| Identification | Back Directory | [Name]
BROMUCONAZOLE | [CAS]
116255-48-2 | [Synonyms]
GRANIT
VECTRA
Hsdb 7419
LS 860263
1-((2RS,4RS
Bromucanozol
BROMUCONAZOL
2,4-triazole
BROMUCONAZOLE
BROMOCONAZOLE
Bromuconazole [iso]
Chipco(R) bromuconazole
Bromuconazol @100 μg/mL in AcCN
Bromuconazole 100mg [116255-48-2]
Bromuconazole Standard(mixture of isomers)
BROMUCONAZOL MIXTURE OF DIASTEREO-MERS, PESTANAL
BromuconazoleSolution(MixtureofIsomers),100mg/L,1ml
2RS,4RS)-4-bromo-2-(2,4-dichlorophenyl)tetrahydrofurfuryl)-1H-1,2,4-triazole
1-((2rs,4rs,2rs,4sr)-4-bromo-2-(2,4-dichlorophenyl)tetrahydrofurfuryl)-1h-1,
1-((4-bromo-2-(2,4-dichlorophenyl)tetrahydro-2-furanyl)methyl)-1h-1,2,4-tria
1h-1,2,4-triazole,1-((4-bromo-2-(2,4-dichlorophenyl)tetrahydro-2-furanyl)methy
4-triazole,1-((4-bromo-2-(2,4-dichlorophenyl)tetrahydro-2-furanyl)methyl)-1h-2
1-((4-bromo-2-(2,4-dichlorophenyl)tetra hydro-2-furanyl)methyl)-1H-1,2,4-triazole
1H-1,2,4-Triazole, 1-((4-bromo-2-(2,4-dichlorophenyl)tetrahydro-2-furanyl)methyl)-
1-((2Rs,4rs,2rs,4sr)-4-bromo-2-(2,4-dichlorophenyl)tetrahydrofurfuryl)-1H-1,2,4-triazole
2,5-Anhydro-4-bromo-1,3,4-trideoxy-2-C-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)pentitol
Pentitol, 2,5-anhydro-4-bromo-1,3,4-trideoxy-2-C-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)- | [Molecular Formula]
C13H12BrCl2N3O | [MDL Number]
MFCD01678688 | [MOL File]
116255-48-2.mol | [Molecular Weight]
377.06 |
| Chemical Properties | Back Directory | [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) | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
2.75±0.10(Predicted) | [BRN ]
8393967 | [LogP]
3.240 | [EPA Substance Registry System]
Bromuconazole (116255-48-2) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22 | [Safety Statements ]
36 | [RIDADR ]
UN 3077 9 / PGIII | [WGK Germany ]
3 | [RTECS ]
XZ4130000 | [HazardClass ]
6.1 | [PackingGroup ]
III | [Hazardous Substances Data]
116255-48-2(Hazardous Substances Data) | [Toxicity]
LD50 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) |
| Hazard Information | Back Directory | [Uses]
Agricultural fungicide. | [Uses]
Bromuconazole is used on winter wheat and barley for the control
of foliar mildews, rusts and other diseases. | [Definition]
ChEBI: 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 pathway]
Bromuconazole 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. | [Degradation]
Bromuconazole 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. |
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