BROMUCONAZOLE Chemical Properties
- Melting point:84℃
- Boiling point:504.3±60.0 °C(Predicted)
- Density 1.71
- vapor pressure 50 mg 1-1
- refractive index 1.6110 (estimate)
- form neat
- BRN 8393967
- EPA Substance Registry SystemBromuconazole (116255-48-2)
- Hazard Codes Xn
- Risk Statements 22
- Safety Statements 36
- RIDADR UN 3077 9 / PGIII
- WGK Germany 3
- RTECS XZ4130000
- ToxicityLD50 orally in rats, mice: 365, 1151 mg/kg; LD50 dermally in rats: >2000 mg/kg; LD50 by inhalation in rabbits: >5 mg/l; LC50(96 hr) in rainbow trout, bluegill sunfish (mg/l): 1.7, 3.1 (Pepin)
BROMUCONAZOLE Usage And Synthesis
- UsesAgricultural fungicide.
- UsesBromuconazole is used on winter wheat and barley for the control of foliar mildews, rusts and other diseases.
- DefinitionChEBI: A member of the class of oxolanes carrying 1,2,4-triazol-ylmethyl and 2,4-dichlorophenyl substituents at position 2 as well as a bromo substituent at position 4. A foliar applied conazole fungicide for a range of crops including cereals, fruit, vegetables and vines.
- Metabolic pathwayBromuconazole is a relatively stable compound which is not readily
hydrolysed, is quite persistent in soil and is subject to relatively slow
photodegradation. It is metabolised in plants but the parent compound
tends to be the major residue. However, bromuconazole is almost completely
metabolised in animals and birds (chickens) and its metabolites
are rapidly eliminated.
As with many other triazole fungicides, metabolism is very complex. Bromuconazole exists in four forms (two diastereoisomeric pairs). There are numerous sites available for biotransformation (lack of regioselectivity) and there is also a lack of stereoselectivity at most sites. For example, there are also four forms of metabolite 5 (4-hydroxybromuconazole) (two diastereoisomeric pairs as with bromuconazole itself). Oxidation of secondary alcohols to ketones and the thiolation of certain sites further complicate the picture. Thiolation presumably occurs via the involvement of glutathione but mercapturic acid conjugates (N-acetylcysteines) do not appear to have been isolated.
Bromuconazole has been the subject of an evaluation by the Pesticide Safety Directorate of UK MAFF. All of the information presented below is derived from this source (PSD, 1996). All reported radiolabelled studies were conducted using [14C-phenyl]bromuconazole.
- DegradationBromuconazole was found to be stable in buffer at pH 5,7 and 9 at 25 °C
over 30 days.
Aqueous photolysis using filtered light to simulate mid-summer sun at 50" N conducted at 25 °C and pH 4 caused slow photodegradation. The DT50 of bromuconazole was 18.2 days. Over 28 days a 10% yield of CO2 was obtained and six or more photoproducts were detected with none accounting for more than 8% of the total. No degradation occurred in dark controls.
- 1-[[(2S,3S)-3-(2-Chlorophenyl)-2-(4-fluorophenyl)oxiran-2-yl]methyl]-1,2,4-triazole IMIBENCONAZOLE Cyproconazole Triadimenol SIMECONAZOLE TRITICONAZOLE Tebuconazole Flutriafol Diniconazole Propiconazole Ethychlozate Xiwojunan Penconazole 3-BROMOTETRAHYDROFURAN ALPHA-(2,4-DICHLOROPHENYL)-1H-1,2,4-TRIAZOLE-1-ETHANOL BROMUCONAZOLE tetrahydrofurfuryl-2-methylamine BENZYL 2-BROMOETHYL ETHER
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