Identification | Back 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 Properties | Back 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) |
Hazard Information | Back 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 Data | Back 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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