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MedKoo Cat#: 561283 | Name: Mesosulfuron-methyl
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Mesosulfuron-methyl is a systemic herbicide used for post-emergence control of grasses and other weeds in cereals.

Chemical Structure

Mesosulfuron-methyl
CAS#208465-21-8

Theoretical Analysis

MedKoo Cat#: 561283

Name: Mesosulfuron-methyl

CAS#: 208465-21-8

Chemical Formula: C17H21N5O9S2

Exact Mass: 503.0781

Molecular Weight: 503.50

Elemental Analysis: C, 40.55; H, 4.20; N, 13.91; O, 28.60; S, 12.73

Price and Availability

Size Price Availability Quantity
100mg USD 350.00 2 weeks
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Synonym
Mesosulfuron-methyl; Mesosulfuronmethyl Mesosulfuron methyl; Mesomaxx
IUPAC/Chemical Name
Methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)benzoate
InChi Key
NIFKBBMCXCMCAO-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H21N5O9S2/c1-29-13-8-14(30-2)20-16(19-13)21-17(24)22-33(27,28)12-7-10(9-18-32(4,25)26)5-6-11(12)15(23)31-3/h5-8,18H,9H2,1-4H3,(H2,19,20,21,22,24)
SMILES Code
O=C(OC)C1=CC=C(CNS(=O)(C)=O)C=C1S(=O)(NC(NC2=NC(OC)=CC(OC)=N2)=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Mesosulfuron-methyl is a systemic herbicide.
In vitro activity:
Mesosulfuron-methyl inhibited the in vitro ALS activity of A. tauschii and T. aestivum similarly, but the predicted structural interactions of ALS with mesosulfuron-methyl and induced expression of als were different in the two species. Reference: J Agric Food Chem. 2023 Jan 11;71(1):186-196. https://pubmed.ncbi.nlm.nih.gov/36534090/
In vivo activity:
TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 503.50 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Yu H, Guo X, Cui H, Chen J, Li X. Metabolism Difference Is Involved in Mesosulfuron-Methyl Selectivity between Aegilops tauschii and Triticum aestivum. J Agric Food Chem. 2023 Jan 11;71(1):186-196. doi: 10.1021/acs.jafc.2c05809. Epub 2022 Dec 19. PMID: 36534090. 2. Cao J, Zhang Y, Dai G, Cui K, Wu X, Qin F, Xu J, Dong F, Pan X, Zheng Y. The long-acting herbicide mesosulfuron-methyl inhibits soil microbial community assembly mediating nitrogen cycling. J Hazard Mater. 2023 Feb 5;443(Pt B):130293. doi: 10.1016/j.jhazmat.2022.130293. Epub 2022 Oct 31. PMID: 36444049.
In vitro protocol:
1. Yu H, Guo X, Cui H, Chen J, Li X. Metabolism Difference Is Involved in Mesosulfuron-Methyl Selectivity between Aegilops tauschii and Triticum aestivum. J Agric Food Chem. 2023 Jan 11;71(1):186-196. doi: 10.1021/acs.jafc.2c05809. Epub 2022 Dec 19. PMID: 36534090. 2. Cao J, Zhang Y, Dai G, Cui K, Wu X, Qin F, Xu J, Dong F, Pan X, Zheng Y. The long-acting herbicide mesosulfuron-methyl inhibits soil microbial community assembly mediating nitrogen cycling. J Hazard Mater. 2023 Feb 5;443(Pt B):130293. doi: 10.1016/j.jhazmat.2022.130293. Epub 2022 Oct 31. PMID: 36444049.
In vivo protocol:
TBD
1: Baćmaga M, Borowik A, Kucharski J, Tomkiel M, Wyszkowska J. Microbial and enzymatic activity of soil contaminated with a mixture of diflufenican + mesosulfuron-methyl + iodosulfuron-methyl-sodium. Environ Sci Pollut Res Int. 2015 Jan;22(1):643-56. doi: 10.1007/s11356-014-3395-5. Epub 2014 Aug 7. PubMed PMID: 25096492; PubMed Central PMCID: PMC4284394. 2: Kuk YI, Bugos NR. Cross-resistance profile of mesosulfuron-methyl-resistant Italian ryegrass in the southern United States. Pest Manag Sci. 2007 Apr;63(4):349-57. PubMed PMID: 17315272. 3: S C, B de C. RESISTANCE TO ALS-INHIBITING HERBICIDES IN WEED POPULATIONS FROM BELGIAN WHEAT FIELDS. Commun Agric Appl Biol Sci. 2015;80(2):251-9. PubMed PMID: 27145589. 4: Nuttens A, Chatellier S, Devin S, Guignard C, Lenouvel A, Gross EM. Does nitrate co-pollution affect biological responses of an aquatic plant to two common herbicides? Aquat Toxicol. 2016 Aug;177:355-64. doi: 10.1016/j.aquatox.2016.06.006. Epub 2016 Jun 14. PubMed PMID: 27371928. 5: Xia W, Pan L, Li J, Wang Q, Feng Y, Dong L. Molecular basis of ALS- and/or ACCase-inhibitor resistance in shortawn foxtail (Alopecurus aequalis Sobol.). Pestic Biochem Physiol. 2015 Jul;122:76-80. doi: 10.1016/j.pestbp.2014.12.019. Epub 2014 Dec 23. PubMed PMID: 26071810. 6: Guo W, Yuan G, Liu W, Bi Y, Du L, Zhang C, Li Q, Wang J. Multiple resistance to ACCase and AHAS-inhibiting herbicides in shortawn foxtail (Alopecurus aequalis Sobol.) from China. Pestic Biochem Physiol. 2015 Oct;124:66-72. doi: 10.1016/j.pestbp.2015.04.006. Epub 2015 May 8. PubMed PMID: 26453232. 7: Lazartigues A, Thomas M, Banas D, Brun-Bellut J, Cren-Olivé C, Feidt C. Accumulation and half-lives of 13 pesticides in muscle tissue of freshwater fishes through food exposure. Chemosphere. 2013 Apr;91(4):530-5. doi: 10.1016/j.chemosphere.2012.12.032. Epub 2013 Jan 29. PubMed PMID: 23374295. 8: Moss SR, Hull R, Marshall R. Control of Alopecurus myosuroides (black-grass) resistant to mesosulfuron+iodosulfuron. Commun Agric Appl Biol Sci. 2009;74(2):479-88. PubMed PMID: 20222608. 9: Ghisari M, Long M, Tabbo A, Bonefeld-Jørgensen EC. Effects of currently used pesticides and their mixtures on the function of thyroid hormone and aryl hydrocarbon receptor in cell culture. Toxicol Appl Pharmacol. 2015 May 1;284(3):292-303. doi: 10.1016/j.taap.2015.02.004. Epub 2015 Feb 12. PubMed PMID: 25684042. 10: Bi Y, Liu W, Guo W, Li L, Yuan G, Du L, Wang J. Molecular basis of multiple resistance to ACCase- and ALS-inhibiting herbicides in Alopecurus japonicus from China. Pestic Biochem Physiol. 2016 Jan;126:22-7. doi: 10.1016/j.pestbp.2015.07.002. Epub 2015 Jul 16. PubMed PMID: 26778430. 11: Hull R, Marshall R, Tatnell L, Moss SR. Herbicide-resistance to mesosulfuron + iodosulfuron in Alopecurus myosuroides (black-grass). Commun Agric Appl Biol Sci. 2008;73(4):903-12. PubMed PMID: 19226842. 12: Lazartigues A, Thomas M, Cren-Olivé C, Brun-Bellut J, Le Roux Y, Banas D, Feidt C. Pesticide pressure and fish farming in barrage pond in Northeastern France. Part II: residues of 13 pesticides in water, sediments, edible fish and their relationships. Environ Sci Pollut Res Int. 2013 Jan;20(1):117-25. doi: 10.1007/s11356-012-1167-7. Epub 2012 Sep 8. PubMed PMID: 22961490. 13: Rejczak T, Tuzimski T. Simple, cost-effective and sensitive liquid chromatography diode array detector method for simultaneous determination of eight sulfonylurea herbicides in soya milk samples. J Chromatogr A. 2016 Nov 18;1473:56-65. doi: 10.1016/j.chroma.2016.10.023. Epub 2016 Oct 12. PubMed PMID: 28314393. 14: Kjeldsen LS, Ghisari M, Bonefeld-Jørgensen EC. Currently used pesticides and their mixtures affect the function of sex hormone receptors and aromatase enzyme activity. Toxicol Appl Pharmacol. 2013 Oct 15;272(2):453-64. doi: 10.1016/j.taap.2013.06.028. Epub 2013 Jul 16. PubMed PMID: 23871939. 15: Yuan G, Liu W, Bi Y, Du L, Guo W, Wang J. Molecular basis for resistance to ACCase-inhibiting herbicides in Pseudosclerochloa kengiana populations. Pestic Biochem Physiol. 2015 Mar;119:9-15. doi: 10.1016/j.pestbp.2015.03.004. Epub 2015 Mar 11. PubMed PMID: 25868811. 16: Lazartigues A, Fratta C, Baudot R, Wiest L, Feidt C, Thomas M, Cren-Olivé C. Multiresidue method for the determination of 13 pesticides in three environmental matrices: water, sediments and fish muscle. Talanta. 2011 Sep 15;85(3):1500-7. doi: 10.1016/j.talanta.2011.06.023. Epub 2011 Jun 17. PubMed PMID: 21807215. 17: Li L, Du L, Liu W, Yuan G, Wang J. Target-site mechanism of ACCase-inhibitors resistance in American sloughgrass (Beckmannia syzigachne Steud.) from China. Pestic Biochem Physiol. 2014 Mar;110:57-62. doi: 10.1016/j.pestbp.2014.03.001. Epub 2014 Mar 14. PubMed PMID: 24759052. 18: El-Debs R, Nehmé R, Claude B, Motteau S, Togola A, Berho C, Morin P. Coated capillaries with highly charged polyelectrolytes and carbon nanotubes co-aggregated with sodium dodecyl sulphate for the analysis of sulfonylureas by capillary electrophoresis. J Chromatogr A. 2014 Nov 7;1367:161-6. doi: 10.1016/j.chroma.2014.09.047. Epub 2014 Sep 28. PubMed PMID: 25280874. 19: Xu H, Zhu X, Wang H, Li J, Dong L. Mechanism of resistance to fenoxaprop in Japanese foxtail (Alopecurus japonicus) from China. Pestic Biochem Physiol. 2013 Sep;107(1):25-31. doi: 10.1016/j.pestbp.2013.04.008. Epub 2013 Apr 28. PubMed PMID: 25149231. 20: Lazartigues A, Wiest L, Baudot R, Thomas M, Feidt C, Cren-Olivé C. Multiresidue method to quantify pesticides in fish muscle by QuEChERS-based extraction and LC-MS/MS. Anal Bioanal Chem. 2011 Jun;400(7):2185-93. doi: 10.1007/s00216-011-4945-z. Epub 2011 Apr 12. PubMed PMID: 21484246.