ChemicalBook--->CAS DataBase List--->77458-01-6

77458-01-6

77458-01-6 Structure

77458-01-6 Structure
IdentificationMore
[Name]

Pyraclofos
[CAS]

77458-01-6
[Synonyms]

BOLTAGE
BOLTAGE(R)
o-[1-(4-chlorophenyl)-1h-pyrazol-4-yl] o-ethyl s-propyl phosphorothioate
PYRACLOFOS
(RS)-[O-1-(4-CHLOROPHENYL)PYRAZOLE-4-YL]-O-ETHYL S-PROPYL PHOSPHOROTHIOATE
STARLEX(R)
VOLTAGE
VOLTAGE(R)
(rs)-(o-1-(4-chlorophenyl)pyrazol-4-yl-o-ethyl-s-propylphosphorothioate)
phosphorothioicacid,o-(1-(4-chlorophenyl)-1h-pyrazol-4-yl)o-ethyls-propyle
PYRACLOFOS, 50MG, NEAT
pyraclofos (bsi,draft e-iso,draft f-iso)
(RS)-O-ethyl-S-propyl-O-[1-(4-chlorophenyl) pyrazol-4-yl] phosphorothioate
OMS3034
SC 1069
TIA 230
1-(4-Chlorophenyl)-4-(ethoxy-propylsulfanylphosphoryl)oxypyrazole
Phosphorothioic acid, O-[1-(4-chlorophenyl)-1H-pyrazol-4-yl] O-ethyl S-propyl ester
[Molecular Formula]

C14H18ClN2O3PS
[MDL Number]

MFCD00274600
[Molecular Weight]

360.8
[MOL File]

77458-01-6.mol
Chemical PropertiesBack Directory
[Melting point ]

25°C
[Boiling point ]

164approximate 164℃(0.013hPa)
[density ]

1.27
[vapor pressure ]

1.6×10-6 Pa (20 °C)
[storage temp. ]

0-6°C
[form ]

liquid
[Water Solubility ]

33
[Specific Gravity]

1.271 (28℃)
[CAS DataBase Reference]

77458-01-6(CAS DataBase Reference)
[EPA Substance Registry System]

77458-01-6(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

R22:Harmful if swallowed.
[RIDADR ]

3018
[RTECS ]

TE8346000
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[HS Code ]

29331990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Triethylamine-->THIOPHOSPHORYL CHLORIDE-->Pyrazole-->Chloroacetone-->Benzophenone hydrazone-->Methylglyoxal
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

O-[1-(4-Chlorophenyl)-1H-pyrazol-4-yl] O-ethyl S-propyl phosphorothioate(77458-01-6).msds
Hazard InformationBack Directory
[Uses]

Pyraclofos is used to control Lepidoptera, Coleoptera, mites and nematodes in fruit, vegetables, ornamentals and forestry. It has also been used in a human health application to control filarial worms.
[Definition]

ChEBI: Pyraclofos is an organic thiophosphate, an organothiophosphate insecticide, an organochlorine insecticide, a member of pyrazoles, a member of monochlorobenzenes and an organosulfur compound. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor and an agrochemical.
[Metabolic pathway]

Pyraclofos is apparently subjected in insects to a metabolic activation to yield a more active acetylcholinesterase inhibitor which is possibly a thiooxidized metabolite. The compound is very rapidly degraded in mammals to inactive metabolites via P-O-aryl, P-O-alkyl and P-S-alkyl cleavage which explains its favourable selective toxicity. In both mammals and plants the principal degradative route is via P-O-aryl cleavage to give 1-(4-chlorophenyl)-4-hydroxypyrazolwe hich is rapidly conjugated.
[Metabolism]

Pyraclofos is metabolized to an active AChE inhibitor, probably by the oxidation of the sulfur atom in the phosphorothiolate linkage. The half-life in soil is 3–38 d, depending on soil type.
[Degradation]

The DT50 for hydrolysis in water at pH 7 (25 °C) was 29 days (PM).
[Toxicity evaluation]

The acute oral LD50 for rats is 237 mg/kg. The inhalation LC50 for rats is 1.69 mg/L air. NOEL (2 yr) for rats is 0.10–0.12 mg/kg diet (0.005–0.006 mg/kg/d). Pyraclofos administered to rats is rapidly degraded, and more than 90% of the dose is excreted principally in the urine within 24 h. The degradation routes are cleavages of the P?S, P?O-alkyl, and P?O-aryl bonds in both animals and plants.
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

77458-01-6(sigmaaldrich)
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