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CHEBI:132880 - bensulfuron

ChEBI IDCHEBI:132880
ChEBI Namebensulfuron
Stars
DefinitionAn N-sulfonylurea that is urea in which a hydrogen attached to one of the nitrogens has been replaced by an (o-carboxybenzyl)sulfonyl group, while a hydrogen attached to the other nitrogen has been replaced by a 4,6-dimethoxypyrimidin-2-yl group. An acetolactate synthase inhibitor, it is used (particularly as its methyl ester, bensulfuron-methyl) as a herbicide for the control of a variety of both annual and perennial weeds in crops, particularly wheat and rice.
Last Modified1 August 2016
SubmitterGareth Owen
DownloadsMolfile
FormulaC15H16N4O7S
Net Charge0
Average Mass396.381
Monoisotopic Mass396.07397
SMILESCOc1cc(OC)nc(NC(=O)NS(=O)(=O)Cc2ccccc2C(=O)O)n1
InChIInChI=1S/C15H16N4O7S/c1-25-11-7-12(26-2)17-14(16-11)18-15(22)19-27(23,24)8-9-5-3-4-6-10(9)13(20)21/h3-7H,8H2,1-2H3,(H,20,21)(H2,16,17,18,19,22)
InChIKeyPPWBRCCBKOWDNB-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
EC 2.2.1.6 (acetolactate synthase) inhibitor  An EC 2.2.1.* (transketolase/transaldolase) inhibitor that interferes with the action of acetolactate synthase (EC 2.2.1.6).
Application:
herbicide  A substance used to destroy plant pests.
ChEBI Ontology
Outgoing Relation(s)
bensulfuron (CHEBI:132880) has role EC 2.2.1.6 (acetolactate synthase) inhibitor (CHEBI:22180)
bensulfuron (CHEBI:132880) has role herbicide (CHEBI:24527)
bensulfuron (CHEBI:132880) is a N-sulfonylurea (CHEBI:76983)
bensulfuron (CHEBI:132880) is a aromatic ether (CHEBI:35618)
bensulfuron (CHEBI:132880) is a benzoic acids (CHEBI:22723)
bensulfuron (CHEBI:132880) is a pyrimidines (CHEBI:39447)
Incoming Relation(s)
bensulfuron-methyl (CHEBI:3017) has functional parent bensulfuron (CHEBI:132880)
IUPAC Name 
2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}methyl)benzoic acid
Synonyms  Source
2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoic acidAlan Wood's Pesticides
α-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl]-o-toluic acidAlan Wood's Pesticides
Manual XrefsDatabases
1552PPDB
Registry NumbersSources
Reaxys:8397287Reaxys
CAS:99283-01-9Alan Wood's Pesticides
CAS:99283-01-9ChemIDplus
Citations