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101903-30-4

101903-30-4 Structure

101903-30-4 Structure
IdentificationBack Directory
[Name]

Pefurazoate
[CAS]

101903-30-4
[Synonyms]

UR 0003
UHF 8615
Healthied
Pefurazoate Standard
4-pentenyl-N-furfuryl-N-imidazol-1-ylcarbonyl-DL-homoalaninate
pent-4-enyl 2-(2-furylmethyl-(imidazole-1-carbonyl)amino)butanoate
2-[Furfuryl(1H-imidazole-1-ylcarbonyl)amino]butanoic acid 4-pentenyl ester
pent-4-en-1-yl 2-{[(furan-2-yl)methyl](1H-imidazole-1-carbonyl)a mino}butanoate
2-[(2-Furanylmethyl)[(1H-imidazol-1-yl)carbonyl]amino]butanoic acid 4-pentenyl ester
[Molecular Formula]

C18H23N3O4
[MDL Number]

MFCD01741178
[MOL File]

101903-30-4.mol
[Molecular Weight]

345.39
Chemical PropertiesBack Directory
[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)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hexane
Hazard InformationBack Directory
[Uses]

Fungicide.
[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.
[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.
Safety DataBack Directory
[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)
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