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HomeProduct name listPyraclofos

Pyraclofos

Pyraclofos Structural

What is Pyraclofos?

The Uses of Pyraclofos

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.

Properties of Pyraclofos

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 Phosphorothioic acid, O-[1-(4-chlorophenyl)-1H-pyrazol- 4-yl] O-ethyl S-propyl ester(77458-01-6)

Safety information for Pyraclofos

Computed Descriptors for Pyraclofos

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