Cloransulam-methyl is a sulfonylurea herbicide used to control broadleaf weeds in a variety of crops, including corn, soybeans, and wheat. It is a highly effective herbicide, but its use has been linked to negative environmental impacts, including contamination of water sources. Cloransulam-methyl is synthesized through a multi-step process, starting with the reaction of 2-chloro-4-trifluoromethylbenzoic acid with N,N-dimethylformamide. The resulting product is then reacted with an amine, followed by a series of steps that result in the formation of cloransulam-methyl. Cloransulam-methyl works by inhibiting the enzyme acetolactate synthase (ALS), which is essential for the biosynthesis of branched-chain amino acids in plants. Inhibition of ALS results in the death of plants. The importance of studying cloransulam-methyl includes its use in agriculture to control weeds, understanding its environmental impact, and exploring alternative herbicides with reduced environmental risks. Research on cloransulam-methyl focuses on understanding its mechanism of action, its environmental fate and transport, and the development of methods to mitigate its negative impacts.'
cloransulam-methyl: structure in first source
cloransulam-methyl : The methyl ester of cloransulam. An inhibitor of acetohydroxyacid synthase (AHAS), it prevents the synthesis of amino acids in plants and is used as a herbicide for the control of post-emergence control of broad-leaved weeds in soybeans. It is not approved for use within the European Area.
ID Source | ID |
---|---|
PubMed CID | 86453 |
CHEBI ID | 3760 |
SCHEMBL ID | 64266 |
MeSH ID | M0368606 |
Synonym |
---|
cloransulam-methyl |
147150-35-4 |
methyl 3-chloro-2-[(5-ethoxy-7-fluoro-[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)sulfonylamino]benzoate |
hsdb 7009 |
benzoic acid, 3-chloro-2-(((5-ethoxy-7-fluoro(1,2,4)triazolo(1,5-c)pyrimidin-2-yl)sulfonyl)amino)-, methyl ester |
n9p737z6ho , |
de 565 |
cloransulam - methyl |
cloransulam-methyl [iso] |
first rate |
unii-n9p737z6ho |
methyl 3-chloro-2-(((5-ethoxy-7-fluoro(1,2,4)triazolo(1,5-c)pyrimidin-2-yl)sulfonyl)amino)benzoate |
FT-0612199 |
cloransulam-methyl [hsdb] |
cloransulam-methyl [mi] |
cloransulam methyl ester |
SCHEMBL64266 |
methyl 3-chloro-2-(5-ethoxy-7-fluoro[1,2,4]triazolo[1,5-c]pyrimidin-2-ylsulfonamido)benzoate |
CHEBI:3760 |
methyl 3-chloro-2-(5-ethoxy-7-fluoro[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamido)benzoate |
methyl 3-chloro-2-{[(5-ethoxy-7-fluoro[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)sulfonyl]amino}benzoate |
methyl 3-chloro-n-(5-ethoxy-7-fluoro[1,2,4]triazolo[1,5-c]pyrimidin-2-ylsulfonyl)anthranilate |
methyl 3-chloro-2-[[(5-ethoxy-7-fluoro[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)sulfonyl]amino]benzoate |
n-(2-chloro-6-methoxycarbonylphenyl)-7-fluoro-5-ethoxy[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamide |
BIKACRYIQSLICJ-UHFFFAOYSA-N |
n-(2-chloro-6-methoxycarbonylphenyl)-7-fluoro-5-ethoxy[1,2,4]triazolo[1,5-c]-pyrimidine-2-sulfonamide |
NCGC00356992-01 |
tox21_304004 |
dtxcid6014372 |
dtxsid8034372 , |
cas-147150-35-4 |
methyl 3-chloro-2-{5-ethoxy-7-fluoro-[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamido}benzoate |
cloransulam methyl |
benzoic acid, 3-chloro-2-[[(5-ethoxy-7-fluoro[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)sulfonyl]amino]-, methyl ester |
cloransulam-methyl, pestanal(r), analytical standard |
Q27106188 |
1ST22369 |
AKOS040744736 |
Role | Description |
---|---|
herbicide | A substance used to destroy plant pests. |
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). |
agrochemical | An agrochemical is a substance that is used in agriculture or horticulture. |
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Class | Description |
---|---|
methyl ester | Any carboxylic ester resulting from the formal condensation of a carboxy group with methanol. |
sulfonamide | An amide of a sulfonic acid RS(=O)2NR'2. |
monochlorobenzenes | Any member of the class of chlorobenzenes containing a mono- or poly-substituted benzene ring in which only one substituent is chlorine. |
organofluorine compound | An organofluorine compound is a compound containing at least one carbon-fluorine bond. |
triazolopyrimidines | |
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Luciferase | Photinus pyralis (common eastern firefly) | Potency | 89.3584 | 0.0072 | 15.7588 | 89.3584 | AID1224835 |
estrogen-related nuclear receptor alpha | Homo sapiens (human) | Potency | 38.5708 | 0.0015 | 30.6073 | 15,848.9004 | AID1224841 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 0 (0.00) | 18.2507 |
2000's | 2 (40.00) | 29.6817 |
2010's | 1 (20.00) | 24.3611 |
2020's | 2 (40.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.
| This Compound (31.11) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 5 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |