247:
172:
618:
452:
856:. In addition, its properties mean that it can be applied to soil so emerging weeds take it up and are controlled. Alternatively, spraying after weeds are already present in the crop will also lead to control. This combination of properties has meant that mesotrione achieved widespread use very quickly and reached annual sales of more than $ 400 million by 2011. The product is used at application rates of 75-150 g/ha.
660:
922:, becoming resistant to mesotrione are monitored by manufacturers, regulatory bodies such as the EPA and the Herbicides Resistance Action Committee (HRAC). In some cases, the risks of resistance developing can be reduced by using a mixture of two or more herbicides which each have activity on relevant weeds but with unrelated mechanisms of action. HRAC assigns active ingredients into classes so as to facilitate this.
770:
609:
697:
627:
27:
1308:
1171:
Knudsen, Christopher G.; Lee, David L.; Michaely, William J.; Chin, Hsiao-Ling; Nguyen, Nhan H.; Rusay, Ronald J.; Cromartie, Thomas H.; Gray, Reed; Lake, Byron H.; Fraser, Torquil E. M.; Cartwright, David (2000). "Discovery of the triketone class of HPPD inhibiting herbicides and their relationship
939:
which allows them to distinguish their product from competitor products having the same active ingredient. In many cases, this branding is country and formulation-specific so there can be multiple brand names for a given active ingredient. Mesotrione may be pre-mixed with other herbicides to provide
1135:
Beaudegnies, Renaud; Edmunds, Andrew J.F.; Fraser, Torquil E.M.; Hall, Roger G.; Hawkes, Timothy R.; Mitchell, Glynn; Schaetzer, Juergen; Wendeborn, Sebastian; Wibley, Jane (2009). "Herbicidal 4-hydroxyphenylpyruvate dioxygenase inhibitors—A review of the triketone chemistry story from a
Syngenta
647:
Agrochemicals under the code number ZA1296) because it controls a wide range of broad-leaved weeds that compete with maize and can also suppress some annual grass weeds that may be present in the crop. It achieves this selectivity and lack of damage to the crop owing to its greater potency on the
859:
The estimated annual use of mesotrione in US agriculture is mapped by the US Geological
Service and shows an increasing trend from its introduction in 2001 to 2018, the latest date for which figures are available and now reaching 4,500,000 pounds (2,000,000 kg). As would be expected for a
777:
Mesotrione is a systemic pre- and post-emergence herbicide for the selective contact and residual control of broadleaf weeds in field corn, seed corn, yellow popcorn and sweet corn. Mesotrione possesses a broad spectrum of activity on commercially important broadleaf weeds including
760:
products. These use non-powdery material with reduced or no use of hazardous solvents, for example suspension concentrates. The herbicide is compatible with other compounds that may be mixed by the farmer to extend control to the grass weeds which mesotrione itself does not kill.
952:
in addition to mesotrione. Brand names for mesotrione include
Callisto, Instigate, Meristo, Resicore and Tenacity. Suppliers and brand names in the United States are listed in the National Pesticide Information Retrieval System.
460:
432:
930:
By international convention and in many countries the law, pesticide labels are required to include the common name of the active ingredients. These names are not the exclusive property of the holder of any patent or
879:
of mesotrione is over 5000 mg/kg (rats, oral), which means that it is practically non-toxic by oral ingestion, but it can cause serious eye irritation. First aid information is included with the label. The
643:
The triketone herbicides were found to be effective on a wide range of commercially-important weed species and to have both pre- and post-emergence activity. Mesotrione was chosen for development (by
1268:
Mitchell, Glynn; Bartlett, David W.; Fraser, Torquil E.M.; Hawkes, Tim R.; Holt, David C.; Townson, Jane K.; Wichert, Rex A. (2001). "Mesotrione: A new selective herbicide for use in maize".
1306:, Carter, C.G.; Lee, D.L. & Michaely, W.J. et al., "Certain 2-(2-substituted benzoyl)-1,3-cyclohexanediones", issued 1991-04-09, assigned to ICI Americas Inc
109:
896:
database maintained by the FAO lists the maximum residue limits for mesotrione in various food products, most of which are set at its 0.01 mg/kg limit of detection.
1433:
Report of the Joint
Meeting of the FAO Panel of Experts on Pesticide Residues in Food and the Environment and the WHO Core Assessment Group on Pesticide Residues
1930:
709:
567:
286:
1501:
Kaundun, Shiv S.; Hutchings, Sarah-Jane; Dale, Richard P.; Howell, Anushka; Morris, James A.; Kramer, Vance C.; Shivrain, Vinod K.; McIndoe, Eddie (2017).
935:
and as such they are the easiest way for non-experts to refer to individual chemicals. Companies selling pesticides normally do so using a brand name or
1024:
1189:
1718:
691:
derivative. In a separate step, this is rearranged to mesotrione using a catalytic amount of cyanide ion derived from acetone cyanohydrin.
594:
which had not previously been reported as having biological activity. Extensive work on analogues led to the discovery and development of
715:
551:
1487:
2662:
2616:
2078:
1444:
1411:
885:
261:
2043:
1281:
517:
2657:
676:
488:
204:
568:
4-hydroxyphenylpyruvate dioxygenase inhibitor § History of the discovery of the triketone class of HPPD inhibitors
451:
225:
2314:
1920:
1393:
409:
2637:
1978:
881:
1323:
683:
is first reacted with the acid chloride of 4-(methylsulfonyl)-2-nitrobenzoic acid under conditions in which the
2571:
1915:
1711:
1076:
918:
889:
167:
2642:
2541:
792:
1347:
1055:
2647:
2493:
810:
757:
474:
444:
396:
270:
InChI=1S/C14H13NO7S/c1-23(21,22)8-5-6-9(10(7-8)15(19)20)14(18)13-11(16)3-2-4-12(13)17/h5-7,13H,2-4H2,1H3
39:
1303:
1206:
617:
1938:
1514:
1469:
1431:
822:
780:
720:
680:
578:
546:
49:
480:
2667:
2652:
2551:
2516:
2257:
1910:
1704:
1503:"Mechanism of resistance to mesotrione in an Amaranthus tuberculatus population from Nebraska, USA"
852:
786:
572:
The invention of the triketone class of herbicides had its beginnings in an observation in 1977 of
242:
75:
1816:
2511:
1968:
1877:
1796:
1626:
893:
595:
2016:
2422:
2402:
2397:
2299:
1887:
1776:
554:(HPPD) and is sold under brand names including Callisto and Tenacity. It was first marketed by
2412:
2088:
2026:
2001:
1791:
1670:
1618:
1542:
1450:
1440:
1285:
1185:
1153:
1047:
804:
798:
583:
2473:
2372:
1234:"4-Hydroxyphenylpyruvate dioxygenase (HPPD)-inhibiting herbicides: Past, present, and future"
1662:
1634:
1610:
1532:
1522:
1277:
1245:
1177:
1145:
1110:
1039:
834:
816:
385:
309:
149:
85:
1099:"The occurrence of β-triketones in the steam-volatile oils of myrtaceous Australian plants"
213:
2228:
846:
591:
635:
Chemical structures of leptospermone (left), sulcotrione (middle), and mesotrione (right)
1689:
1575:
1518:
991:
718:(HPPD). It is an extremely potent inhibitor of HPPD in laboratory tests using the plant
246:
171:
129:
2450:
2417:
2364:
1905:
1537:
1502:
840:
659:
511:
2631:
2506:
2501:
2323:
2262:
2171:
2145:
2097:
1948:
1811:
1630:
1598:
905:
828:
737:
688:
653:
587:
541:
374:
160:
1373:
696:
502:
2611:
2606:
2596:
2458:
2241:
1943:
1852:
1844:
1786:
1781:
1727:
1006:
729:
573:
193:
769:
1527:
494:
2483:
2478:
2236:
2218:
2198:
2188:
2180:
2105:
2053:
2006:
1841:
1831:
1801:
1766:
1647:
1594:
1181:
949:
745:
744:
production. Inhibiton of the pathway ultimately leads to bleaching of leaves as
649:
2601:
2581:
2561:
2521:
2427:
2387:
2289:
2153:
2135:
2120:
2011:
1963:
1958:
1882:
1862:
1857:
1821:
1751:
1149:
1098:
1043:
962:
741:
733:
343:
140:
1622:
1454:
2591:
2566:
2546:
2382:
2304:
2284:
2203:
2130:
2125:
2110:
1991:
1986:
1771:
1731:
1638:
932:
861:
656:
and because maize can metabolise the compound in the dione-containing ring.
533:
1696:
1674:
1546:
1289:
1157:
1051:
608:
1614:
2556:
2407:
2392:
2377:
2355:
2341:
2294:
2276:
2213:
2208:
2115:
2073:
2058:
1996:
1872:
1826:
1806:
1756:
1603:
Journal of Crop
Improvement: innovations in practice, theory and research
1351:
1207:"Callisto: a very successful maize herbicide inspired by allelochemistry"
945:
941:
936:
555:
1250:
1233:
904:
Mesotrione is very toxic to aquatic life with long lasting effects. Its
2586:
2576:
2468:
2193:
1897:
1867:
1743:
1739:
626:
364:
180:
26:
1114:
860:
compound used almost exclusively in maize, the heaviest use is in the
2336:
2048:
1761:
644:
1666:
1232:
Jhala, Amit J.; Kumar, Vipan; Yadav, Ramawatar; et al. (2023).
940:
more complete weed control. For example, Acuron is the name used by
675:
The synthesis of mesotrione was first disclosed in patents filed by
540:
crops. It is a synthetic compound inspired by the natural substance
510:
Except where otherwise noted, data are given for materials in their
2331:
1282:
10.1002/1526-4998(200102)57:2<120::AID-PS254>3.0.CO;2-E
2035:
1648:"Rationale for a natural products approach to herbicide discovery"
888:(FAO) joint meeting on pesticide residues has determined that the
773:
US Geological Survey estimate of mesotrione use in the USA to 2018
768:
658:
537:
120:
108:
98:
498:
2463:
2441:
2068:
2063:
873:
684:
1700:
1560:
1646:
Dayan, Franck E.; Owens, Daniel K.; Duke, Stephen O. (2012).
230:
728:
value of about 10 pM. In plants, HPPD is necessary for the
908:
is summarised in the
Pesticide Properties database.
2534:
2492:
2449:
2440:
2363:
2354:
2322:
2313:
2275:
2250:
2227:
2179:
2170:
2144:
2096:
2087:
2034:
2025:
1977:
1929:
1896:
1840:
1738:
892:for mesotrione is 0-0.5 mg/kg bodyweight. The
1174:Allelopathy in Ecological Agriculture and Forestry
756:Mesotrione is made available to end-users only in
687:hydroxyl group of the diketone reacts to form the
1412:"Estimated Agricultural Use for mesotrione, 2018"
1561:"Herbicides Resistance Action Committee website"
916:Reports of individual weed species, for example
192:
586:Company identified the compound responsible as
84:
43:2-(4-mesyl-2-nitrobenzoyl)cyclohexane-1,3-dione
1712:
1263:
1261:
710:4-hydroxyphenylpyruvate dioxygenase inhibitor
294:CS(=O)(=O)c1ccc(c(c1)(=O))C(=O)C2C(=O)CCCC2=O
8:
379:165.3 °C (329.5 °F; 438.4 K)
1693:in the Pesticide Properties DataBase (PPDB)
2446:
2360:
2319:
2176:
2093:
2031:
1719:
1705:
1697:
1387:
1385:
1383:
1367:
1365:
1363:
1361:
245:
170:
148:
18:
1536:
1526:
1249:
1130:
1128:
1126:
1124:
212:
1070:
1068:
944:for a mixture containing bicyclopyrone,
1032:Archives of Biochemistry and Biophysics
975:
291:
266:
241:
1172:to naturally occurring β-triketones".
1018:
1016:
985:
983:
981:
979:
748:is degraded, followed by plant death.
576:weed control near a bottlebrush tree,
161:
16:Chemical compound used as an herbicide
1025:"4-Hydroxyphenylpyruvate dioxygenase"
679:, who had acquired Stauffer in 1987.
273:Key: KPUREKXXPHOJQT-UHFFFAOYSA-N
128:
7:
1138:Bioorganic & Medicinal Chemistry
1576:"Search Federal Pesticide Products"
1439:. 13 April 2015. pp. 229–248.
1410:US Geological Survey (2021-10-12).
1322:Hicks, Jonathan P. (June 6, 1987).
1211:Fourth World Congress on Alleopathy
716:4-hydroxyphenylpyruvate dioxygenase
552:4-hydroxyphenylpyruvate dioxygenase
183:
14:
886:Food and Agriculture Organization
1593:Singh, H. P.; Batish, Daizy R.;
695:
625:
616:
607:
450:
327:
321:
25:
1599:"Allelopathy in Agroecosystems"
990:Pesticide Properties Database.
714:Mesotrione inhibits the enzyme
514:(at 25 °C , 100 kPa).
1324:"Imperial set to buy Stauffer"
1075:Uttley, Nigel (June 3, 2011).
994:. University of Hertfordshire.
544:found in the bottlebrush tree
336:
330:
315:
1:
1374:"Callisto herbicide US label"
1077:"Product Profile: Mesotrione"
359:Yellow to tan coloured solid
1528:10.1371/journal.pone.0180095
1213:. The Regional Institute Ltd
1182:10.1007/978-94-011-4173-4_7
2684:
900:Effects on the environment
707:
565:
2451:Photosystem II inhibitors
2365:Photosystem II inhibitors
1150:10.1016/j.bmc.2009.03.015
1044:10.1016/j.abb.2004.08.015
882:World Health Organization
550:. It inhibits the enzyme
508:
431:
426:
302:
282:
257:
68:
60:
48:
38:
33:
24:
2663:Nitrobenzene derivatives
2324:Photosystem I inhibitors
740:, which is essential to
489:Precautionary statements
1655:Pest Management Science
1270:Pest Management Science
919:Amaranthus tuberculatus
890:acceptable daily intake
648:target enzyme found in
391:1500 mg/L (20 °C)
54:2-cyclohexane-1,3-dione
1097:Hellyer, R.O. (1968).
1023:Moran, GR (Jan 2005).
793:Amaranthus retroflexus
774:
667:
666:, the bottlebrush tree
1615:10.1300/J144V04N02_01
1468:Low, K.; Tasheva, M.
1304:US patent 5006158
1205:Derek Cornes (2005).
1079:. AgriBusiness global
912:Resistance management
811:Digitaria sanguinalis
772:
708:Further information:
662:
1348:"Tenacity Herbicide"
1176:. pp. 101–111.
823:Polygonum persicaria
781:Abutilon theophrasti
721:Arabidopsis thaliana
681:1,3-Cyclohexanedione
664:Callistemon citrinus
579:Callistemon citrinus
547:Callistemon citrinus
50:Preferred IUPAC name
2658:Systemic herbicides
2552:aminocyclopyrachlor
2517:sulfometuron methyl
1519:2017PLoSO..1280095K
1394:"Callisto UK label"
1251:10.1017/wet.2022.79
853:Xanthium strumarium
787:Amaranthus powellii
704:Mechanism of action
534:selective herbicide
386:Solubility in water
351: g·mol
21:
2512:metsulfuron-methyl
2181:Nitrophenyl ethers
1328:The New York Times
1005:PubChem Database.
894:Codex Alimentarius
775:
668:
582:. Chemists at the
518:Infobox references
19:
2625:
2624:
2530:
2529:
2436:
2435:
2350:
2349:
2271:
2270:
2172:Protox inhibitors
2166:
2165:
2162:
2161:
2089:ACCase inhibitors
1191:978-94-010-5817-9
1144:(12): 4134–4152.
1115:10.1071/CH9682825
1109:(11): 2825–2828.
805:Datura stramonium
799:Chenopodium album
584:Stauffer Chemical
526:Chemical compound
524:
523:
475:Hazard statements
226:CompTox Dashboard
110:Interactive image
2675:
2638:Aromatic ketones
2447:
2361:
2320:
2229:Pyrimidinediones
2177:
2094:
2032:
1979:Organophosphorus
1721:
1714:
1707:
1698:
1678:
1652:
1642:
1580:
1579:
1571:
1565:
1564:
1557:
1551:
1550:
1540:
1530:
1498:
1492:
1491:
1483:
1477:
1476:
1474:
1465:
1459:
1458:
1438:
1428:
1422:
1421:
1419:
1418:
1407:
1401:
1400:
1398:
1389:
1378:
1377:
1369:
1356:
1355:
1344:
1338:
1337:
1335:
1334:
1319:
1313:
1312:
1311:
1307:
1300:
1294:
1293:
1265:
1256:
1255:
1253:
1229:
1223:
1222:
1220:
1218:
1202:
1196:
1195:
1168:
1162:
1161:
1132:
1119:
1118:
1094:
1088:
1087:
1085:
1084:
1072:
1063:
1062:
1060:
1054:. Archived from
1029:
1020:
1011:
1010:
1002:
996:
995:
987:
835:Senecio vulgaris
817:Lamium purpureum
699:
629:
620:
611:
598:and mesotrione.
504:
500:
496:
482:
454:
350:
338:
332:
329:
323:
317:
310:Chemical formula
250:
249:
234:
232:
216:
196:
185:
174:
163:
152:
132:
112:
88:
29:
22:
2683:
2682:
2678:
2677:
2676:
2674:
2673:
2672:
2628:
2627:
2626:
2621:
2526:
2488:
2432:
2346:
2309:
2267:
2246:
2223:
2158:
2140:
2083:
2021:
1973:
1939:flurochloridone
1925:
1911:copper arsenate
1892:
1836:
1734:
1725:
1685:
1667:10.1002/ps.2332
1650:
1645:
1592:
1589:
1587:Further reading
1584:
1583:
1573:
1572:
1568:
1559:
1558:
1554:
1513:(6): e0180095.
1500:
1499:
1495:
1485:
1484:
1480:
1472:
1467:
1466:
1462:
1447:
1436:
1430:
1429:
1425:
1416:
1414:
1409:
1408:
1404:
1396:
1391:
1390:
1381:
1371:
1370:
1359:
1346:
1345:
1341:
1332:
1330:
1321:
1320:
1316:
1309:
1302:
1301:
1297:
1267:
1266:
1259:
1238:Weed Technology
1231:
1230:
1226:
1216:
1214:
1204:
1203:
1199:
1192:
1170:
1169:
1165:
1134:
1133:
1122:
1096:
1095:
1091:
1082:
1080:
1074:
1073:
1066:
1058:
1027:
1022:
1021:
1014:
1004:
1003:
999:
989:
988:
977:
972:
959:
928:
914:
902:
877:
870:
847:Stellaria media
767:
754:
727:
712:
706:
673:
639:
638:
637:
636:
632:
631:
630:
622:
621:
613:
612:
592:natural product
570:
564:
536:used mainly in
527:
520:
515:
491:
477:
463:
447:
418:
388:
348:
335:
326:
320:
312:
298:
295:
290:
289:
278:
275:
274:
271:
265:
264:
253:
235:
228:
219:
199:
186:
155:
135:
115:
102:
91:
78:
64:
56:
55:
44:
17:
12:
11:
5:
2681:
2679:
2671:
2670:
2665:
2660:
2655:
2650:
2645:
2640:
2630:
2629:
2623:
2622:
2620:
2619:
2614:
2609:
2604:
2599:
2594:
2589:
2584:
2579:
2574:
2569:
2564:
2559:
2554:
2549:
2544:
2538:
2536:
2532:
2531:
2528:
2527:
2525:
2524:
2519:
2514:
2509:
2504:
2498:
2496:
2494:ALS inhibitors
2490:
2489:
2487:
2486:
2481:
2476:
2471:
2466:
2461:
2455:
2453:
2444:
2438:
2437:
2434:
2433:
2431:
2430:
2425:
2420:
2418:terbuthylazine
2415:
2410:
2405:
2400:
2395:
2390:
2385:
2380:
2375:
2369:
2367:
2358:
2352:
2351:
2348:
2347:
2345:
2344:
2339:
2334:
2328:
2326:
2317:
2311:
2310:
2308:
2307:
2302:
2297:
2292:
2287:
2281:
2279:
2273:
2272:
2269:
2268:
2266:
2265:
2260:
2254:
2252:
2248:
2247:
2245:
2244:
2239:
2233:
2231:
2225:
2224:
2222:
2221:
2216:
2211:
2206:
2201:
2196:
2191:
2185:
2183:
2174:
2168:
2167:
2164:
2163:
2160:
2159:
2157:
2156:
2150:
2148:
2146:DIM herbicides
2142:
2141:
2139:
2138:
2133:
2128:
2123:
2118:
2113:
2108:
2102:
2100:
2098:FOP herbicides
2091:
2085:
2084:
2082:
2081:
2076:
2071:
2066:
2061:
2056:
2051:
2046:
2040:
2038:
2029:
2023:
2022:
2020:
2019:
2014:
2009:
2004:
1999:
1994:
1989:
1983:
1981:
1975:
1974:
1972:
1971:
1966:
1961:
1956:
1951:
1946:
1941:
1935:
1933:
1931:HPPD inhbitors
1927:
1926:
1924:
1923:
1918:
1913:
1908:
1906:cacodylic acid
1902:
1900:
1894:
1893:
1891:
1890:
1885:
1880:
1875:
1870:
1865:
1860:
1855:
1849:
1847:
1838:
1837:
1835:
1834:
1829:
1824:
1819:
1814:
1809:
1804:
1799:
1794:
1789:
1784:
1779:
1774:
1769:
1764:
1759:
1754:
1748:
1746:
1736:
1735:
1726:
1724:
1723:
1716:
1709:
1701:
1695:
1694:
1684:
1683:External links
1681:
1680:
1679:
1661:(4): 519–528.
1643:
1588:
1585:
1582:
1581:
1574:NPIRS Public.
1566:
1552:
1493:
1478:
1460:
1445:
1423:
1402:
1379:
1357:
1339:
1314:
1295:
1276:(2): 120–128.
1257:
1224:
1197:
1190:
1163:
1136:perspective".
1120:
1089:
1064:
1061:on 2014-03-03.
1012:
997:
974:
973:
971:
968:
967:
966:
958:
955:
927:
924:
913:
910:
901:
898:
875:
869:
866:
841:Solanum nigrum
766:
763:
753:
750:
725:
705:
702:
701:
700:
672:
669:
654:monocotyledons
641:
640:
634:
633:
624:
623:
615:
614:
606:
605:
604:
603:
602:
566:Main article:
563:
560:
525:
522:
521:
516:
512:standard state
509:
506:
505:
492:
487:
484:
483:
478:
473:
470:
469:
464:
459:
456:
455:
448:
443:
440:
439:
429:
428:
424:
423:
420:
416:
406:
405:
402:
393:
392:
389:
384:
381:
380:
377:
371:
370:
367:
361:
360:
357:
353:
352:
346:
340:
339:
333:
324:
318:
313:
308:
305:
304:
300:
299:
297:
296:
293:
285:
284:
283:
280:
279:
277:
276:
272:
269:
268:
260:
259:
258:
255:
254:
252:
251:
238:
236:
224:
221:
220:
218:
217:
209:
207:
201:
200:
198:
197:
189:
187:
179:
176:
175:
165:
157:
156:
154:
153:
145:
143:
137:
136:
134:
133:
125:
123:
117:
116:
114:
113:
105:
103:
96:
93:
92:
90:
89:
81:
79:
74:
71:
70:
66:
65:
62:
58:
57:
53:
52:
46:
45:
42:
36:
35:
31:
30:
15:
13:
10:
9:
6:
4:
3:
2:
2680:
2669:
2666:
2664:
2661:
2659:
2656:
2654:
2651:
2649:
2646:
2644:
2643:Benzosulfones
2641:
2639:
2636:
2635:
2633:
2618:
2615:
2613:
2610:
2608:
2605:
2603:
2600:
2598:
2595:
2593:
2590:
2588:
2585:
2583:
2580:
2578:
2575:
2573:
2570:
2568:
2565:
2563:
2560:
2558:
2555:
2553:
2550:
2548:
2545:
2543:
2540:
2539:
2537:
2533:
2523:
2520:
2518:
2515:
2513:
2510:
2508:
2507:flazasulfuron
2505:
2503:
2502:chlorsulfuron
2500:
2499:
2497:
2495:
2491:
2485:
2482:
2480:
2477:
2475:
2472:
2470:
2467:
2465:
2462:
2460:
2457:
2456:
2454:
2452:
2448:
2445:
2443:
2439:
2429:
2426:
2424:
2421:
2419:
2416:
2414:
2411:
2409:
2406:
2404:
2401:
2399:
2396:
2394:
2391:
2389:
2386:
2384:
2381:
2379:
2376:
2374:
2371:
2370:
2368:
2366:
2362:
2359:
2357:
2353:
2343:
2340:
2338:
2335:
2333:
2330:
2329:
2327:
2325:
2321:
2318:
2316:
2312:
2306:
2303:
2301:
2298:
2296:
2293:
2291:
2288:
2286:
2283:
2282:
2280:
2278:
2274:
2264:
2263:sulfentrazone
2261:
2259:
2258:carfentrazone
2256:
2255:
2253:
2251:Triazolinones
2249:
2243:
2240:
2238:
2235:
2234:
2232:
2230:
2226:
2220:
2217:
2215:
2212:
2210:
2207:
2205:
2202:
2200:
2197:
2195:
2192:
2190:
2187:
2186:
2184:
2182:
2178:
2175:
2173:
2169:
2155:
2152:
2151:
2149:
2147:
2143:
2137:
2134:
2132:
2129:
2127:
2124:
2122:
2119:
2117:
2114:
2112:
2109:
2107:
2104:
2103:
2101:
2099:
2095:
2092:
2090:
2086:
2080:
2077:
2075:
2072:
2070:
2067:
2065:
2062:
2060:
2057:
2055:
2052:
2050:
2047:
2045:
2042:
2041:
2039:
2037:
2033:
2030:
2028:
2024:
2018:
2015:
2013:
2010:
2008:
2005:
2003:
2000:
1998:
1995:
1993:
1990:
1988:
1985:
1984:
1982:
1980:
1976:
1970:
1967:
1965:
1962:
1960:
1957:
1955:
1952:
1950:
1949:leptospermone
1947:
1945:
1942:
1940:
1937:
1936:
1934:
1932:
1928:
1922:
1919:
1917:
1914:
1912:
1909:
1907:
1904:
1903:
1901:
1899:
1895:
1889:
1886:
1884:
1881:
1879:
1876:
1874:
1871:
1869:
1866:
1864:
1861:
1859:
1856:
1854:
1851:
1850:
1848:
1846:
1843:
1839:
1833:
1830:
1828:
1825:
1823:
1820:
1818:
1815:
1813:
1812:pendimethalin
1810:
1808:
1805:
1803:
1800:
1798:
1795:
1793:
1790:
1788:
1785:
1783:
1780:
1778:
1775:
1773:
1770:
1768:
1765:
1763:
1760:
1758:
1755:
1753:
1750:
1749:
1747:
1745:
1741:
1737:
1733:
1729:
1722:
1717:
1715:
1710:
1708:
1703:
1702:
1699:
1692:
1691:
1687:
1686:
1682:
1676:
1672:
1668:
1664:
1660:
1656:
1649:
1644:
1640:
1636:
1632:
1628:
1624:
1620:
1616:
1612:
1608:
1604:
1600:
1597:(June 2001).
1596:
1591:
1590:
1586:
1577:
1570:
1567:
1562:
1556:
1553:
1548:
1544:
1539:
1534:
1529:
1524:
1520:
1516:
1512:
1508:
1504:
1497:
1494:
1489:
1482:
1479:
1471:
1464:
1461:
1456:
1452:
1448:
1446:9789251086681
1442:
1435:
1434:
1427:
1424:
1413:
1406:
1403:
1395:
1392:Syngenta UK.
1388:
1386:
1384:
1380:
1375:
1372:Syngenta US.
1368:
1366:
1364:
1362:
1358:
1353:
1349:
1343:
1340:
1329:
1325:
1318:
1315:
1305:
1299:
1296:
1291:
1287:
1283:
1279:
1275:
1271:
1264:
1262:
1258:
1252:
1247:
1243:
1239:
1235:
1228:
1225:
1212:
1208:
1201:
1198:
1193:
1187:
1183:
1179:
1175:
1167:
1164:
1159:
1155:
1151:
1147:
1143:
1139:
1131:
1129:
1127:
1125:
1121:
1116:
1112:
1108:
1104:
1103:Aust. J. Chem
1100:
1093:
1090:
1078:
1071:
1069:
1065:
1057:
1053:
1049:
1045:
1041:
1038:(1): 117–28.
1037:
1033:
1026:
1019:
1017:
1013:
1008:
1001:
998:
993:
986:
984:
982:
980:
976:
969:
964:
961:
960:
956:
954:
951:
950:S-metolachlor
947:
943:
938:
934:
925:
923:
921:
920:
911:
909:
907:
906:ecotoxicology
899:
897:
895:
891:
887:
883:
878:
867:
865:
863:
857:
855:
854:
849:
848:
843:
842:
837:
836:
831:
830:
829:Rumex crispus
825:
824:
819:
818:
813:
812:
807:
806:
801:
800:
795:
794:
789:
788:
783:
782:
771:
764:
762:
759:
751:
749:
747:
743:
739:
738:plastoquinone
735:
731:
723:
722:
717:
711:
703:
698:
694:
693:
692:
690:
686:
682:
678:
670:
665:
661:
657:
655:
651:
646:
628:
619:
610:
601:
600:
599:
597:
593:
589:
588:leptospermone
585:
581:
580:
575:
569:
561:
559:
557:
553:
549:
548:
543:
542:leptospermone
539:
535:
531:
519:
513:
507:
493:
490:
486:
485:
479:
476:
472:
471:
468:
465:
462:
458:
457:
453:
449:
446:
442:
441:
437:
435:
430:
425:
421:
415:
411:
408:
407:
403:
401:
400:
395:
394:
390:
387:
383:
382:
378:
376:
375:Melting point
373:
372:
368:
366:
363:
362:
358:
355:
354:
347:
345:
342:
341:
314:
311:
307:
306:
301:
292:
288:
281:
267:
263:
256:
248:
244:
243:DTXSID7032424
240:
239:
237:
227:
223:
222:
215:
211:
210:
208:
206:
203:
202:
195:
191:
190:
188:
182:
178:
177:
173:
169:
166:
164:
162:ECHA InfoCard
159:
158:
151:
147:
146:
144:
142:
139:
138:
131:
127:
126:
124:
122:
119:
118:
111:
107:
106:
104:
100:
95:
94:
87:
83:
82:
80:
77:
73:
72:
67:
59:
51:
47:
41:
37:
32:
28:
23:
2648:Cyclohexanes
2612:pyribenzoxim
2607:prosulfocarb
2597:metam sodium
2459:chlortoluron
2242:saflufenacil
1953:
1944:isoxaflutole
1853:aminopyralid
1817:pretilachlor
1787:dimethenamid
1782:diflufenican
1728:Pest control
1688:
1658:
1654:
1606:
1602:
1595:Kohli, R. K.
1569:
1555:
1510:
1506:
1496:
1488:"Mesotrione"
1481:
1470:"Mesotrione"
1463:
1432:
1426:
1415:. Retrieved
1405:
1342:
1331:. Retrieved
1327:
1317:
1298:
1273:
1269:
1241:
1237:
1227:
1215:. Retrieved
1210:
1200:
1173:
1166:
1141:
1137:
1106:
1102:
1092:
1081:. Retrieved
1056:the original
1035:
1031:
1007:"Mesotrione"
1000:
992:"Mesotrione"
929:
917:
915:
903:
871:
868:Human safety
858:
851:
845:
839:
833:
827:
821:
815:
809:
803:
797:
791:
785:
779:
776:
755:
752:Formulations
730:biosynthesis
719:
713:
674:
663:
650:dicotyledons
642:
577:
574:allelopathic
571:
545:
529:
528:
466:
433:
413:
398:
69:Identifiers
61:Other names
2484:tebuthiuron
2479:monolinuron
2237:butafenacil
2219:oxyfluorfen
2199:fluorodifen
2189:acifluorfen
2106:chlorazifop
2054:dichlorprop
2007:glufosinate
1969:sulcotrione
1878:pyrithiobac
1832:trifluralin
1802:metolachlor
1797:metazachlor
1767:benfluralin
1609:(2): 1–41.
1486:FAO / WHO.
746:chlorophyll
734:tocopherols
689:benzoylated
596:sulcotrione
461:Signal word
356:Appearance
303:Properties
168:100.111.661
130:CHEBI:38321
86:104206-82-8
20:Mesotrione
2668:Triketones
2653:Herbicides
2632:Categories
2602:metribuzin
2582:indaziflam
2562:bromoxynil
2522:tribenuron
2428:metamitron
2388:hexazinone
2315:Quaternary
2290:fluroxypyr
2154:sethoxydim
2136:quizalofop
2121:fenoxaprop
2017:piperophos
2012:glyphosate
1964:sethoxydim
1959:nitisinone
1954:mesotrione
1898:Arsenicals
1883:quinclorac
1863:clopyralid
1858:chloramben
1822:propachlor
1752:acetochlor
1732:herbicides
1690:Mesotrione
1639:Q111370060
1417:2022-01-17
1333:2020-03-28
1083:2020-03-28
970:References
963:Nitisinone
884:(WHO) and
758:formulated
742:carotenoid
724:, with a K
590:, a known
530:Mesotrione
445:Pictograms
369:1.49 g/cm
344:Molar mass
214:48TR68G21T
141:ChemSpider
97:3D model (
76:CAS Number
40:IUPAC name
2592:methazole
2567:clomazone
2547:aclonifen
2423:terbutryn
2403:propazine
2398:prometryn
2383:cyanazine
2356:Triazines
2332:cyperquat
2305:triclopyr
2300:thiazopyr
2285:dithiopyr
2277:Pyridines
2204:fomesafen
2131:haloxyfop
2126:fluazifop
2111:cyhalofop
1992:bialaphos
1987:bensulide
1888:quinmerac
1777:diethatyl
1772:butachlor
1631:129756850
1623:1092-678X
1455:0259-2517
1217:March 28,
965:(orfadin)
933:trademark
862:corn belt
671:Synthesis
558:in 2001.
436:labelling
2557:Bentazon
2413:simetryn
2408:simazine
2393:prometon
2378:atrazine
2342:paraquat
2295:imazapyr
2214:nitrofen
2209:lactofen
2116:diclofop
2074:mecoprop
2059:fenoprop
2002:fosamine
1997:ethephon
1873:picloram
1842:Aromatic
1827:propanil
1807:oryzalin
1792:flamprop
1757:alachlor
1744:anilines
1740:Anilides
1675:22232033
1635:Wikidata
1547:28662111
1507:PLOS ONE
1352:Syngenta
1290:11455642
1244:: 1–14.
1158:19349184
1052:15581571
957:See also
946:atrazine
942:Syngenta
937:wordmark
556:Syngenta
427:Hazards
2587:juglone
2577:dinoseb
2474:monuron
2469:linuron
2373:ametryn
2194:bifenox
2079:2,4,5-T
2027:Phenoxy
1868:dicamba
1538:5491128
1515:Bibcode
736:and of
562:History
467:Warning
410:Acidity
365:Density
181:PubChem
2535:Others
2337:diquat
2049:2,4-DB
2036:Auxins
1762:asulam
1673:
1637:
1629:
1621:
1545:
1535:
1453:
1443:
1310:
1288:
1188:
1156:
1050:
926:Brands
685:enolic
645:Zeneca
349:339.32
287:SMILES
194:175967
150:153301
63:ZA1296
34:Names
2617:Ziram
2442:Ureas
2044:2,4-D
1845:acids
1651:(PDF)
1627:S2CID
1473:(pdf)
1437:(pdf)
1397:(PDF)
1059:(PDF)
1028:(PDF)
765:Usage
652:than
538:maize
532:is a
422:3.12
404:0.11
262:InChI
121:ChEBI
99:JSmol
2572:DCBN
2542:3-AT
2464:DCMU
2069:MCPB
2064:MCPA
1921:MSMA
1916:DSMA
1671:PMID
1619:ISSN
1543:PMID
1451:ISSN
1441:ISBN
1286:PMID
1219:2020
1186:ISBN
1154:PMID
1048:PMID
948:and
872:The
850:and
503:P501
499:P391
495:P273
481:H410
397:log
205:UNII
1663:doi
1611:doi
1533:PMC
1523:doi
1278:doi
1246:doi
1178:doi
1146:doi
1111:doi
1040:doi
1036:433
732:of
677:ICI
434:GHS
231:EPA
184:CID
2634::
1730::
1669:.
1659:68
1657:.
1653:.
1633:.
1625:.
1617:.
1605:.
1601:.
1541:.
1531:.
1521:.
1511:12
1509:.
1505:.
1449:.
1382:^
1360:^
1350:.
1326:.
1284:.
1274:57
1272:.
1260:^
1242:37
1240:.
1236:.
1209:.
1184:.
1152:.
1142:17
1140:.
1123:^
1107:21
1105:.
1101:.
1067:^
1046:.
1034:.
1030:.
1015:^
978:^
876:50
874:LD
864:.
844:,
838:,
832:,
826:,
820:,
814:,
808:,
802:,
796:,
790:,
784:,
501:,
497:,
438::
419:)
412:(p
325:13
319:14
1742:/
1720:e
1713:t
1706:v
1677:.
1665::
1641:.
1613::
1607:4
1578:.
1563:.
1549:.
1525::
1517::
1490:.
1475:.
1457:.
1420:.
1399:.
1376:.
1354:.
1336:.
1292:.
1280::
1254:.
1248::
1221:.
1194:.
1180::
1160:.
1148::
1117:.
1113::
1086:.
1042::
1009:.
726:i
417:a
414:K
399:P
337:S
334:7
331:O
328:N
322:H
316:C
233:)
229:(
101:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
