Bensulfuron-methyl solution - analytical standard, 10μg/ml in acetone,u=4% , CAS No.83055-99-6

CAS: 83055-99-6 Cat. No.: B140772 Molecular Weight: 410.4 Beilstein Registry Number: 7447488 EC Number: 401-340-6

GRADE & PURITY Analytical standard, 10μg/ml in acetone,u=4%

Synonyms

AC-12588 | Londax | NCGC00257947-01 | Methyl bensulfuron | Bianmihuanglong | methyl 2-((N-(4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl)methyl)benzoate | 2-[[[[[(4,6-DIMETHOXY-2-PYRIMIDINYL)AMINO]CARBONYL]AMINO]SULFONYL]METHYL]BENZOIC ACID METHYL ESTER

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

AC-12588 | Londax | NCGC00257947-01 | Methyl bensulfuron | Bianmihuanglong | methyl 2-((N-(4, 6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl)methyl)benzoate | 2-[[[[[(4, 6-DIMETHOXY-2-PYRIMIDINYL)AMINO]CARBONYL]AMINO]SULFONYL]METHYL]BENZOIC ACID METHYL ESTER

Specifications & Purity

analytical standard, 10μg/ml in acetone, u=4%

Storage

Room temperature

Shipped In

Normal

Grade

Analytical standard

Names and Identifiers

• Canonical Smiles: COC1=CC(=NC(=N1)NC(=O)NS(=O)(=O)CC2=CC=CC=C2C(=O)OC)OC
• IUPAC Name: methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoylmethyl]benzoate
• InChIKey: XMQFTWRPUQYINF-UHFFFAOYSA-N
• INCHI: 1S/C16H18N4O7S/c1-25-12-8-13(26-2)18-15(17-12)19-16(22)20-28(23,24)9-10-6-4-5-7-11(10)14(21)27-3/h4-8H,9H2,1-3H3,(H2,17,18,19,20,22)
• Isomeric SMILES: COC1=CC(=NC(=N1)NC(=O)NS(=O)(=O)CC2=CC=CC=C2C(=O)OC)OC
• WGK Germany: 2
• RTECS: DG8733000
• Molecular Weight: 410.4
• Beilstein: 7447488
• Reaxy-Rn: 7447488
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7447488&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzoic acid esters
• Alternative Parents: Benzoyl derivatives Sulfonylureas Alkyl aryl ethers Pyrimidines and pyrimidine derivatives Organosulfonic acids and derivatives Methyl esters Heteroaromatic compounds Aminosulfonyl compounds Propargyl-type 1,3-dipolar organic compounds Monocarboxylic acids and derivatives Carboximidic acids and derivatives Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Benzoate ester - Benzoyl - Alkyl aryl ether - Sulfonylurea - Pyrimidine - Heteroaromatic compound - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Sulfonyl - Methyl ester - Aminosulfonyl compound - Carboxylic acid ester - Carboximidic acid derivative - Carboxylic acid derivative - Ether - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Hydrocarbon derivative - Organic nitrogen compound - Organic oxide - Organic oxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
• External Descriptors: Sulfonylurea herbicides

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

ALS Acetolactate synthase (354 Activities)

Discover Target: ALS

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Saccharomyces cerevisiae (19171 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Candida albicans (78123 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 185-188°C
• Molecular Weight: 410.400 g/mol
• XLogP3: 1.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 8
• Exact Mass: 410.09 Da
• Monoisotopic Mass: 410.09 Da
• Topological Polar Surface Area: 154.000 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 627.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yuhang Wan, Xinyu Yuan, Jia Liu, Ding Zhang, Zhengyong Zhang, Min Sha.  (2023)  Efficient determination of pesticides in rice by QuEChERS and UV spectroscopy in combination with chemometrics.  CEREAL CHEMISTRY,  100  (5): (1106-1113).  [PMID:] [10.1002/cche.10692]

2. Yumei Yan, Zhili Liu, Wenfeng Zhou, Haixiang Gao, Runhua Lu.  (2023)  Construction of multiple modes using gold nanoparticles as probes for the rapid detection of fenpyroximate.  Analytical Methods,  15  (13): (1713-1721).  [PMID:36938594] [10.1039/D3AY00139C]

3. Ruiyu Fu, Tingze Ren, Yanhui Zhang, Xiaoli Guo, Xin Di.  (2023)  A new sample treatment strategy based on supramolecular solvent for determination of herbicide residues in water samples by Box-Behnken design.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2023.108390]

4. Xiaoli Guo, Tingze Ren, Jianchun Ji, Yan Yang, Xin Di.  (2022)  An alternative analytical strategy based on QuEChERS and dissolvable layered double hydroxide dispersive micro-solid phase extraction for trace determination of sulfonylurea herbicides in wolfberry by LC–MS/MS.  FOOD CHEMISTRY,      [PMID:35841677] [10.1016/j.foodchem.2022.133652]

5. Jilong Li, Weili Xu, Xiujuan Wang, Fengze Wu, Lin Wang, Ji Feng, Zhibing Wang, Hanqi Zhang.  (2022)  Ionic liquid-based dispersive liquid–liquid microextraction followed by dispersive solid phase extraction coupled with HPLC-DAD for the determination of sulfonylurea herbicides in soymilk samples.  JOURNAL OF LIQUID CHROMATOGRAPHY & RELATED TECHNOLOGIES,      [PMID:] [10.1080/10826076.2022.2058960]

6. Shan Zhou, Jinlong Song, Weiwei Dong, Yingchun Mu, Qi Zhang, Ziwen Fan, Yanwei Wang, Delong Kong, Yiqing Zhou, Xu Jiang, Bin Zhao, Gang Han, Zhiyong Ruan.  (2017)  Nicosulfuron Biodegradation by a Novel Cold-Adapted Strain Oceanisphaera psychrotolerans LAM-WHM-ZC.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:29111703] [10.1021/acs.jafc.7b04022]

7. Yang Yang, Zhichao Kang, Guanghui Xu, Jian Wang, Yong Yu.  (2024)  MgO anchored N-doping biochar enhances the bensulfuron-methyl biodegradation by Acinetobacter YH0317: Higher reactive oxygen species level and bacterial viability.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:39265391] [10.1016/j.jhazmat.2024.135797]

8. Yufei Dai, Xianli Song, Jing Zhao, Limin Wang, Xiaoru Cui, Li Lu, Jingyu Zhang, Haoyu Zhang, Dahai Zhang, Keqiang Li.  (2025)  Spatiotemporal distribution and potential ecological risks of current-use pesticides (CUPs) in Laizhou Bay, China.  MARINE ENVIRONMENTAL RESEARCH,      [PMID:40031394] [10.1016/j.marenvres.2025.107042]

9. Xiang Li, Yumeng Dai, Xinyu Guan, Zhiyang Han, Xu Li, Xiujuan Wang, Zhencheng Su, Huiwen Zhang, Mingkai Xu.  (2025)  Taxonomic structure and functional assembly of the broad-spectrum sulfonylurea herbicide-degrading microbial consortium L1 under different herbicide substrates.  Environmental Technology & Innovation,      [PMID:] [10.1016/j.eti.2025.104446]

10. Lu Zeng, Huan Lv, Xiangrui Li, Wenjia Yang, Wencan Luo, Linghong Kong, Qiujin Zhu.  (2025)  Colloidal gold-based lateral flow immunoassay for detecting cyclosulfamuron residues in cereal samples.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2025.106761]