnea (shortness of breath), pulmonary edema, respiratory depression, and respiratory paralysis.;Emergency Life-Support Procedures: Acute exposure to chlormephos exposure may require decontamination and life support for the victims. Emergency personnel should wear protective clothing appropriate to the type and degree of contamination. Air-purifying or supplied-air respiratory equipment should also be worn, as necessary. Rescue vehicles should carry supplies such as plastic sheeting and disposable plastic bags to assist in preventing spread of contamination.;Inhalation Exposure:;1. Move victims to fresh air. Emergency personnel should avoid self-exposure to chlormephos.;2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support.;3. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures.;4. Rush to a health care facility.;Dermal/Eye Exposure:;1. Remove victims from exposure. Emergency personnel should avoid self-exposure to chlormephos.;2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support.;3. Remove contaminated clothing as soon as possible.;4. If eye exposure has occurred, eyes must be flushed with lukewarm water for at least 15 minutes.;5. Wash exposed skin areas three times with soap and water.;6. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures.;7. Rush to a health care facility.;Ingestion Exposure:;1. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support.;2. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures.

Safe StorageProvision to contain effluent from fire extinguishing. Separated from food and feedstuffs. Well closed. Store in an area without drain or sewer access.
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 · 2건

For small fires, use dry chemical, carbon dioxide, water spray, or foam. For large fires, use water spray, fog, or foam.

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped or safely confined. 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, carbon dioxide or dry chemical. /Organophosphorus pesticides, liquid, NOS/

독성 정보

Interactions · 4건

Some phenothiazines may antagonize & some may potentiate the toxic anticholinesterase effects of ... /organophosphorus insecticides/. /Organophosphate cholinesterase inhibitors/

In long term therapy, adrenocorticoids antagonize the antiglaucoma effects of anticholinesterases (incr ocular pressure). ... Anticholinergics antagonize the miotic (antiglaucoma) & other muscarinic effects of anticholinesterases on the autonomic & central nervous systems. Tricyclic antidepressants (anticholinergic effects) antagonize the antiglaucoma (miotic) effects of anticholinesterases in glaucoma. ... Antihistamines with anticholinergic effects antagonize the miotic (antiglaucoma) & CNS effects of anticholinesterases. Anticholinesterases potentiate tranquilizing & behavioral changes induced by antihistamines. The actions of anticholinesterase agents on autonomic effector cells, & to some extent those on CNS, are antagonized by atropine, an antidote of choice. Barbiturates are potentiated by anticholinesterases. ... Dexpanthenol potentiates the effects of anticholinesterases. Fluorophosphate insecticides potentiate the effects of other anticholinesterases. /Anticholinesterases/

BARBITURATES ARE POTENTIATED BY ANTICHOLINESTERASES. ALTHOUGH BARBITURATES MAY BE USED CAUTIOUSLY IN TREATING CONVULSIONS, EXTREME CARE IS ESSENTIAL IN HANDLING POISONINGS DUE TO ANTICHOLINESTERASES, PARTICULARLY ORGANOPHOSPHORUS PESTICIDES. ECHOTHIOPHATE, A CHOLINESTERASE INHIBITOR USED AS MIOTIC, POTENTIATES OTHER SUCH INHIBITORS ... USED FOR OTHER PURPOSES (ADDITIVE EFFECTS) OR POSSIBLY SYNERGISTIC. THOSE EXPOSED TO ORGANOPHOSPHATE INSECTICIDES MUST TAKE STRICT PRECAUTIONS. ... ORGANOPHOSPHORUS INSECTICIDES: ADDITIVE ANTICHOLINESTERASE EFFECTS. HAZARDOUS. PATIENTS ON ANTICHOLINESTERASES (EVEN TOPICAL, SUCH AS EYE DROPS) SHOULD AVOID AREAS WHERE ORGANOPHOSPHORUS INSECTICIDES ... RECENTLY ... USED. /ANTICHOLINESTERASE/

ANTICHOLINESTERASE (ORGANOPHOSPHORUS) INSECTICIDES ANTAGONIZE POLARIZING MUSCLE RELAXANTS. PHENOTHIAZINES /AND THIOXANTHENES/: ... MAY ENHANCE TOXIC EFFECTS OF ORGANOPHOSPHORUS INSECTICIDES. /INSECTICIDES, ORGANOPHOSPHORUS/

Ecotoxicity Values · 5건

LC50 Harlequin fish (Rasbora heteromorpha) 4.8 mg/L/24 hr, Flow-through

LC50 Harlequin fish (Rasbora heteromorpha) 3.5 mg/L/48 hr, Flow-through

LC50 Harlequin fish (Rasbora heteromorpha) 2.5 mg/L/96 hr, Flow-through

LD50 Quail oral 260 mg/kg

LC50 harlequin fish = 1.5 mg/L /Conditions of bioassay not specified/

Environmental Fate · 4건

In soil, chlormephos is converted to ethion.

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 1100(SRC), determined from an estimated log Kow of 3.0(2,SRC) and a recommended regression-derived equation(3), indicates that chlormephos is expected to have low mobility in soil(SRC). Volatilization of chlormephos from moist soil surfaces may be important(SRC) given an estimated Henry's Law constant of 2.9X10-4 atm-cu m/mole(SRC), from its experimental values for vapor pressure, 0.057 mm Hg(4), and water solubility, 60 mg/l(4). Volatilization may be inhibited by adsorption to soil(SRC). In soil, chlormephos is converted to ethion(4). The half-life of chlormephos in a sandy loam soil was 28 days(5).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 1100(SRC), determined from an estimated log Kow of 3.0(2,SRC) and a recommended regression-derived equation(3), indicates that chlormephos is expected to adsorb to suspended solids and sediment in water(SRC). Chlormephos may volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 2.9X10-4 atm-cu m/mole(SRC), from its experimental values for vapor pressure, 0.057 mm Hg(4), and water solubility, 60 mg/l(4). Estimated volatilization half-lives for a model river and model lake are 9.1 hours and 7.5 days, respectively(3,SRC). Volatilization may be inhibited by adsorption to sediment in the water column(SRC). According to a classification scheme(5), an estimated BCF of 120(3,SRC), from an estimated log Kow(2,SRC), suggests that bioconcentration in aquatic organisms is high(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), chlormephos, which has a measured vapor pressure of 0.057 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase chlormephos is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 3.9 hours(3,SRC).

Adverse EffectsOther Poison - Organophosphate
Exposure RoutesThe substance can be absorbed into the body in hazardous amounts by inhalation, through the skin and by ingestion.
Signs and Symptoms · 4건

Dizziness. Nausea. Sweating. Muscle twitching. Pupillary constriction, muscle cramp, excessive salivation. Laboured breathing. Convulsions. Unconsciousness.

MAY BE ABSORBED! See Inhalation.

Blurred vision.

Abdominal cramps. Diarrhoea. Vomiting. Further see Inhalation.

규제 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.)

CERCLA Reportable Quantities · 1건

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. Chlormephos is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500 lbs.

안전 데이터

rtecs
TD5170000
ridadr
3018
독성
LD50 in rats (mg/kg): 7 orally; 27 dermally; LC50 in fish: 1.5 mg/l (Lynch)
risk_code
27/28-50/53
hazard_code
T+,N
safety_code
28-36/37-45-60-61-27

화학 및 산업

약리 정보

Mechanism of Action · 5건

The signs of poisoning due to organophosphorus cmpd are those due to accumulation of acetylcholine & hence overstimulation of parasympathetic nervous system. It is usual to divide them under 3 headings: muscarinic, nicotinic & central. Muscarinic signs ... consist of hypersalivation, lacrimation, sweating & nasal discharge. Miosis, dyspnea, vomiting, diarrhea & frequency of urination ... Nicotinic effects consist of fasciculation of muscles, weakness & paralysis. Central nervous system effects include nervousness, apprehension, ataxia, convulsions & coma. Death is due to resp failure, or sometimes cardiac arrest. There is little difference between signs produced by different organophosphorus compounds, but route of absorption may influence one system more than another. /Organophosphorus cmpd/

The characteristic pharmacological effects of the anti-ChE agents are due primarily to the prevention of hydrolysis of ACh by AChE at sites of cholinergic transmission. Transmitter thus accumulates, and the response to ACh that is liberated by cholinergic impulses or that is spontaneously released from the nerve ending is enhanced. With most of the organophosphorus agents ... virtually all the acute effects of moderate doses are attributable to this action. /Anticholinesterase agents/

The cardiovascular actions of anticholinesterase agents are complex, since they reflect both ganglionic and postganglionic effects of accumulated ACh on the heart and blood vessels. The predominant effect on the heart from the peripheral action of accumulated ACh is bradycardia, resulting in a fall in cardiac output. Higher doses usually cause a fall in blood pressure, often as a consequence of effects of anticholinesterase agents on the medullary vasomotor centers of the CNS. /Anticholinesterase agents/

Organophosphorus derivatives act by combining with and inactivating the enzyme acetylcholinesterase. ... The inactivation of cholinesterase by cholinesterase inhibitor pesticides allows the accumulation of large amounts of acetylcholine, with resultant widespread effects that may be ... separated into 4 categories: (1) Potentiation of postganglionic parasympathetic activity. ... (2) Persistent depolarization of skeletal muscle ... (3) Initial stimulation following depression of cells of central nervous system ... (4) Variable ganglionic stimulation or blockade ... /Cholinesterase inhibitor pesticides/

For more Mechanism of Action (Complete) data for CHLORMEPHOS (7 total), please visit the HSDB record page.

Metabolism/Metabolites · 3건

In rats, following oral admin, there is almost complete elimination within 24 hr in the urine as diethyl phosphate and diethyl phosphorothioate.

Plasma and tissue enzymes are responsible for hydrolysis /of organophosphorus compounds/ to the corresponding phosphoric and phosphonic acids. However, oxidative enzymes are also involved in the metabolism of some organophosphorus compounds. /Anticholinesterase agents/

The organophosphorus anticholinesterase agents are hydrolyzed in the body by a group of enzymes known as A-esterases or paraoxonases. These enzymes are found in the plasma and liver and hydrolyze a large number of organophosphorus compounds ... by cleaving the phosphoester, anhydride, P-F, or P-CN bonds. /Anticholinesterase agents/

Absorption, Distribution and Excretion · 5건

In rats, following oral admin, there is almost complete elimination within 24 hr in the urine as diethyl phosphate and diethyl phosphorothioate.

Most organophosphate compounds are ... absorbed from skin, conjunctiva, gastrointestinal tract, & lung. /Organophosphate compounds/

The rate of dermal absorption /of organophosphorus pesticides/ may be ... influenced by the solvent used. /Organophosphorus pesticides/

Many of the organophosphorus insecticides are excreted in the milk ... /Organophosphorus insecticides/

For more Absorption, Distribution and Excretion (Complete) data for CHLORMEPHOS (8 total), please visit the HSDB record page.

용도 및 제조

Uses · 5건

Used as insecticide applied to soil; [Merck Index]

Not registered as a pesticide for use in the US; [CAMEO] Banned in the EU for use as a biocide and agricultural insecticide; [eChemPortal: ESIS]

Farming (Pesticides) [Category: Industry]

Non-systemic insecticide with contact and some stomach action.

Soil insecticide

Impurities... major impurity ethion. /Technical material circa 85%/
Methods of ManufacturingProduced by reaction of an alkali salt of diethyl dithiophosphoric acid and bromochlormethane.
Formulations/Preparations · 3건

The technical grade is 90-93% pure. /Technical grade/

GR

Granules containing 5 or 10% ai

General Manufacturing Information · 2건

Dotan, a microgranular formulation containing 5-10% chlormephos.

Combination: Can be combined with various systemic organophosphorus insecticides.

응용 분야

용도Chlormephos is used to control soil insects such as wireworms in a number of crops.

일반 설명Colorless liquid. Used as a soil insecticide. Not registered as a pesticide in the U.S.

관련 반응

1건

연결된 노트

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