A metabolite of mesotrione
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2-Amino-4-methylsulfonyl benzoic Acid

Item No. 46033

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-amino-4-(methylsulfonyl)-benzoic acid
CAS Number
393085-45-5
Synonyms
  • AMBA
Molecular Formula
C8H9NO4S
Formula Weight
215.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/ml
SMILES
CS(=O)(C1=CC=C(C(O)=O)C(N)=C1)=O
InChi Code
InChI=1S/C8H9NO4S/c1-14(12,13)5-2-3-6(8(10)11)7(9)4-5/h2-4H,9H2,1H3,(H,10,11)
InChi Key
KFOGGDGNOLZBNY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

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    250 mg

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    Cayman Chemical
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    ENVIRONMENTAL TOXICOLOGY TOOLS & SERVICES
    Product Description

    2-Amino-4-methylsulfonyl benzoic acid (AMBA) is a metabolite of the herbicide mesotrione.1,2 It is produced by Bacillus cultures incubated with mesotrione and is a urinary metabolite of mesotrione in rats.2,3 It is toxic to V. fischeri (IC50 = 17.8 mg/ml).4 AMBA has been found in agricultural soil and water samples where crops have been treated with mesotrione.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Alferness, P., and Wiebe, L. Determination of mesotrione residues and metabolites in crops, soil, and water by liquid chromatography with fluorescence detection. J. Agric. Food Chem. 50(14), 3926-3934 (2002).

    2. Durand, S., Sancelme, M., Besse-Hoggan, P., et al. Biodegradation pathway of mesotrione: Complementarities of NMR, LC-NMR and LC-MS for qualitative and quantitative metabolic profiling. Chemosphere 81(3), 372-380 (2010).

    3. Gledhill, A.J., Jones, B.K., and Laird, W.J. Metabolism of 2-(4-methylsulphonyl-2-nitrobenzoyl)-1,3-cyclohexanedione (mesotrione) in rat and mouse. Xenobiotica 31(10), 733-747 (2001).

    4. Bonnet, J.L., Bonnemoy, F., Dusser, M., et al. Toxicity assessment of the herbicides sulcotrione and mesotrione toward two reference environmental microorganisms: Tetrahymena pyriformis and Vibrio fischeri. Arch. Environ. Contam. Toxicol. 55(4), 576-583 (2008).