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| IUPACName = Methyl 2-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-methylcarbamoyl]sulfamoyl]benzoate
| IUPACName = Methyl 2-<nowiki>[[</nowiki>(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-methylcarbamoyl]sulfamoyl]benzoate
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Revision as of 21:23, 12 July 2021

Tribenuron methyl
Names
IUPAC name
Methyl 2-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-methylcarbamoyl]sulfamoyl]benzoate
Identifiers
3D model (JSmol)
ECHA InfoCard 100.100.313 Edit this at Wikidata
  • CC1=NC(=NC(=N1)OC)N(C)C(=O)NS(=O)(=O)C2=CC=CC=C2C(=O)OC
Properties
C15H17N5O6S
Molar mass 395.39 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tribenuron in the form of tribenuron-methyl is a sulfonylurea herbicide.[1] As such it is in WSSA/new HRAC group 2, and legacy HRAC group B, and its mode of action is the inhibition of acetolactate synthase.[2][3]

Chemistry

Formula: 2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)methylamino]carbonyl]amino]sulfonyl]benzoic acid[4] It is a sulfonylurea.

Physicochemistry

In a clay-water suspension, tribenuron has increased sorption with decreasing pH and even moreso with suspended load.[5]

Resistant crops

A tribenuron-resistance transformation has been achieved in watermelon and validated by survival of the als mutants but not the controls, under tribenuron treatment.[6]

Two oilseed type sunflower cultivars have been produced by USDA-ARS by conventional breeding.[7]

References

  1. ^ Herbicide Resistance Action Committee (HRAC) (2 June 2020). "Global HRAC MOA Classification Working Group Report" (PDF).
  2. ^ Scott Senseman (3 December 2020). "Weed Science Society of America - Herbicide Site of Action (SOA) Classification List".
  3. ^ "HERBICIDE CLASSIFICATION MASTER MARCH 11 2020". Herbicide Resistance Action Committee (HRAC). 11 March 2020.
  4. ^ Weed Science Society of America (WSSA) (2014). "Common and Chemical Names of Herbicides Approved by the Weed Science Society of America". Weed Science. 62 (4). Cambridge University Press (CUP): 679–687. doi:10.1614/0043-1745-62.4.679. ISSN 0043-1745. S2CID 198130304.
  5. ^ Salbu, Brit; ([no] [sv] ORCID); Steinnes, Eiliv; ([no] ORCID) (1992). "Applications of nuclear analytical techniques in environmental research. Plenary lecture". The Analyst. 117 (3). Royal Society of Chemistry (RSC): 243–9. doi:10.1039/an9921700243. ISSN 0003-2654. {{cite journal}}: Check |author2= value (help); Check |author4= value (help); External link in |author2= and |author4= (help)CS1 maint: multiple names: authors list (link) CS1 maint: numeric names: authors list (link) p. 248.
  6. ^ Wang, Tian; Zhang, Hongyan; Zhu, Hongliang; (ORCID) (2019-06-15). "CRISPR technology is revolutionizing the improvement of tomato and other fruit crops". Horticulture Research. 6 (1). Nature Research: 1–13. doi:10.1038/s41438-019-0159-x. ISSN 2052-7276. {{cite journal}}: External link in |author4= (help)CS1 maint: multiple names: authors list (link) CS1 maint: numeric names: authors list (link)
  7. ^ Miller, J.F.; Al‐Khatib, Kassim; (ORCID Scholar) (2004). "Registration of Two Oilseed Sunflower Genetic Stocks, SURES‐1 and SURES‐2 Resistant to Tribenuron Herbicide". Crop Science. 44 (3). Crop Science Society of America (Wiley): 1037–1038. doi:10.2135/cropsci2004.1037. ISSN 0011-183X. S2CID 85001003. {{cite journal}}: |author3= has generic name (help); External link in |author3= (help)CS1 maint: multiple names: authors list (link) CS1 maint: numeric names: authors list (link)

Further reading