| Identification | Back Directory | [Name]
Amisulbrom | [CAS]
348635-87-0 | [Synonyms]
Amisulbrom
Amisulbrom 1
Amisulbrom Standard
Amisulbrom solution
Amisulbrom@100 μg/mL in Methanol
Amisulbrom@1000 μg/mL in Acetonitrile
AmisμLbrom, 100 μg /μL in Acetonitrile
Amisulbrom Solution in Methanol, 100μg/mL
3-(3-Bromo-6-fluoro-2-methylindol-1-ylsulfonyl)-N,N-dimethyl-1H-1,2,4-triazole-1-sulfonamide
3-[(3-Bromo-6-fluoro-2-methyl-1H-indol-1-yl)sulfonyl]-N,N-dimethyl-1H-1,2,4-triazole-1-sulfonamide
1H-1,2,4-Triazole-1-sulfonamide, 3-[(3-bromo-6-fluoro-2-methyl-1H-indol-1-yl)sulfonyl]-N,N-dimethyl- | [Molecular Formula]
C13H13BrFN5O4S2 | [MDL Number]
MFCD11865361 | [MOL File]
348635-87-0.mol | [Molecular Weight]
466.31 |
| Hazard Information | Back Directory | [Uses]
Amisulbrom is a fungicide used in pesticide formulations in the treatment of blight in vegetation. | [Definition]
ChEBI: A member of the class of bromoindoles that is 3-bromo-6-fluoro-2-methylindole substituted at position 1 by a 1-(dimethylsulfamyl)-1,2,4-triazole-3-sulfonyl group. A fungicide for use on potatoes to control late blight (Phytophthora infestans)
nd downy mildew [Plasmopara viticola). It has a low mammalian toxicity but it is considered to be a reproduction toxicant, is moderately toxic to birds and honey bees but poses a greater risk to aquatic species and earthworms. | [General Description]
Amisulbrom is classified under the triazole group of fungicides. It contains a sulfone functional group with potent bioactivity. | [Synthesis]
The commercial production of amisulbrom follows a concise three-step sulfonamide coupling process. First, 3-bromo-6-fluoro-2-methylindole is N-sulfonylated with 1H-1,2,4-triazole-1-sulfonyl chloride. The resulting indolyl sulfonyl triazole is then reacted with chlorosulfonyl isocyanate in dichloromethane, followed by in situ dimethylamine addition to form the sulfonamide linkage. Crude amisulbrom is purified by crystallisation from ethyl acetate/hexane. |
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