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렙토포스

Leptophos

HCID 30709
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
21609-90-5
표준 SMILES
COP(=S)(Oc1cc(Cl)c(Br)cc1Cl)c1ccccc1
InChIKey
CVRALZAYCYJELZ-UHFFFAOYSA-N
분자식
C13H10BrCl2O2PS
평균 분자량
412.1 g/mol
단동위원소 질량
409.86996

개요

Leptophos appears as white crystalline or colorless amorphous solid, the technical product is a light tan powder. Used as an insecticide; its use is not permitted in the U.S. (EPA, 1998)

이름 및 식별자

우선 이름
Leptophos
IUPAC
(4-bromo-2,5-dichlorophenoxy)-methoxy-phenyl-sulfanylidene-λ5-phosphane
현지명
렙토포스
영어명
LEPTOPHOS
분자식
C13H10BrCl2O2PS
분자량
412.07

이름 및 동의어

LEPTOPHOS21609-90-5PhosvelOleophosvelAbarFosvelVelsicol 506MBCPVelsicol VCS 506Abar (velsicol)DTXSID3040279(+-)-Leptophos
이름 더 보기
렙토포스(4-브로모-2,5-다이클로로페녹시)메톡시페닐설판일리덴포스포레인O-(2,5-다이클로로-4-브로모페닐) O-메틸 페닐싸이오포스포네이트O-(4-브로모-2,5-다이클로로페닐) O-메틸 페닐포스포노싸이오에이트O-4-브로모-2,5-다이클로로페닐 O-메틸 페닐포스포노싸이오에이트P-페닐포스포노싸이오산, O-(4-브로모-2,5-다이클로로페닐) O-메틸 에스터페닐포스포노싸이오산, O-(4-브로모-2,5-다이클로로페닐) O-메틸 에스터페닐포스포노티오익산O-(4-브로모-2,5-디클로로페닐)O-메틸에스테르LMBPSLnk711CI-940leptonV.C.S.
O-(4-Bromo-2,5-dichlorophenyl) O-methyl phenylphosphonothioateVCS-506Phosphonothioic acid, phenyl-, O-(4-bromo-2,5-dichlorophenyl) O-methyl esterOMS 1438C45E8FUG3ZNK 711VCS 5-DK62-105

데이터베이스 식별자

CAS
21609-90-5、73307-66-1、73307-67-2
PubChem CID
30709
DTXSID
DTXSID3040279
ChEMBL
CHEMBL2074801
ChEBI
CHEBI:191217
UNII
C45E8FUG3Z
EC Number
244-472-8
Nikkaji
J3.791E

물성

구조 계산 물성

XLogP
6.3
극성 표면적
50.6 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
3
회전 가능 결합 수
4
무거운 원자 수
20
형식 전하
0
복잡도
368

실험 및 물리화학적 성질

SpringerMaterials PropertiesFusion temperature
PesticidesPesticides -> Organophosphate Insecticides
LogP5.88
Density · 3건

1.53 at 77 °F (EPA, 1998) - Denser than water; will sink

1.53 @ 25 °C

1.53 @25 °C

Color/Form · 3건

WHITE CRYSTALLINE SOLID

COLORLESS AMORPHOUS SOLID

Tan waxy solid

Solubility · 3건

SOL IN XYLENE

@ 25 °C: 2.4 MG/L IN WATER, 470 G/L IN ACETONE, 1.3 KG/L IN BENZENE, 142 G/L IN CYCLOHEXANE, 59 G/L IN HEPTANE, 24 G/L IN PROPAN-2-OL

Water solubility= 0.0047 mg/l at 20 °C

Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point380 °C @760 [mm Hg]
DecompositionWhen heated to decomposition it emits toxic fumes of /sulfur oxides, phosphorus oxides, hydrogen bromide, and hydrogen chloride/.
Melting Point · 3건

158 to 159 °F (EPA, 1998)

70.2-70.6 °C

71 - 72 °C

Vapor Pressure · 3건

0.00000002 [mmHg]

Vapor pressure= 2.3X10-8 mm Hg at 20 °C

0.000002 [mm Hg] @25 °C

Physical Description · 3건

Leptophos appears as white crystalline or colorless amorphous solid, the technical product is a light tan powder. Used as an insecticide; its use is not permitted in the U.S. (EPA, 1998)

Tan solid; [Merck Index] Colorless or white solid; Technical material is light-brown solid; [CAMEO]

Solid

물리화학적 성질

녹는점
71 · 71-73 °C
끓는 점
444.4 · 444.4±55.0 °C(Predicted)
밀도
1.53 g/cm3 · 1.53 g/cm3 (25 ºC)
인화점
100 °C · >100 °C
저장 조건
0 · 0-6°C
용해도
DMSO(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태
고체
색상
흰색에서 연한 노란색
수용성
2.4 mg/L · 2.4mg/L(25℃)
BRN
2152663 · 2152663
Henry's Law Constant
3.7 · 3.7×100 mol/(m3Pa) at 25℃, Mackay and Shiu (1981)
안정성
흡습성, 수분 민감성
주요 응용
농업환경
InChI
1S/C13H10BrCl2O2PS/c1-17-19(20,9-5-3-2-4-6-9)18-13-8-11(15)10(14)7-12(13)16/h2-8H,1H3
InChIKey
CVRALZAYCYJELZ-UHFFFAOYSA-N
SMILES
COP(=S)(Oc1cc(Cl)c(Br)cc1Cl)c2ccccc2
EPA
Leptophos (21609-90-5)

화학적 성질

Leptophos is a tan, waxy solid

안전 및 규제

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

GHS 분류

GHS Classification · 6건

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P260, P264, P270, P273, P280, P301+P316, P302+P352, P308+P316, P317, P321, P330, P362+P364, P391, P405, and P501 (click each P-code to see the statement)

Danger

H301 (90.8%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P264, P270, P273, P280, P301+P316, P302+P352, P308+P316, P317, P321, P330, P362+P364, P391, P405, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory InformationThe 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.)
Other Safety InformationIMAP assessments - Phosphonothioic acid, phenyl-, O-(4-bromo-2,5-dichlorophenyl) O-methyl ester: Environment tier I assessment
DOT LabelPoison
Fire Hazards(Non-Specific -- Organophosphorus Pesticide, n.o.s.) Container may explode in heat of fire. Fire may produce irritating or poisonous gases. Decomposes above 356F. Avoid strong alkalies. (EPA, 1998)
Health HazardsThis material is highly toxic; it is capable of causing death or permanent injury by exposure during normal use. (EPA, 1998)
Hazards Summary · 1건

A small number of the organophosphates (OPs) can Induce Delayed Neuropathy (OPIDN). OPIDN usually occurs after ingestion and is usually nonoccupational. [Levy, p. 431] A highly toxic cholinesterase inhibitor that may cause permanent injury or death as a result of normal use; [CAMEO] A weak cholinesterase inhibitor, but is metabolized to the oxygen analog that is relatively potent; Not teratogenic in rabbits dosed orally during pregnancy; May cause delayed neurotoxicity in occupational exposures (delayed neurotoxicity observed in hens); [EPA OHM/TADS] May cause irritation and organ damage; Highly toxic by ingestion; Toxic by skin absorption; [Aldrich MSDS] 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 GroupSulfonates, Phosphonates, and Thiophosphonates, Organic
Special Reports · 4건

BARLOW JN; TOXICOLOGY AND SAFETY EVALUATION OF PHOSVEL TO EGYPTIAN WATER BUFFALO. WATSON DL & AWA BROWN EDS, PESTICIDE MGMNT & INSECTICIDE RESISTANCE, XVTH INTERNATIONAL CONGRESS OF ENTOMOLOGY, SECTION ON PESTICIDE DEVELOPMENT, MGMNT & REGULATION, WASHINGTON, DC, AUG 20-27, (1976). TOXICOLOGY & SAFETY EVALUATION OF PHOSVEL TO EGYPTIAN WATER BUFFALO ARE REVIEWED.

WATERS EM, GERSTNER HB; LEPTOPHOS: AN OVERVIEW. LITERATURE COMPILATION, 1969-1979; REPORT ORNL/TIRC-78/4 (1979) 94. THE PHYSICAL & CHEMICAL PROPERTIES OF LEPTOPHOS, USE & MODE OF ACTION IN TARGET SPECIES, & METABOLISM & TOXICOLOGY IN THE VERTEBRATES ARE DISCUSSED.

CLEGG DJ; ANIMAL REPRODUCTION AND CARCINOGENICITY STUDIES IN RELATION TO HUMAN SAFETY EVALUATION; DEV TOXICOL ENVIRON SCI 4: 45 (1979). ANIMAL REPRODUCTION & CARCINOGENICITY STUDIES ARE REVIEWED WITH RESPECT TO THEIR USE IN EVALUATING THE SAFETY OF TOXIC CHEMICALS IN HUMANS.

Cherniack MG; Toxicological Screening for Organophosphorus-Induced Delayed Neurotoxicity: Complications in Toxicity Testing; Neurotoxicology 9 (2): 249-71 (1988). Organophosphorus induced delayed neurotoxicity was reviewed and discussed in relation to toxicological screening. Human cases of organophosphorus induced delayed neurotoxicity resulting from exposure to medicinal agents, leptophos, fenthion, and isophenphos were reviewed.

Reactivity Profile · 1건

Organophosphates, such as LEPTOPHOS, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
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. Leptophos is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500/10,000 lbs.

Hazard Classes and Categories · 4건

Acute Tox. 3 (90.8%)

Specific target organ toxicity (single exposure) - category 1

Acute toxicity (Oral) - Category 2

Acute Tox. 3 *

안전 및 보호

Fire Fighting · 1건

(Non-Specific -- Organophosphorus Pesticide, 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.

First AidWarning: Effects may be delayed up to 12 hours. Caution is advised.
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 · 5건

Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. /Parathion/

Self contained breathing apparatus with a full facepiece operated in pressure demand, or other positive pressure mode /should be used in firefighting/. /Parathion/

If material /is/ on fire or /is/ involved in fire, extinguish fire using agent suitable for type of surrounding fire. ... 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. Use foam, dry chemical, or carbon dioxide. /Parathion and compressed gas mixture/

If material /is/ on fire or involved in fire, extinguish fire using agent suitable for type of surrounding fire. ... Use water in flooding quantities as fog. Use "alcohol" foam, dry chemical or carbon dioxide. /Parathion mixture, dry/

If material /is/ on fire or involved in fire, 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 "alcohol" foam, dry chemical or carbon dioxide. /Parathion mixture, liquid/

Cleanup Methods · 5건

1. VENTILATE AREA OF SPILL OR LEAK. 2. COLLECT FOR RECLAMATION, OR ABSORB IN VERMICULITE, DRY SAND, EARTH, OR A SIMILAR MATERIAL. /PARATHION/

If material is not on fire & is not involved in fire ... build dikes to contain flow as necessary. Attempt to stop leak if ... /it can be done/ without hazard. ... If material leaking (not on fire) consider evacuation from downwind area based on amount of material spilled, location & weather conditions. /Parathion/

Land spill: Dig a pit, pond, lagoon, or holding area to contain liquid, or solidmaterial. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash or cement powder. /Parathion/

Air spill: Apply water spray to knock down vapors. /Parathion/

For more Cleanup Methods (Complete) data for LEPTOPHOS (11 total), please visit the HSDB record page.

Nonfire Spill Response(Non-Specific -- Organophosphorus Pesticide, n.o.s.) Stay upwind; keep out of low areas. Ventilate closed spaces before entering them. Do not touch spilled material; stop leak if you can do it without risk. Use water spray to reduce vapors.
Disposal Methods · 2건

Potential candidate for rotary kiln incineration, with a temperature range of 820 to 1,600 °C and a residence time of seconds. Also, a potential candidate for fluidized bed incineration, with a temperature range of 450 to 980 °C, and a residence time of seconds. Also, a potential candidate for liquid injection incineration with a temperature range of 650 to 1,600 °C, and a residence time of 0.1 to 2 seconds. /Parathion/

The following wastewater treatment technologies have been investigated for parathion: Reverse osmosis. /Parathion/

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

0.057 [mg/m3]

0.63 [mg/m3]

3.8 [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)

NEOPRENE COATED GLOVES; RUBBER WORKSHOES OR OVERSHOES; LATEX RUBBER APRON; GOGGLES; RESPIRATOR OR MASK APPROVED FOR TOXIC DUSTS & ORGANIC VAPORS. /PARATHION/

Employees should be provided with and required to use impervious clothing, gloves, face shields (eight inch minimum), and other appropriate protective clothing necessary to prevent repeated, or prolonged skin contact with parathion. /Parathion/

Respirator selection, upper limit devices recommended by NIOSH. For concn up to 0.5 mg/cu m use any chemical cartridge respirator with organic vapor cartridge(s) in combination with a dust, mist, and fume filter; or any supplied air respirator; or any self contained breathing apparatus. For concn up to 1.25 mg/cu m use any supplied air respirator operated in a continuous flow mode; or any powered air purifying respirator with organic vapor cartridge(s) in combination with a dust, mist and fume filter. For concn up 2.5 mg/cu m use any chemical cartridge respirator with a full facepiece and organic vapor cartridge(s) in combination with a high efficiency particulate filter; or any supplied air respirator with a full facepiece; or any self contained breathing apparatus with a full facepiece; or powered air purifying respirator with a high efficiency filter with an organic vapor cartridge; or any supplied air respirator with a tight fitting facepiece operated in a continuous flow mode. For concn up to 20 mg/cu m use any supplied-air respirator with a half-mask and operated in a pressure demand or other positive pressure mode. For emergency or planned entry in unknown concentration or IDLH conditions use any self contained breathing apparatus with a full facepiece and operated in a pressure demand or other positive pressure mode; or any supplied air respirator with a full face piece and operated in pressure demand or other positive pressure mode in combination with an auxiliary self contained breathing apparatus operated in pressure demand or other positive pressure mode. Escape: Any air purifying full facepiece respirator (gas mask) with a chin style or front or back mounted canister providing protection against the compound of concern; or any appropriate escape type self contained breathing apparatus. /Parathion/

Wear positive pressure self-contained breathing apparatus. ... Wear appropriate chemical protective clothing. /Parathion and compressed gas mixture; parathion dry mixture; parathion liquid mixture/

독성 정보

Ecotoxicity Values · 5건

LC50 Procambarus >7000 ug/l/96 hr @ 12 °C, early instar, static bioassay without aeration, pH 7.2-7.5, water hardness 40-50 mg/l as calcium carbonate and alkalinity of 30-35 mg/l. /Technical material 87.2%/

LC50 Salmo clarki (Cutthroat trout) 5.3 ug/l/96 hr @ 10 °C, static bioassay without aeration, pH 7.2-7.5, water hardness 40-50 mg/l as calcium carbonate andalkalinity of 30-35 mg/l. (95% Confidence Limit 4.2-6.8 ug/l), wt 0.6 g /Technical Material 87.2%/

LC50 Salmo gairdneri (Rainbow trout) 20 ug/l/96 hr @ 12 °C, static bioassay without aeration, pH 7.2-7.5, water hardness 40-50 mg/l as calcium carbonate and alkalinity of 30-35 mg/l. (95% Confidence Limit 12-32 ug/l), wt 1.0 g /Technical material 87.2%/

LC50 Salvelinus namaycush (Lake Trout) 30 ug/l/96 hr @ 12 °C, static bioassay without aeration, pH 7.2-7.5, water hardness 40-50 mg/l as calcium carbonate and alkalinity of 30-35 mg/l. (95% Confidence limit 21-43 ug/l), wt 2.2 g /Technical material 87.2%/

For more Ecotoxicity Values (Complete) data for LEPTOPHOS (15 total), please visit the HSDB record page.

Environmental Fate · 4건

LEPTOPHOS HAD SHORT-LIVED EFFECTS ON PROCESSES & NUMBERS OF SOIL MICROORGANISMS.

TERRESTRIAL FATE: Laboratory studies have shown that leptophos is adsorbed strongly by soil and will not leach(1); log Koc values of 3.97-5.07 have been experimentally determined(1-2). Aqueous hydrolysis studies have shown that leptophos degrades more rapidly with increases in pH(3); aqueous hydrolysis half-lives of 35, 5.5 and 2.3 weeks have been measured at respective pHs of 6, 7 and 8 at 25 °C(3); therefore, hydrolysis may be an important transformation process in moist, alkaline soils(SRC). Insufficient data are available to assess the relative importance of biodegradation in soil. A foliar half-life of 4.0 days has been reported for endive plants(4). In field studies conducted in Israel, foliar residue levels of leptophos (as applied to tomato and grape plants) had dropped by 40-75%, from initial levels, after three weeks(5); the phenol derivative was a major degradation product(5). Based upon the results a laboratory study and a review of other leptophos persistence studies, it was concluded that leptophos is one of the most persistent organophosphorus compounds in the environment(6).

AQUATIC FATE: The results of various screening studies indicate that chemical degradation of leptophos may be more important in water than biodegradation(1-3). Hydrolysis studies have shown that degradation rates increase with increasing pH(3); at 25 °C, aqueous hydrolysis half-lives of 35, 5.5 and 2.3 weeks have been measured at respective pHs of 6, 7 and 8(3). Direct photolysis tests of methanol solutions of leptophos exposed to sunlight (half-life of about 50 days)(4) have shown that direct photolysis may contribute to transformation in water(SRC). In water, leptophos will partition from the water column to sediment and suspended material(1) and can be expected to remain largely in the sediment. Laboratory studies with various Egyptian natural waters have suggested the degradation rate may decrease in the presence of solids and sediment(5). A measured BCF of 6058 in topmouth gudgeon fish(6) indicates that bioconcentration in aquatic organisms may be an important environmental process(SRC).

ATMOSPHERIC FATE: Based upon a measured vapor pressure of 2.3X10-8 mm Hg at 20 °C(1), leptophos can exist in both the vapor and particulate phases in the ambient atmosphere, although the particulate phase may dominate(2,SRC). It will degrade rapidly in the vapor phase by reaction with photochemically produced hydroxyl radicals with an estimated half-life of about 5 hr(3,SRC). Particulate phase leptophos and aerosols released to air during spray applications of leptophos insecticide can be removed from air physically by dry and wet deposition(SRC).

Food Survey Values · 1건

As part of the US Food and Drug Administration's Total Diet Study (Market Basket Survey of ready-to-eat foods) for fiscal year 1977, leptophos was detected in one of 300 food composites comprised of foods collected from 20 cities nationwide(1); the leptophos was detected in a fruit sample at concn of 0.012 ppm(1). As part of the US Food and Drug Administration's Total Diet Study (Market Basket Survey of ready-to-eat foods) for fiscal year 1976, leptophos was detected in two of 240 food composites comprised of foods collected from 20 cities nationwide(2); the leptophos was detected in garden fruit samples at concns of a trace (concn not available) and 0.009 ppm(2). For fiscal year 1975, leptophos was found in one of 240 food composites (garden fruit class) at a concn of 0.04 ppm(3). For fiscal year 1974, leptophos was found in five of 360 food composites (all in the garden fruit class) at concns of 0.013 to 0.09 ppm(4).

Adverse EffectsNeurotoxin - Predominantly motor
Average Daily Intake · 1건

Based upon monitoring results from the US Food and Drug Administration's Total Diet Study (Market Basket Survey) for fiscal years 1976 and 1977, the average daily intake of leptophos from food for the adult male has been estimated to be 0.0005 and 0.0015 ug/kg body weight/day(1).

Acute Toxicity LinkChemical: LEPTOPHOS
Soil Adsorption/Mobility · 1건

The adsorption behavior of leptophos in soil and aqueous suspension of soil and sediment was studied in the laboratory(1); based upon results of leaching tests, leptophos was assigned a mobility factor of zero, which indicated that it was not leachable from either sand or various organic soils(1); Freundlich adsorption isotherms measured in a river sediment, sandy loam soil and sand(1) can be used to determine respective log Koc values of 5.07, 4.98 and 4.85(1). An experimentally determined log Koc of 3.97 has also been reported(2). According to a suggested classification scheme(3), these estimated Koc values indicate that leptophos is immobile in soil(SRC).

Human Toxicity Excerpts · 5건

LEPTOPHOS HAS BEEN IMPLICATED IN POISONING & PARALYSIS OF SOME WORKERS IN TEXAS FACTORY WHERE IT WAS MANUFACTURED.

LEPTOPHOS PRODUCES TOXIC DISTAL AXONOPATHY INVOLVING AXONAL DEGENERATION IN CENTRAL & PERIPHERAL NERVOUS SYSTEM.

... IN ONE STUDY OF EGYPTIAN FARMERS EXPOSED TO LEPTOPHOS BY BOTH RESPIRATORY & DERMAL ROUTES IN CONNECTION WITH APPLICATION OF THE INSECTICIDE TO COTTON, NO MENTION WAS MADE OF POLYNEUROPATHY. CHARACTERISTIC ILLNESS PROPORTIONAL TO INHIBITION OF RED CELL CHOLINESTERASE ACTIVITY WAS OBSERVED.

SYMPTOMATOLOGY: 1. NAUSEA ... VOMITING, ABDOMINAL CRAMPS, DIARRHEA, EXCESSIVE SALIVATION ... 2. HEADACHE, GIDDINESS, VERTIGO & WEAKNESS. 3. RHINORRHEA & SENSATION OF TIGHTNESS IN CHEST ARE COMMON IN INHALATION EXPOSURE. 4. BLURRING OR DIMNESS OF VISION, MIOSIS ... TEARING, CILIARY MUSCLE SPASM, LOSS OF ACCOMMODATION & OCULAR PAIN ... MYDRIASIS ... SOMETIMES SEEN ... PROBABLY DUE TOSYMPATHO-ADRENAL DISCHARGE. 5. BRADYCARDIA OR TACHYCARDIA. VARYING DEGREES OF AV HEART BLOCK ... AS WELL AS ARIAL ARRHYTHMIAS. 6. LOSS OF MUSCLE COORDINATION,SLURRING OF SPEECH, FASCICULATIONS & TWITCHING OF MUSCLES (PARTICULARLY OF TONGUE & EYELIDS), & GENERALIZED PROFOUND WEAKNESS. 7. MENTAL CONFUSION, DISORIENTATION & DROWSINESS. /PARATHION/

SYMPTOMATOLOGY: 8. DIFFICULTY IN BREATHING, EXCESSIVE SECRETION OF SALIVA & OF RESP TRACT MUCUS, ORONASAL FROTHING, CYANOSIS, PULMONARY RALES & RHONCHI & HYPERTENSION, (PRESUMABLY DUE TO ASPHYXIA). 9. RANDOM JERKY MOVEMENTS, INCONTINENCE, CONVULSIONS, & COMA. 10. DEATH PRIMARILY DUE TO RESP ARREST ARISING FROM FAILURE OF RESP CENTER, PARALYSIS OF RESP MUSCLES, INTENSE BRONCHOCONSTRICTION OR ALL THREE. /PARATHION/

Artificial Pollution SourcesWhen used as an insecticide, leptophos is released directly to the environment through applications in sprays, dusts and other routes of application(1-2,SRC). Its' registration has been withdrawn in the US(3).
Environmental Biodegradation · 1건

In die-away tests using a natural water (pH 7 collected from a drainage ditch in a vegetable growing area of Canada), sterilized natural water, and distilled water, leptophos degraded only slightly more rapidly in the unsterilized natural water over a 16-week incubation period(1); over the 16-week period, approximately 55-60% of the initial leptophos was degraded with removal only several percent more rapid in the unsterilized natural water as compared to the other waters(1); although some biodegradation was occurring, it was concluded that chemical degradation is more important than microbial degradation(1).

Sediment/Soil ConcentrationsSoils were collected in 1976 from 28 farms located in six widely separated areas of southwestern Ontario(1); leptophos was detected (detection limit of 0.02 ppm) in 6 soils at concns ranging from 0.03 to 0.30 ppm(1).
Environmental Bioconcentration · 2건

Residues of leptophos and its metabolites exhibited bioaccumulation factors of 1443 and 48398 in fish and snail, respectively.

Using a continuous-flow system and a 14-day exposure period a leptophos BCF of 6058 was measured in topmouth gudgeon (Pseudorasbora parva) fish(1-2). This BCF suggests that bioconcentration in aquatic organisms has environmental importance(SRC). A BCF of 773 was estimated from equilibrium concentrations in a bioaccumulation study with bluegill fish(3).

규제 정보

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. Leptophos is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500/10,000 lbs.

안전 데이터

wgk
3
rtecs
TB1720000
ridadr
2783
독성
LD50 in adult male, female rats (mg/kg): 19, 20 orally (Gaines, Linder)
risk_code
21-25-39/25-50/53-36/37/38
hazard_code
T,N,Xi
safety_code
25-36/37/39-45-60-61-23-36-26
포장분류
II
위험 등급
6.1(a)
기존화학 물질
KE-05-1016
Hazard Classifications
Acute Tox. 2 OralAcute Tox. 3 DermalAquatic Acute 1Aquatic Chronic 1STOT SE 1
스토리지 클래스
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
유해 물질 데이터
21609-90-5(Hazardous Substances Data)
함량 및 규제정보
물질구분: 금지물질; 혼합물(제품)함량정보: 렙토포스 및 이를 1% 이상 함유한 혼합물
유해화학물질 필터링
97-1-59;06-4-7

화학 및 산업

약리 정보

Biological Half-LifeTHE HALF-LIFE FOR ELIMINATION WAS 17 DAYS.
Metabolism/Metabolites · 5건

... 42 DAYS AFTER APPLICATION OF 2,240 G AI/HA TO CYNODON DACTYLON (BERMUDA GRASS) ... /ITS/ METABOLITE 4-BROMO-2,5-DICHLOROPHENOL 1.30 PPM, /WAS/ ... RECOVERED.

THE BIOTRANSFORMATION IN MICE OF LEPTOPHOS IS RAPID (ONLY SMALL AMOUNTS OF THE PARENT COMPOUND ARE FOUND IN FECES & IN URINE) & PREDICTABLE METABOLITES ARE IDENTIFIED ... 4-BROMO-2,5-DICHLOROPHENOL, MOSTLY CONJUGATED, ACCOUNTED FOR 96% OF A 25 MG/KG DOSE OF [PHENOXY-(14)C]LEPTOPHOS, & TENTATIVE IDENTIFICATION OF THE OXON OF O-DEMETHYL-LEPTOPHOS (1.1%) WAS MADE. COMPLEMENTARY STUDIES WITH [PHENYL-(14)C]LEPTOPHOS REVEALED THAT THE OXON OF O-DEMETHYL-LEPTOPHOS WAS AGAIN ONLY A MINOR URINARY METABOLITE, & THAT METHYL PHENYLPHOSPHONOTHIOIC ACID (56.6%), METHYL PHENYLPHOSPHONIC ACID (17.9%), & PHENYLPHOSPHONIC ACID (15.5%) ACCOUNTED FOR 90% OF THE URINARY LABEL. THE EXTENT OF THE IMPORTANCE OF O-DEMETHYLATION PATHWAYS IN THE BIOTRANSFORMATION OF LEPTOPHOS IS REVEALED BY THE EXCRETION (15.5%) OF PHENYLPHOSPHONIC ACID. THE ABSENCE OF O-DEMETHYL-LEPTOPHOS & PHENYLPHOSPHONOTHIOIC ACID FROM THE URINE MEANS THAT GLUTATHIONE-MEDIATED O-DEMETHYLATION OF LEPTOPHOS IS RELATIVELY UNIMPORTANT, COMPARED WITH THE PRODUCTION OF 4-BROMO-2,5-DICHLOROPHENOL.

LEPTOPHOS OXON WAS MODERATELY HYDROLYZED BY SUSCEPTIBLE SPECIES (LIVER MICROSOMAL FRACTIONS FROM CATS & HENS) & GREATLY HYDROLYZED BY NONSUSCEPTIBLE SPECIES (LIVER MICROSOMAL FRACTIONS FROM RATS & HAMSTERS). RATE OF DETOXIFICATION OF LEPTOPHOS IS INVERSELY CORRELATED WITH IN VIVO SUSCEPTIBILITY OF TESTED SPECIES TO DELAYED NEUROTOXICITY.

WHEN LEPTOPHOS WAS DOSED ENDOTRACHEALLY TO THE RAT, IT WAS METABOLIZED AT A RATE SIMILIAR TO THAT OF AN ORAL DOSE. THE METABOLITES IN THE RAT ARE THE SAME AS THOSE IN THE MOUSE, ALTHOUGH THE PROPORTION OF THE SINGLE METABOLITE THAT HAD RETAINED THE P=S LINKAGE WAS MUCH LESS. THIS IS NOT EXPECTED, AS THE RAT USUALLY MORE EXTENSIVELY OXIDIZES THE P=S GROUP THAN DOES THE MOUSE. RATS DOSED ON THREE CONSECUTIVE DAYS WITH 9.1 & 0.91 MG/KG LEPTOPHOS EXCRETED 30% & 73% RESPECTIVELY OF THE DOSE AS A MIXTURE OF THE THREE KNOWN PHOSPHORUS ACIDS, ACCOMPANIED BY THE SAME YIELD (12 + OR - 1%) OF 4-BROMO-2,5-DICHLOROPHENOL AT EACH DOSAGE.

For more Metabolism/Metabolites (Complete) data for LEPTOPHOS (13 total), please visit the HSDB record page.

MeSH Pharmacological ClassificationPesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics.
Absorption, Distribution and Excretion · 4건

AFTER 50 OR 250 MG/KG DOSE, PHOSVEL CONCN IN PLASMA REACHED MAX IN 3 HR, THEN DECLINED RAPIDLY; AFTER 72 HR NO RESIDUES WERE DETECTABLE. ELIMINATION FROM FAT WAS VERY SLOW.

IN SPITE OF SOME TENDENCY TO STORAGE, LEPTOPHOS, IN THE FORM OF WATER-SOLUBLE METABOLITES, IS EXCRETED RAPIDLY BY RODENTS, WITH VIRTUALLY COMPLETE ELIMINATION IN 48 TO 72 HR. IN MICE FED (14)C LEPTOPHOS AT A RATE OF 25 MG/KG THE RATE OF EXCRETION OF THE PHENOXY MOIETY WAS DISTINCTLY FASTER THAN THAT OF THE PHENYL MOIETY; RADIOACTIVITY WAS FOUND IN THE URINE AS LONG AS 6 DAYS AFTER TREATMENT.

IN RATS, EXCRETION OF RADIOACTIVE CARBON WAS ESSENTIALLY COMPLETE IN 72 HR FOLLOWING A SINGLE DOSE OR THE LAST OF A SERIES OF DOSES OF (14)C LEPTOPHOS. SIX DAYS AFTER THE LAST DOSE, THE HIGHEST CONCN OF (14)C WAS IN THE LIVER, BUT IT CONSTITUTED LESS THAN 0.25% OF THE TOTAL DOSE. MORE THAN 97% OF THE RADIOACTIVITY IN THE URINE OF RATS THAT HAD RECEIVED (14)C LEPTOPHOS WAS ORGANOSOLUBLE.

... FOLLOWING A SINGLE DOSE OF (14)C PHENYL LEPTOPHOS APPLIED TO THE COMBS OF HENS AT A SUBNEUROTOXIC RATE OF 50 MG/KG ... A TOTAL OF 35.4% OF THE APPLIED DOSE WAS ABSORBED DURING A 20-DAY EXPERIMENT. RADIOACTIVITY REACHED A PEAK OF 17.1% OF THE DOSE IN 12 HR AFTER APPLICATION; 5% OF THE DOSE STILL REMAINED AFTER 20 DAYS. THE HIGHEST (14)C CONCN AFTER 20 DAYS WERE IN MUSCLE, BRAIN, SPINAL CORD, CONTENTS OF THE LARGE INTESTINE, & BILE, IN THAT ORDER. COMBINED URINARY-FECAL EXCRETION ACCOUNTED FOR 24.3% OF THE APPLIED DOSE; EXPIRED CARBON DIOXIDE ACCOUNTED FOR 1.3% & EGG ACCOUNTED FOR 4.5%.

Cellular LocationsMembrane

용도 및 제조

Uses · 4건

Used as an insecticide; [Merck Index] For export use only; Used as an insecticide for rice, cotton, fruit, and vegetables; [EPA OHM/TADS]

Banned in the USA in 1975 due to delayed neurotoxic effects; [HSDB]

Farming (Pesticides) [Category: Industry]

NOT PERMITTED FOR USE IN THE USA; EXPERIMENTAL REGISTRATION & TEMPORARY TOLERANCE IN THE US WAS CANCELLED IN LATE 1975 DUE TO DELAYED NEUROTOXIC EFFECTS (1976)

Impurities... DESBROMOLEPTOPHOS HAS BEEN REPORTED AS A MINOR IMPURITY IN TECHNICAL LEPTOPHOS & AS A PRODUCT OF THE CMPD IN THE PRESENCE OF UV LIGHT, EITHER IN THE LABORATORY OR IN PLANTS UNDER FIELD CONDITIONS.
U.S. Production · 2건

(1972) PROBABLY GREATER THAN 4.54X10+5 G

(1975) PROBABLY GREATER THAN 4.54X10+5 G

Consumption PatternsNOT PERMITTED FOR USE IN THE USA; EXPERIMENTAL REGISTRATION & TEMPORARY TOLERANCE IN THE US WAS CANCELLED IN LATE 1975 DUE TO DELAYED NEUROTOXIC EFFECTS (1976)
Methods of Manufacturing · 2건

REACTION OF O-METHYL PHENYLTHIOPHOSPHONYL CHLORIDE WITH 4-BROMO-2,5-DICHLOROPHENOL.

PRODUCED BY THE REACTION OF PHENYLPHOSPHONOTHIOIC DICHLORIDE WITH METHANOL & TRIMETHYLAMINE IN TOLUENE AT ROOM TEMPERATURE, FOLLOWED BY REACTION WITH POTASSIUM 4-BROMO-2,5-DICHLOROPHENOXIDE IN BOILING TOLUENE ... .

Formulations/Preparations · 2건

... EMULSIFIABLE CONCN (360 G AI/L); WETTABLE POWDER (450 G/KG); DUST (30 G/KG); GRANULES (50 G/KG). /FORMER/

TECHNICAL MATERIAL, 87.2%; EMULSIFIABLE CONCN, 2.7%.

Use ClassificationINSECTICIDES
General Manufacturing Information · 1건

THE EMULSIFIABLE CONCN IS PARTICULARLY EFFECTIVE AGAINST LEPIDOPTERA, FOR EXAMPLE SPODOPTERA LITTORALIS ON COTTON AT 1.5 KG/HA; ON VEGETABLES & FRUIT AT 100 G/100 L. GRANULES AT 1.5 KG AI/HA ARE EFFECTIVE FOR THE CONTROL OF OSTRINIA NUBILALIS ON MAIZE. THERE IS EVIDENCE THAT IT HAS A POSITIVE TEMPERATURE COEFFICIENT AGAINST LEPIDOPTERA & MAY THEREFORE BE MORE USEFUL IN WARMER CLIMATES. /FORMER/

응용 분야

용도Insecticide.

일반 설명White crystalline or colorless amorphous solid, the technical product is a light tan powder. Used as an insecticide; its use is not permitted in the U.S.

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