Identification | More | [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 |
Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R22:Harmful if swallowed. | [RIDADR ]
3018 | [RTECS ]
TE8346000 | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29331990 |
Hazard Information | Back 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. |
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