24:
286:
191:
526:
585:
Human health effects from acetochlor at low environmental doses or at biomonitored levels from low environmental exposures are unknown. A case of poisoning with extremely swollen genitals as a symptom was reported after contact.
639:
Arregui, M.; Sánchez, D.; Althaus, R.; Scotta, R.; Bertolaccini, I. (2010). "Assessing the risk of pesticide environmental impact in several
Argentinian cropping systems with a fuzzy expert indicator".
537:
In the United States, acetochlor was registered by the EPA as a direct substitute for many herbicides of known concern. The EPA imposed several restrictions and conditions on the use of acetochlor.
548:) at 5 litres / hectare (1835g / hectare of a.i.) It is the main active ingredient in Acenit, Keystone, Guardian, Harness, Relay, Sacemid, Surpass, Top-Hand, Trophy and Winner.
579:, can cause nasal turbinate tumors via the generation of a common tissue reactive metabolite that leads to cytotoxicity and regenerative proliferation in the nasal epithelium.
1233:
826:
335:
23:
1021:
947:"Effects of exposure to acetochlor on the expression of thyroid hormone related genes in larval and adult rare minnow (Gobiocypris rarus)"
1919:
1381:
300:
779:"A Rapid, Physiologic Protocol for Testing Transcriptional Effects of Thyroid-Disrupting Agents in Premetamorphic Xenopus Tadpoles"
1346:
686:
108:
1955:
462:
497:
243:
264:
830:
1617:
1223:
1281:
994:
1945:
1874:
1218:
1014:
627:
903:"A multiphasic characterization of the impact of the herbicide acetochlor on freshwater bacterial communities"
705:
186:
1844:
148:
540:
It is approved for pre-emergence application or for pre-planting application with soil incorporation, in
1960:
1796:
513:
525:
752:
1241:
36:
594:
In the United States, acetochlor is the third most frequently detected herbicide in natural waters.
1940:
1854:
1819:
1560:
1213:
1007:
597:
Acetochlor can accelerate metamorphosis in amphibians. It can also affect the development of fish.
281:
74:
1119:
1814:
1271:
1180:
1099:
1319:
1725:
1705:
1700:
1602:
1190:
1079:
489:. It is a member of the class of herbicides known as chloroacetanilides. Its mode of action is
1715:
1391:
1329:
1304:
1094:
966:
924:
883:
808:
682:
657:
1776:
1675:
958:
914:
873:
865:
798:
790:
676:
649:
493:
482:
428:
358:
309:
InChI=1S/C14H20ClNO2/c1-4-12-8-6-7-11(3)14(12)16(10-18-5-2)13(17)9-15/h6-8H,4-5,9-10H2,1-3H3
628:
Cornell
University Extension Toxicology Network Pesticide Information Profile on Acetochlor
520:
which is treated with chloromethyl ethyl ether and sodium hydroxide to form the herbicide.
319:
InChI=1/C14H20ClNO2/c1-4-12-8-6-7-11(3)14(12)16(10-18-5-2)13(17)9-15/h6-8H,4-5,9-10H2,1-3H3
252:
84:
1950:
1531:
168:
285:
190:
1753:
1720:
1667:
1208:
987:
878:
853:
803:
778:
456:
128:
512:
Acetochlor is manufactured in two steps from 2-ethyl-6-methylaniline. A reaction with
1934:
1809:
1804:
1626:
1565:
1474:
1448:
1400:
1251:
1114:
417:
179:
1914:
1909:
1899:
1761:
1544:
1246:
1155:
1147:
1089:
1084:
1030:
962:
232:
1786:
1781:
1539:
1521:
1501:
1491:
1483:
1408:
1356:
1309:
1144:
1134:
1104:
1069:
606:
501:
444:
869:
1904:
1884:
1864:
1824:
1730:
1690:
1592:
1456:
1438:
1423:
1314:
1266:
1261:
1256:
1185:
1165:
1160:
1124:
572:
392:
159:
1894:
1869:
1849:
1685:
1607:
1587:
1506:
1433:
1428:
1413:
1294:
1289:
1074:
1034:
946:
478:
999:
970:
928:
887:
812:
777:
Turque, N.; Palmier, K.; Le Mével, S.; Alliot, C.; Demeneix, B. A. (2005).
661:
919:
902:
1859:
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1680:
1658:
1644:
1597:
1579:
1516:
1511:
1418:
1376:
1361:
1299:
1175:
1129:
1109:
1059:
576:
560:
490:
1889:
1879:
1771:
1496:
1200:
1170:
1046:
1042:
854:"Acetochlor poisoning presenting as acute genital edema: A case report"
517:
405:
219:
1639:
1351:
1064:
794:
486:
139:
727:
653:
455:
Except where otherwise noted, data are given for materials in their
1634:
207:
1338:
556:
545:
541:
119:
107:
97:
1766:
1744:
1371:
1366:
552:
198:
1003:
852:
Tian, Runhui; Liu, Lingyun; Liang, Zuowen; Guo, Kaimin (2019).
504:
pathway. It carries high risks of environmental contamination.
827:"National Report on Human Exposure to Environmental Chemicals"
269:
995:
U.S. Environmental
Protection Agency article on Acetochlor
753:"Cumulative Risk Assessment for the Chloroacetanilides"
945:
Li, W.; Zha, J.; Li, Z.; Yang, L.; Wang, Z. (2009).
1837:
1795:
1752:
1743:
1666:
1657:
1625:
1616:
1578:
1553:
1530:
1482:
1473:
1447:
1399:
1390:
1337:
1328:
1280:
1232:
1199:
1143:
1041:
571:Acetochlor has been classified as a probable human
559:, and is particularly useful as a replacement for
449:> 100 °C (212 °F; 373 K)
231:
83:
1015:
422:< 0 °C (32 °F; 273 K)
8:
991:in the Pesticide Properties DataBase (PPDB)
1749:
1663:
1622:
1479:
1396:
1334:
1022:
1008:
1000:
901:Foley, M.; Sigler, V.; Gruden, C. (2008).
623:
621:
284:
189:
167:
15:
918:
877:
802:
251:
500:(GGPP) cyclization enzymes, part of the
940:
938:
829:. CDC. 11 February 2010. Archived from
617:
340:
305:
280:
180:
700:
698:
675:Unger, Thomas A. (31 December 1996).
563:in the case of some important weeds.
312:Key: VTNQPKFIQCLBDU-UHFFFAOYSA-N
147:
127:
7:
322:Key: VTNQPKFIQCLBDU-UHFFFAOYAJ
222:
206:
49:-(2-ethyl-6-methylphenyl)acetamide
14:
783:Environmental Health Perspectives
524:
379:
376:
370:
22:
459:(at 25 °C , 100 kPa).
382:
364:
1:
963:10.1016/j.aquatox.2009.06.002
681:. William Andrew. p. 7.
678:Pesticide Synthesis Handbook
498:geranylgeranyl pyrophosphate
343:ClCC(=O)N(c1c(cccc1CC)C)COCC
582:It is a thyroid disruptor.
1977:
870:10.1016/j.eucr.2018.10.014
1754:Photosystem II inhibitors
1668:Photosystem II inhibitors
453:
438:
351:
331:
296:
67:
55:
35:
30:
21:
1627:Photosystem I inhibitors
642:Pest Management Science
551:It is used to control
920:10.1038/ismej.2007.99
514:chloroacetyl chloride
1956:Endocrine disruptors
858:Urology Case Reports
496:, and inhibition of
37:Preferred IUPAC name
1855:aminocyclopyrachlor
1820:sulfometuron methyl
732:agriculture.gouv.fr
429:Solubility in water
400: g·mol
18:
1815:metsulfuron-methyl
1484:Nitrophenyl ethers
951:Aquatic Toxicology
463:Infobox references
16:
1928:
1927:
1833:
1832:
1739:
1738:
1653:
1652:
1574:
1573:
1475:Protox inhibitors
1469:
1468:
1465:
1464:
1392:ACCase inhibitors
789:(11): 1588–1593.
758:. EPA. 2006-03-29
575:. Acetochlor, as
471:Chemical compound
469:
468:
265:CompTox Dashboard
109:Interactive image
1968:
1750:
1664:
1623:
1532:Pyrimidinediones
1480:
1397:
1335:
1282:Organophosphorus
1024:
1017:
1010:
1001:
975:
974:
942:
933:
932:
922:
907:The ISME Journal
898:
892:
891:
881:
849:
843:
842:
840:
838:
823:
817:
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806:
795:10.1289/ehp.7992
774:
768:
767:
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757:
749:
743:
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738:
724:
718:
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715:
713:
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693:
692:
672:
666:
665:
636:
630:
625:
590:Ecologic effects
528:
483:Monsanto Company
399:
384:
381:
378:
372:
366:
359:Chemical formula
289:
288:
273:
271:
255:
235:
224:
210:
193:
182:
171:
151:
131:
111:
87:
45:-(ethoxymethyl)-
26:
19:
1976:
1975:
1971:
1970:
1969:
1967:
1966:
1965:
1946:Organochlorides
1931:
1930:
1929:
1924:
1829:
1791:
1735:
1649:
1612:
1570:
1549:
1526:
1461:
1443:
1386:
1324:
1276:
1242:flurochloridone
1228:
1214:copper arsenate
1195:
1139:
1037:
1028:
983:
978:
944:
943:
936:
900:
899:
895:
851:
850:
846:
836:
834:
825:
824:
820:
776:
775:
771:
761:
759:
755:
751:
750:
746:
736:
734:
726:
725:
721:
711:
709:
704:
703:
696:
689:
674:
673:
669:
654:10.1002/ps.1935
638:
637:
633:
626:
619:
615:
603:
592:
569:
535:
510:
472:
465:
460:
431:
412:1.136 at 20 °C
411:
397:
387:
375:
369:
361:
347:
344:
339:
338:
327:
324:
323:
320:
314:
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292:
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174:
154:
134:
114:
101:
90:
77:
63:
61:
59:
51:
50:
12:
11:
5:
1974:
1972:
1964:
1963:
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1953:
1948:
1943:
1933:
1932:
1926:
1925:
1923:
1922:
1917:
1912:
1907:
1902:
1897:
1892:
1887:
1882:
1877:
1872:
1867:
1862:
1857:
1852:
1847:
1841:
1839:
1835:
1834:
1831:
1830:
1828:
1827:
1822:
1817:
1812:
1807:
1801:
1799:
1797:ALS inhibitors
1793:
1792:
1790:
1789:
1784:
1779:
1774:
1769:
1764:
1758:
1756:
1747:
1741:
1740:
1737:
1736:
1734:
1733:
1728:
1723:
1721:terbuthylazine
1718:
1713:
1708:
1703:
1698:
1693:
1688:
1683:
1678:
1672:
1670:
1661:
1655:
1654:
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1642:
1637:
1631:
1629:
1620:
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1600:
1595:
1590:
1584:
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1576:
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1563:
1557:
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1528:
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1525:
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1519:
1514:
1509:
1504:
1499:
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1488:
1486:
1477:
1471:
1470:
1467:
1466:
1463:
1462:
1460:
1459:
1453:
1451:
1449:DIM herbicides
1445:
1444:
1442:
1441:
1436:
1431:
1426:
1421:
1416:
1411:
1405:
1403:
1401:FOP herbicides
1394:
1388:
1387:
1385:
1384:
1379:
1374:
1369:
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1359:
1354:
1349:
1343:
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1307:
1302:
1297:
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1278:
1277:
1275:
1274:
1269:
1264:
1259:
1254:
1249:
1244:
1238:
1236:
1234:HPPD inhbitors
1230:
1229:
1227:
1226:
1221:
1216:
1211:
1209:cacodylic acid
1205:
1203:
1197:
1196:
1194:
1193:
1188:
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1178:
1173:
1168:
1163:
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1087:
1082:
1077:
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1067:
1062:
1057:
1051:
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1039:
1038:
1029:
1027:
1026:
1019:
1012:
1004:
998:
997:
992:
982:
981:External links
979:
977:
976:
934:
893:
844:
833:on 5 June 2011
818:
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694:
687:
667:
648:(7): 736–740.
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591:
588:
568:
565:
534:
531:
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461:
457:standard state
454:
451:
450:
447:
441:
440:
436:
435:
432:
427:
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420:
414:
413:
410:1.100 at 30 °C
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1813:
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1810:flazasulfuron
1808:
1806:
1805:chlorsulfuron
1803:
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1577:
1567:
1566:sulfentrazone
1564:
1562:
1561:carfentrazone
1559:
1558:
1556:
1554:Triazolinones
1552:
1546:
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1252:leptospermone
1250:
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1146:
1142:
1136:
1133:
1131:
1128:
1126:
1123:
1121:
1118:
1116:
1115:pendimethalin
1113:
1111:
1108:
1106:
1103:
1101:
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1961:Acetanilides
1915:pyribenzoxim
1910:prosulfocarb
1900:metam sodium
1762:chlortoluron
1545:saflufenacil
1247:isoxaflutole
1156:aminopyralid
1120:pretilachlor
1090:dimethenamid
1085:diflufenican
1054:
1031:Pest control
986:
957:(2): 87–93.
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706:"Acetochlor"
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68:Identifiers
56:Other names
46:
42:
1787:tebuthiuron
1782:monolinuron
1540:butafenacil
1522:oxyfluorfen
1502:fluorodifen
1492:acifluorfen
1409:chlorazifop
1357:dichlorprop
1310:glufosinate
1272:sulcotrione
1181:pyrithiobac
1135:trifluralin
1105:metolachlor
1100:metazachlor
1070:benfluralin
607:Metolachlor
508:Manufacture
502:gibberellin
445:Flash point
352:Properties
187:100.047.166
17:Acetochlor
1941:Herbicides
1935:Categories
1905:metribuzin
1885:indaziflam
1865:bromoxynil
1825:tribenuron
1731:metamitron
1691:hexazinone
1618:Quaternary
1593:fluroxypyr
1457:sethoxydim
1439:quizalofop
1424:fenoxaprop
1320:piperophos
1315:glyphosate
1267:sethoxydim
1262:nitisinone
1257:mesotrione
1201:Arsenicals
1186:quinclorac
1166:clopyralid
1161:chloramben
1125:propachlor
1055:acetochlor
1035:herbicides
988:Acetochlor
688:0815514018
613:References
573:carcinogen
494:inhibition
475:Acetochlor
393:Molar mass
253:8L08WMO94K
160:ChemSpider
129:CHEBI:2394
96:3D model (
85:34256-82-1
75:CAS Number
58:Azetochlor
1895:methazole
1870:clomazone
1850:aclonifen
1726:terbutryn
1706:propazine
1701:prometryn
1686:cyanazine
1659:Triazines
1635:cyperquat
1608:triclopyr
1603:thiazopyr
1588:dithiopyr
1580:Pyridines
1507:fomesafen
1434:haloxyfop
1429:fluazifop
1414:cyhalofop
1295:bialaphos
1290:bensulide
1191:quinmerac
1080:diethatyl
1075:butachlor
864:: 47–48.
516:gives an
479:herbicide
62:ICIA-5676
41:2-Chloro-
1860:Bentazon
1716:simetryn
1711:simazine
1696:prometon
1681:atrazine
1645:paraquat
1598:imazapyr
1517:nitrofen
1512:lactofen
1419:diclofop
1377:mecoprop
1362:fenoprop
1305:fosamine
1300:ethephon
1176:picloram
1145:Aromatic
1130:propanil
1110:oryzalin
1095:flamprop
1060:alachlor
1047:anilines
1043:Anilides
971:19577311
929:18180747
888:30406020
813:16263516
662:20232283
601:See also
577:alachlor
561:atrazine
491:elongase
439:Hazards
434:223 ppm
1890:juglone
1880:dinoseb
1777:monuron
1772:linuron
1676:ametryn
1497:bifenox
1382:2,4,5-T
1330:Phenoxy
1171:dicamba
879:6214889
837:2 April
804:1310923
762:2 April
728:"e-phy"
712:2 April
518:anilide
406:Density
220:PubChem
60:CP55097
1951:Ethers
1838:Others
1640:diquat
1352:2,4-DB
1339:Auxins
1065:asulam
969:
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737:17 May
685:
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567:Safety
487:Zeneca
477:is an
398:269.77
336:SMILES
208:C10925
140:ChEMBL
31:Names
1920:Ziram
1745:Ureas
1347:2,4-D
1148:acids
756:(PDF)
708:. EPA
553:weeds
546:maize
301:InChI
120:ChEBI
98:JSmol
1875:DCBN
1845:3-AT
1767:DCMU
1372:MCPB
1367:MCPA
1224:MSMA
1219:DSMA
967:PMID
925:PMID
884:PMID
839:2010
809:PMID
764:2010
739:2015
714:2010
683:ISBN
658:PMID
557:corn
542:corn
533:Uses
485:and
244:UNII
233:1988
199:KEGG
169:1911
959:doi
915:doi
874:PMC
866:doi
799:PMC
791:doi
787:113
650:doi
555:in
544:. (
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223:CID
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