192:
117:
432:
468:
24:
749:
727:
475:
Tribenuron has a broad spectrum of activity on commercially important broadleaf weeds and grasses but at the recommended use rate it is safe to important crops such as wheat. When introduced by DuPont, its recommended application rate was 0.015–0.03 pounds per acre (17–34 g/ha). The estimated
417:
were first disclosed in general terms in one of Levitt's patents and subsequently the ester was subject to further patenting and selected for development under the code name DPX L5300. In the final step of its synthesis, 2-methoxycarbonylbenzenesulfonyl isocyanate was
476:
use in US agriculture is mapped by the US Geological
Service and shows that from 1992 to 2018, up to 120,000 pounds (54,000 kg) were applied each year. The compound is used mainly in wheat but also in pasture.
94:
782:
638:
1284:
405:
worked extensively on sulfonylurea herbicides, following the invention of this class of herbicides by George Levitt which had led to the commercialisation of
999:
Kreiner, Julia M.; Stinchcombe, John R.; Wright, Stephen I. (2018-04-29). "Population
Genomics of Herbicide Resistance: Adaptation via Evolutionary Rescue".
206:
942:
Miller, J.F.; Al-Khatib, Kassim (2004). "Registration of Two
Oilseed Sunflower Genetic Stocks, SURES-1 and SURES-2 Resistant to Tribenuron Herbicide".
747:, Gerald E. Lepone, "Herbicidal ortho-carbomethoxysulfonylureas", issued 1988-04-26, assigned to E. I. du Pont de Nemours and Company
623:
577:
456:
390:
1072:
1970:
1432:
725:, George Levitt, "Agricultural sulfonamides", issued 1983-05-10, assigned to E. I. du Pont de Nemours and Company
1996:
953:
670:
448:
1397:
1001:
532:
653:
358:
149:
170:
1668:
1274:
1010:
820:
684:
332:
1332:
619:
505:
1925:
1269:
1065:
764:
402:
112:
1895:
675:
673:(WSSA) (2014). "Common and Chemical Names of Herbicides Approved by the Weed Science Society of America".
378:
1847:
877:
536:
419:
386:
319:
36:
744:
722:
602:
1292:
890:
824:
452:
809:(1992). "Applications of nuclear analytical techniques in environmental research. Plenary lecture".
1991:
1905:
1870:
1611:
1264:
1058:
187:
60:
1170:
1865:
1322:
1231:
1150:
1038:
977:
704:
1370:
1776:
1756:
1751:
1653:
1241:
1130:
1766:
1442:
1380:
1355:
1145:
1030:
1022:
969:
957:
924:
906:
848:
840:
811:
696:
1827:
1726:
1014:
961:
914:
898:
832:
688:
308:
229:
70:
158:
1582:
1018:
886:
410:
639:"From Pioneering Invention to Sustained Innovation: The Story of Sulfonylurea Herbicides"
191:
116:
894:
828:
581:
560:
1804:
1771:
1718:
1259:
919:
872:
493:
382:
352:
873:"CRISPR technology is revolutionizing the improvement of tomato and other fruit crops"
603:"Weed Science Society of America - Herbicide Site of Action (SOA) Classification List"
1985:
1860:
1855:
1677:
1616:
1525:
1499:
1451:
1302:
1165:
806:
708:
406:
297:
105:
1042:
981:
467:
431:
1965:
1960:
1950:
1812:
1595:
1297:
1206:
1198:
1140:
1135:
1081:
944:
423:
138:
1837:
1832:
1590:
1572:
1552:
1542:
1534:
1459:
1407:
1360:
1195:
1185:
1155:
1120:
23:
692:
1955:
1935:
1915:
1781:
1741:
1643:
1507:
1489:
1474:
1365:
1317:
1312:
1307:
1236:
1216:
1211:
1175:
1105:
902:
509:
266:
1026:
973:
965:
910:
844:
802:
700:
1945:
1920:
1900:
1736:
1658:
1638:
1557:
1484:
1479:
1464:
1345:
1340:
1125:
1085:
524:
444:
1050:
1034:
928:
852:
1910:
1761:
1746:
1731:
1709:
1695:
1648:
1630:
1567:
1562:
1469:
1427:
1412:
1350:
1226:
1180:
1160:
1110:
836:
485:
471:
US Geological Survey estimate of tribenuron methyl use in the USA to 2018
1940:
1930:
1822:
1547:
1251:
1221:
1097:
1093:
520:
287:
125:
1690:
1402:
1115:
351:
Except where otherwise noted, data are given for materials in their
1685:
1389:
466:
414:
93:
83:
422:
with 2-methylamino-4-methoxy-6-methyl-1,3,5-triazine to form the
1817:
1795:
1422:
1417:
528:
1054:
175:
489:
516:
mutants but not the controls, under tribenuron treatment.
871:
Wang, Tian; Zhang, Hongyan; Zhu, Hongliang (2019-06-15).
783:"Estimated Agricultural Use for tribenuron methyl, 2018"
214:
CC1=NC(=NC(=N1)OC)N(C)C(=O)NS(=O)(=O)C2=CC=CC=C2C(=O)OC
572:
570:
582:"Global HRAC MOA Classification Working Group Report"
484:
In a clay-water suspension, tribenuron has increased
1888:
1846:
1803:
1794:
1717:
1708:
1676:
1667:
1629:
1604:
1581:
1533:
1524:
1498:
1450:
1441:
1388:
1379:
1331:
1283:
1250:
1194:
1092:
620:"Herbicide Classification Master: March 11, 2020"
614:
612:
596:
594:
459:has placed it in group 2 (legacy HRAC Group B).
137:
69:
1066:
8:
1800:
1714:
1673:
1530:
1447:
1385:
1073:
1059:
1051:
190:
115:
15:
918:
157:
739:
737:
548:
211:
186:
554:
552:
106:
1019:10.1146/annurev-arplant-042817-040038
624:Herbicide Resistance Action Committee
578:Herbicide Resistance Action Committee
457:Herbicide Resistance Action Committee
391:Herbicide Resistance Action Committee
7:
128:
601:Scott Senseman (3 December 2020).
14:
512:and validated by survival of the
527:cultivars have been produced by
430:
247:
241:
22:
954:Crop Science Society of America
765:"DuPont Tribenuron Methyl 50SG"
671:Weed Science Society of America
559:Pesticide Properties Database.
449:acetolactate synthase inhibitor
355:(at 25 °C , 100 kPa).
1002:Annual Review of Plant Biology
646:Chemical Heritage NewsMagazine
563:. University of Hertfordshire.
259:
253:
235:
1:
40:Methyl 2-sulfamoyl]benzoate
2013:
821:Royal Society of Chemistry
693:10.1614/0043-1745-62.4.679
685:Cambridge University Press
401:In the 1970s, chemists at
393:'s classification scheme.
1805:Photosystem II inhibitors
1719:Photosystem II inhibitors
903:10.1038/s41438-019-0159-x
637:Bhardwaj, Gaurab (2007).
349:
282:White to off-white solid
222:
202:
53:
45:
35:
30:
21:
1678:Photosystem I inhibitors
966:10.2135/cropsci2004.1037
504:A tribenuron-resistance
1997:Sulfonylurea herbicides
314:2483 mg/L (20 °C)
781:US Geological Survey.
626:(HRAC). 11 March 2020.
580:(HRAC) (2 June 2020).
492:and even more so with
472:
451:. For the purposes of
379:sulfonylurea herbicide
878:Horticulture Research
745:US patent 4740234
723:US patent 4383113
537:conventional breeding
508:has been achieved in
470:
387:acetolactate synthase
385:is the inhibition of
837:10.1039/an9921700243
453:herbicide resistance
1906:aminocyclopyrachlor
1871:sulfometuron methyl
895:2019HorR....6...77W
829:1992Ana...117..243S
652:(1). Archived from
561:"Tribenuron-methyl"
309:Solubility in water
274: g·mol
18:
1866:metsulfuron-methyl
1535:Nitrophenyl ethers
473:
409:. Tribenuron (the
359:Infobox references
17:Tribenuron methyl
16:
1979:
1978:
1884:
1883:
1790:
1789:
1704:
1703:
1625:
1624:
1526:Protox inhibitors
1520:
1519:
1516:
1515:
1443:ACCase inhibitors
443:Tribenuron is an
413:) and its methyl
389:, group 2 of the
375:tribenuron-methyl
367:Chemical compound
365:
364:
171:CompTox Dashboard
95:Interactive image
2004:
1801:
1715:
1674:
1583:Pyrimidinediones
1531:
1448:
1386:
1333:Organophosphorus
1075:
1068:
1061:
1052:
1046:
986:
985:
939:
933:
932:
922:
868:
862:
860:
856:
799:
793:
792:
790:
789:
778:
772:
771:
769:
760:
754:
753:
752:
748:
741:
732:
731:
730:
726:
719:
713:
712:
687:(CUP): 679–687.
667:
661:
660:
658:
643:
634:
628:
627:
616:
607:
606:
598:
589:
588:
586:
574:
565:
564:
556:
488:with decreasing
480:Physicochemistry
455:management, the
447:that acts as an
434:
273:
261:
255:
249:
243:
237:
230:Chemical formula
195:
194:
179:
177:
161:
141:
130:
119:
108:
97:
73:
26:
19:
2012:
2011:
2007:
2006:
2005:
2003:
2002:
2001:
1982:
1981:
1980:
1975:
1880:
1842:
1786:
1700:
1663:
1621:
1600:
1577:
1512:
1494:
1437:
1375:
1327:
1293:flurochloridone
1279:
1265:copper arsenate
1246:
1190:
1088:
1079:
998:
995:
993:Further reading
990:
989:
941:
940:
936:
887:Nature Research
870:
869:
865:
858:
807:Steinnes, Eiliv
801:
800:
796:
787:
785:
780:
779:
775:
767:
763:DuPont (2004).
762:
761:
757:
750:
743:
742:
735:
728:
721:
720:
716:
669:
668:
664:
656:
641:
636:
635:
631:
618:
617:
610:
600:
599:
592:
584:
576:
575:
568:
558:
557:
550:
545:
502:
500:Resistant crops
482:
465:
441:
411:carboxylic acid
399:
373:in the form of
368:
361:
356:
341:
311:
271:
258:
252:
246:
240:
232:
218:
215:
210:
209:
198:
180:
173:
164:
144:
131:
100:
87:
76:
63:
49:
41:
12:
11:
5:
2010:
2008:
2000:
1999:
1994:
1984:
1983:
1977:
1976:
1974:
1973:
1968:
1963:
1958:
1953:
1948:
1943:
1938:
1933:
1928:
1923:
1918:
1913:
1908:
1903:
1898:
1892:
1890:
1886:
1885:
1882:
1881:
1879:
1878:
1873:
1868:
1863:
1858:
1852:
1850:
1848:ALS inhibitors
1844:
1843:
1841:
1840:
1835:
1830:
1825:
1820:
1815:
1809:
1807:
1798:
1792:
1791:
1788:
1787:
1785:
1784:
1779:
1774:
1772:terbuthylazine
1769:
1764:
1759:
1754:
1749:
1744:
1739:
1734:
1729:
1723:
1721:
1712:
1706:
1705:
1702:
1701:
1699:
1698:
1693:
1688:
1682:
1680:
1671:
1665:
1664:
1662:
1661:
1656:
1651:
1646:
1641:
1635:
1633:
1627:
1626:
1623:
1622:
1620:
1619:
1614:
1608:
1606:
1602:
1601:
1599:
1598:
1593:
1587:
1585:
1579:
1578:
1576:
1575:
1570:
1565:
1560:
1555:
1550:
1545:
1539:
1537:
1528:
1522:
1521:
1518:
1517:
1514:
1513:
1511:
1510:
1504:
1502:
1500:DIM herbicides
1496:
1495:
1493:
1492:
1487:
1482:
1477:
1472:
1467:
1462:
1456:
1454:
1452:FOP herbicides
1445:
1439:
1438:
1436:
1435:
1430:
1425:
1420:
1415:
1410:
1405:
1400:
1394:
1392:
1383:
1377:
1376:
1374:
1373:
1368:
1363:
1358:
1353:
1348:
1343:
1337:
1335:
1329:
1328:
1326:
1325:
1320:
1315:
1310:
1305:
1300:
1295:
1289:
1287:
1285:HPPD inhbitors
1281:
1280:
1278:
1277:
1272:
1267:
1262:
1260:cacodylic acid
1256:
1254:
1248:
1247:
1245:
1244:
1239:
1234:
1229:
1224:
1219:
1214:
1209:
1203:
1201:
1192:
1191:
1189:
1188:
1183:
1178:
1173:
1168:
1163:
1158:
1153:
1148:
1143:
1138:
1133:
1128:
1123:
1118:
1113:
1108:
1102:
1100:
1090:
1089:
1080:
1078:
1077:
1070:
1063:
1055:
1049:
1048:
1011:Annual Reviews
994:
991:
988:
987:
960:): 1037–1038.
934:
863:
823:(RSC): 243–9.
794:
773:
755:
733:
714:
662:
659:on 2006-11-18.
629:
608:
590:
566:
547:
546:
544:
541:
506:transformation
501:
498:
494:suspended load
481:
478:
464:
461:
440:
439:Mode of action
437:
436:
435:
398:
395:
383:mode of action
366:
363:
362:
357:
353:standard state
350:
347:
346:
343:
339:
329:
328:
325:
316:
315:
312:
307:
304:
303:
300:
294:
293:
290:
284:
283:
280:
276:
275:
269:
263:
262:
256:
250:
244:
238:
233:
228:
225:
224:
220:
219:
217:
216:
213:
205:
204:
203:
200:
199:
197:
196:
183:
181:
169:
166:
165:
163:
162:
154:
152:
146:
145:
143:
142:
134:
132:
124:
121:
120:
110:
102:
101:
99:
98:
90:
88:
81:
78:
77:
75:
74:
66:
64:
59:
56:
55:
51:
50:
47:
43:
42:
39:
33:
32:
28:
27:
13:
10:
9:
6:
4:
3:
2:
2009:
1998:
1995:
1993:
1990:
1989:
1987:
1972:
1969:
1967:
1964:
1962:
1959:
1957:
1954:
1952:
1949:
1947:
1944:
1942:
1939:
1937:
1934:
1932:
1929:
1927:
1924:
1922:
1919:
1917:
1914:
1912:
1909:
1907:
1904:
1902:
1899:
1897:
1894:
1893:
1891:
1887:
1877:
1874:
1872:
1869:
1867:
1864:
1862:
1861:flazasulfuron
1859:
1857:
1856:chlorsulfuron
1854:
1853:
1851:
1849:
1845:
1839:
1836:
1834:
1831:
1829:
1826:
1824:
1821:
1819:
1816:
1814:
1811:
1810:
1808:
1806:
1802:
1799:
1797:
1793:
1783:
1780:
1778:
1775:
1773:
1770:
1768:
1765:
1763:
1760:
1758:
1755:
1753:
1750:
1748:
1745:
1743:
1740:
1738:
1735:
1733:
1730:
1728:
1725:
1724:
1722:
1720:
1716:
1713:
1711:
1707:
1697:
1694:
1692:
1689:
1687:
1684:
1683:
1681:
1679:
1675:
1672:
1670:
1666:
1660:
1657:
1655:
1652:
1650:
1647:
1645:
1642:
1640:
1637:
1636:
1634:
1632:
1628:
1618:
1617:sulfentrazone
1615:
1613:
1612:carfentrazone
1610:
1609:
1607:
1605:Triazolinones
1603:
1597:
1594:
1592:
1589:
1588:
1586:
1584:
1580:
1574:
1571:
1569:
1566:
1564:
1561:
1559:
1556:
1554:
1551:
1549:
1546:
1544:
1541:
1540:
1538:
1536:
1532:
1529:
1527:
1523:
1509:
1506:
1505:
1503:
1501:
1497:
1491:
1488:
1486:
1483:
1481:
1478:
1476:
1473:
1471:
1468:
1466:
1463:
1461:
1458:
1457:
1455:
1453:
1449:
1446:
1444:
1440:
1434:
1431:
1429:
1426:
1424:
1421:
1419:
1416:
1414:
1411:
1409:
1406:
1404:
1401:
1399:
1396:
1395:
1393:
1391:
1387:
1384:
1382:
1378:
1372:
1369:
1367:
1364:
1362:
1359:
1357:
1354:
1352:
1349:
1347:
1344:
1342:
1339:
1338:
1336:
1334:
1330:
1324:
1321:
1319:
1316:
1314:
1311:
1309:
1306:
1304:
1303:leptospermone
1301:
1299:
1296:
1294:
1291:
1290:
1288:
1286:
1282:
1276:
1273:
1271:
1268:
1266:
1263:
1261:
1258:
1257:
1255:
1253:
1249:
1243:
1240:
1238:
1235:
1233:
1230:
1228:
1225:
1223:
1220:
1218:
1215:
1213:
1210:
1208:
1205:
1204:
1202:
1200:
1197:
1193:
1187:
1184:
1182:
1179:
1177:
1174:
1172:
1169:
1167:
1166:pendimethalin
1164:
1162:
1159:
1157:
1154:
1152:
1149:
1147:
1144:
1142:
1139:
1137:
1134:
1132:
1129:
1127:
1124:
1122:
1119:
1117:
1114:
1112:
1109:
1107:
1104:
1103:
1101:
1099:
1095:
1091:
1087:
1083:
1076:
1071:
1069:
1064:
1062:
1057:
1056:
1053:
1047:Supplemental.
1044:
1040:
1036:
1032:
1028:
1024:
1020:
1016:
1012:
1008:
1004:
1003:
997:
996:
992:
983:
979:
975:
971:
967:
963:
959:
955:
951:
947:
946:
938:
935:
930:
926:
921:
916:
912:
908:
904:
900:
896:
892:
888:
884:
880:
879:
874:
867:
864:
854:
850:
846:
842:
838:
834:
830:
826:
822:
818:
814:
813:
808:
804:
798:
795:
784:
777:
774:
766:
759:
756:
746:
740:
738:
734:
724:
718:
715:
710:
706:
702:
698:
694:
690:
686:
682:
678:
677:
672:
666:
663:
655:
651:
647:
640:
633:
630:
625:
621:
615:
613:
609:
604:
597:
595:
591:
583:
579:
573:
571:
567:
562:
555:
553:
549:
542:
540:
538:
534:
530:
526:
522:
517:
515:
511:
507:
499:
497:
495:
491:
487:
479:
477:
469:
462:
460:
458:
454:
450:
446:
438:
433:
429:
428:
427:
425:
421:
416:
412:
408:
407:chlorsulfuron
404:
396:
394:
392:
388:
384:
380:
376:
372:
360:
354:
348:
344:
338:
334:
331:
330:
326:
324:
323:
318:
317:
313:
310:
306:
305:
301:
299:
298:Melting point
296:
295:
291:
289:
286:
285:
281:
278:
277:
270:
268:
265:
264:
234:
231:
227:
226:
221:
212:
208:
201:
193:
189:
188:DTXSID8024101
185:
184:
182:
172:
168:
167:
160:
156:
155:
153:
151:
148:
147:
140:
136:
135:
133:
127:
123:
122:
118:
114:
111:
109:
107:ECHA InfoCard
104:
103:
96:
92:
91:
89:
85:
80:
79:
72:
68:
67:
65:
62:
58:
57:
52:
44:
38:
34:
29:
25:
20:
1966:pyribenzoxim
1961:prosulfocarb
1951:metam sodium
1875:
1813:chlortoluron
1596:saflufenacil
1298:isoxaflutole
1207:aminopyralid
1171:pretilachlor
1141:dimethenamid
1136:diflufenican
1082:Pest control
1006:
1000:
949:
945:Crop Science
943:
937:
882:
876:
866:
816:
810:
797:
786:. Retrieved
776:
758:
717:
680:
676:Weed Science
674:
665:
654:the original
649:
645:
632:
518:
513:
503:
483:
474:
463:Applications
442:
424:sulfonylurea
400:
374:
370:
369:
336:
321:
54:Identifiers
46:Other names
1838:tebuthiuron
1833:monolinuron
1591:butafenacil
1573:oxyfluorfen
1553:fluorodifen
1543:acifluorfen
1460:chlorazifop
1408:dichlorprop
1361:glufosinate
1323:sulcotrione
1232:pyrithiobac
1186:trifluralin
1156:metolachlor
1151:metazachlor
1121:benfluralin
1013:: 611–635.
812:The Analyst
803:Salbu, Brit
279:Appearance
223:Properties
113:100.100.313
71:101200-48-0
1992:Herbicides
1986:Categories
1956:metribuzin
1936:indaziflam
1916:bromoxynil
1876:tribenuron
1782:metamitron
1742:hexazinone
1669:Quaternary
1644:fluroxypyr
1508:sethoxydim
1490:quizalofop
1475:fenoxaprop
1371:piperophos
1366:glyphosate
1318:sethoxydim
1313:nitisinone
1308:mesotrione
1252:Arsenicals
1237:quinclorac
1217:clopyralid
1212:chloramben
1176:propachlor
1106:acetochlor
1086:herbicides
788:2023-01-13
543:References
510:watermelon
426:product.
371:Tribenuron
292:1.46 g/cm
267:Molar mass
159:D0493A985P
82:3D model (
61:CAS Number
37:IUPAC name
1946:methazole
1921:clomazone
1901:aclonifen
1777:terbutryn
1757:propazine
1752:prometryn
1737:cyanazine
1710:Triazines
1686:cyperquat
1659:triclopyr
1654:thiazopyr
1639:dithiopyr
1631:Pyridines
1558:fomesafen
1485:haloxyfop
1480:fluazifop
1465:cyhalofop
1346:bialaphos
1341:bensulide
1242:quinmerac
1131:diethatyl
1126:butachlor
1027:1543-5008
974:0011-183X
911:2052-7276
845:0003-2654
709:198130304
701:0043-1745
525:sunflower
445:herbicide
420:condensed
397:Chemistry
48:DPX L5300
1911:Bentazon
1767:simetryn
1762:simazine
1747:prometon
1732:atrazine
1696:paraquat
1649:imazapyr
1568:nitrofen
1563:lactofen
1470:diclofop
1428:mecoprop
1413:fenoprop
1356:fosamine
1351:ethephon
1227:picloram
1196:Aromatic
1181:propanil
1161:oryzalin
1146:flamprop
1111:alachlor
1098:anilines
1094:Anilides
1043:25489201
1035:29140727
982:85001003
929:31240102
486:sorption
1941:juglone
1931:dinoseb
1828:monuron
1823:linuron
1727:ametryn
1548:bifenox
1433:2,4,5-T
1381:Phenoxy
1222:dicamba
920:6570646
891:Bibcode
853:1580364
825:Bibcode
521:oilseed
333:Acidity
288:Density
126:PubChem
1889:Others
1691:diquat
1403:2,4-DB
1390:Auxins
1116:asulam
1041:
1033:
1025:
980:
972:
927:
917:
909:
889:: 77.
859:
851:
843:
751:
729:
707:
699:
403:DuPont
381:. Its
272:395.39
207:SMILES
139:153909
31:Names
1971:Ziram
1796:Ureas
1398:2,4-D
1199:acids
1039:S2CID
1009:(1).
978:S2CID
958:Wiley
952:(3).
885:(1).
819:(3).
768:(PDF)
705:S2CID
683:(4).
657:(PDF)
642:(PDF)
585:(PDF)
523:type
415:ester
377:is a
345:4.65
327:0.38
84:JSmol
1926:DCBN
1896:3-AT
1818:DCMU
1423:MCPB
1418:MCPA
1275:MSMA
1270:DSMA
1031:PMID
1023:ISSN
970:ISSN
925:PMID
907:ISSN
861:248.
849:PMID
841:ISSN
697:ISSN
529:USDA
519:Two
320:log
302:142
150:UNII
1015:doi
962:doi
915:PMC
899:doi
833:doi
817:117
689:doi
535:by
533:ARS
514:als
176:EPA
129:CID
1988::
1084::
1037:.
1029:.
1021:.
1007:69
1005:.
976:.
968:.
950:44
948:.
923:.
913:.
905:.
897:.
881:.
875:.
857:p.
847:.
839:.
831:.
815:.
805:;
736:^
703:.
695:.
681:62
679:.
650:25
648:.
644:.
622:.
611:^
593:^
569:^
551:^
539:.
496:.
490:pH
342:)
335:(p
245:17
239:15
1096:/
1074:e
1067:t
1060:v
1045:.
1017::
984:.
964::
956:(
931:.
901::
893::
883:6
855:.
835::
827::
791:.
770:.
711:.
691::
605:.
587:.
531:-
340:a
337:K
322:P
260:S
257:6
254:O
251:5
248:N
242:H
236:C
178:)
174:(
86:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
