 | |
| Names | |
|---|---|
| IUPAC name 2-N-[(1R,2S)-2,6-dimethyl-2,3-dihydro-1H-inden-1-yl]-6-(1-fluoroethyl)-1,3,5-triazine-2,4-diamine[1] | |
| Identifiers | |
3D model (JSmol) | |
| 20920435 | |
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.216.692 |
| UNII | |
| |
| |
| Properties[2] | |
| C16H20FN5 | |
| Molar mass | 301.369 g·mol−1 |
| Density | 1.23 g/mL |
| Melting point | 183 °C (361 °F; 456 K) |
| 2.8 mg/L (20 °C) | |
| logP | 2.8 |
| Hazards | |
| GHS labelling: | |
  | |
| Warning | |
| H373,H410 | |
| P260,P273,P314,P391,P501 | |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Indaziflam is apreemergent herbicide especially for grass control in tree and bush crops.
In 1991, the Japanese companyIdemitsu Kosan filed a patent to 2-amino 6-fluoroalkyltriazine derivatives as herbicides.[3] One of these compounds was subsequently given the ISO common name triaziflam but had limited success as a commercial herbicide.[4][5]Bayer scientists subsequently investigated this area of chemistry and identified indaziflam as having superior properties, which they patented and developed under the code number BCS-AA10717.[6][7] The compound was first registered for use in the USA in 2010.[8][9]
Indaziflam is aninhibitor ofcellulosebiosynthesis. Thismechanism of action was theorized to be responsible for indaziflam's effect in 2009[7] and proven in 2014.[10] Thecellulose biosynthesis inhibitors (CBIs) are identified as Class 29 by theWeed Science Society of America/Herbicide Resistance Action Committee.[11][12]
As of March 2021[update] there are no resistant populations known[13] and none for the broader CBI class (discountingquinclorac).[11][14][15][16][17]
Indaziflam composes all or part of thea.i. of several herbicides fromBayer Environmental Science (now owned by Cinven, aka Envu, per Bayer's and Envu's websites),[18][19] including Rejuvra,[20] the Esplanade[21] line (sometimes mixed withdiquat dibromide andglyphosate isopropylamine),[22] Marengo,[23][24] Specticle,[25][24] andBayer CropScience (the inventor of the ingredient), like Alion.[26]
Indaziflam is approved in the United States forhops,Rubus spp.,Coffea spp., bushberries,tropical crops,drupes/stone fruit, andtree nuts.[27] It is used as apreemergent.[28][27]
