The discovery of Arylex™ active and Rinskor™ active: Two novel auxin herbicides

• Published in: Bioorganic & medicinal chemistry Vol. 24; no. 3; pp. 362 - 371
• Main Authors: Epp, Jeffrey B., Alexander, Anita L., Balko, Terry W., Buysse, Ann M., Brewster, William K., Bryan, Kristy, Daeuble, John F., Fields, Stephen C., Gast, Roger E., Green, Renard A., Irvine, Nicholas M., Lo, William C., Lowe, Christian T., Renga, James M., Richburg, John S., Ruiz, James M., Satchivi, Norbert M., Schmitzer, Paul R., Siddall, Thomas L., Webster, Jeffery D., Weimer, Monte R., Whiteker, Gregory T., Yerkes, Carla N.
• Format: Journal Article
• Language: English
• Published: England Elsevier Ltd 01-02-2016
• Subjects: 6-Aryl-picolinate; Arylex; Drug Discovery; Edible Grain - drug effects; Halauxifen; Halauxifen-methyl; Herbicides - chemical synthesis; Herbicides - chemistry; Herbicides - pharmacology; Indoleacetic Acids - chemical synthesis; Indoleacetic Acids - chemistry; Indoleacetic Acids - pharmacology; Oryza - drug effects; Picloram - analogs & derivatives; Picloram - chemical synthesis; Picloram - chemistry; Picloram - pharmacology; Picolinate; Rinskor; Structure-Activity Relationship; Halauxifen-methyl; Halauxifen; Picolinate; Arylex; Rinskor; 6-Aryl-picolinate
• ISSN: 0968-0896; 1464-3391
• DOI: 10.1016/j.bmc.2015.08.011

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Multiple classes of commercially important auxin herbicides have been discovered since the 1940s including the aryloxyacetates (2,4-D, MCPA, dichlorprop, mecoprop, triclopyr, and fluroxypyr), the benzoates (dicamba), the quinoline-2-carboxylates (quinclorac and quinmerac), the pyrimidine-4-carboxylates (aminocyclopyrachlor), and the pyridine-2-carboxylates (picloram, clopyralid, and aminopyralid). In the last 10 years, two novel pyridine-2-carboxylate (or picolinate) herbicides were discovered at Dow AgroSciences. This paper will describe the structure activity relationship study that led to the discovery of the 6-aryl-picolinate herbicides Arylex™ active (2005) and Rinskor™ active (2010). While Arylex was developed primarily for use in cereal crops and Rinskor is still in development primarily for use in rice crops, both herbicides will also be utilized in additional crops.