Pefurazoate Chemical Properties

Melting point:

25°C

Boiling point:

480.31°C (rough estimate)

Density 

d420 1.152

vapor pressure 

0.648 x l0^-4 Pa (23 °C)

refractive index 

nD24.4 1.5140

pka

3.8 (base)

Water Solubility 

443 mg l^-1 (25 °C)

Safety Information

Toxicity

LD50 in male, female rats, male, female mice (mg/kg): 981, 1051, 1299, 946 orally; in rats (mg/kg): >2000 dermally; LC50 in rats (mg/m3): >3450 by inhalation; LC50 (48 hr) in carp, rainbow trout, bluegill sunfish (ppm): 16.9, 4.0, 12.0 (Takenaka, 1990)

Pefurazoate Usage And Synthesis

Uses

Pefurazoate is used to control seed-borne fungal diseases, particularly Fusuriurn monuliniforme (Bakanae disease), Pyriculuriu ovyzae (rice blast) and Cuchliobolus rniyubeunus (brown spot) on rice plants. It also controls rice seedling blight caused by soil-borne pathogens (Trichoderme viride and Fusurium spp.) in nursery box cultivation, and other fungal pathogens on seeds of wheat, barley and flower bulbs.

Uses

Fungicide.

Definition

ChEBI: Pent-4-en-1-yl 2-[(2-furylmethyl)(imidazol-1-ylcarbonyl)amino]butanoate is a carboxylic ester obtained by formal condensation of the carboxy group of 2-[(2-furylmethyl)(imidazol-1-ylcarbonyl)amino]butanoic acid with the hydroxy group of pent-4-en-1-ol. It is a N-acylimidazole, a member of furans, a carboxylic ester and an olefinic compound.

Origin

This rice fungicide has been introduced by Showa Denko for the treatment of rice seedlings in Japan. It is based on a racemic homoalanine pentenyl ester backbone.

Safety Profile

Moderately toxic by ingestion, inhalation, and skin contact routes. Experimental reproductive effects.

Metabolic pathway

Pefurazoate is readily degraded in soils, plants and mammals and the molecule is susceptible to attack by enzymes at several sites. Metabolic cleavage of the molecule gives simpler fragments formed by loss of the imidazole ring.

Degradation

Pefurazoate is stable in acidic media and slightly unstable in alkaline media. It is stable to sunlight and decomposes only to the extent of about 1% after 90 days at 40 °C.

Pefurazoate(101903-30-4)Related Product Information

• FURAN-2-YLMETHYL-UREA
• Pefurazoate
• 1H-Imidazole-1-carboxamide,N,N-dimethyl-(9CI)