217:
142:
620:
387:(ALS), which results in the inhibition of amino acid synthesis, cell division and ultimately plant growth. Flazasulfuron can be used on both pre-emergent weeds and post-emergent weeds. Growth ceases within hours of the application of the compound. Symptoms include leaf discolouration, desiccation, necrosis and ultimately plant death within 20 – 25 days of application. It is a white, water-soluble solid.
24:
450:
482:
419:) by nucleophillic aromatic substitution. Acidic oxidation with chlorine produces the sulfonylchloride which is filtered off and added directly to chilled concentrated ammonia solution to produce 3-trifluoromethylpyridin-2-yl sulfonamide (
618:, Fumio Kimura et al., "N--3-trifluoromethylpyridine-2-sulfonamide or salts thereof, herbicidal composition containing the same, and processs for the production of the compound", published 1986
99:
863:
266:
550:
517:
651:
568:"Synthesis and application of trifluoromethylpyridines as a key structural motif in active agrochemical and pharmaceutical ingredients"
1549:
1011:
240:
InChI=1S/C13H12F3N5O5S/c1-25-8-6-9(26-2)19-11(18-8)20-12(22)21-27(23,24)10-7(13(14,15)16)4-3-5-17-10/h3-6H,1-2H3,(H2,18,19,20,21,22)
231:
250:
InChI=1/C13H12F3N5O5S/c1-25-8-6-9(26-2)19-11(18-8)20-12(22)21-27(23,24)10-7(13(14,15)16)4-3-5-17-10/h3-6H,1-2H3,(H2,18,19,20,21,22)
1575:
476:
976:
356:
174:
195:
1247:
853:
911:
1504:
848:
644:
137:
1570:
1474:
1426:
384:
395:
The synthesis of flazasulfuron begins with the one pot chlorination and chlorine/fluorine exchange of
871:
403:). This reaction is performed in the gas phase in a purpose built reactor where the desired product (
36:
1484:
1449:
1190:
843:
637:
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212:
65:
749:
1444:
901:
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729:
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1355:
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820:
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1021:
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546:
513:
1406:
1305:
587:
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566:
Tsukamoto, Masamitsu; Nakamura, Tadashi; Kimura, Hirohiko; Nakayama, Hitoshi (20 May 2021).
538:
505:
289:
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183:
119:
1161:
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1086:
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1053:
944:
896:
891:
886:
815:
795:
790:
754:
684:
383:. The mode of action of flazasulfuron is through the inhibition of the enzyme
380:
320:
110:
583:
509:
1524:
1499:
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1315:
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Appleby, Arnold P.; Müller, Franz; Carpy, Serge (2001). "Weed
Control".
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1509:
1401:
1126:
830:
800:
676:
672:
407:) is one of the components of the crude product mixture. Treatment of (
150:
1269:
981:
694:
349:
Except where otherwise noted, data are given for materials in their
1264:
968:
98:
88:
1396:
1374:
1001:
996:
633:
375:
herbicide used for controlling the unwanted growth of grass,
200:
439:). Finally, flazasulfuron is obtained by the reaction of (
467:-phenylcarbamate of 4,6-dimethoxy-1-aminopyrimidine (
1467:
1425:
1382:
1373:
1296:
1287:
1255:
1246:
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1183:
1160:
1112:
1103:
1077:
1029:
1020:
967:
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910:
862:
829:
773:
671:
274:COc1cc(nc(n1)NC(=O)NS(=O)(=O)c2c(cccn2)C(F)(F)F)OC
162:
74:
502:Ullmann's Encyclopedia of Industrial Chemistry
645:
8:
44:--3-(trifluoromethyl)pyridine-2-sulfonamide
1379:
1293:
1252:
1109:
1026:
964:
652:
638:
630:
533:Unger, Thomas A. (1996). "Flazasulfuron".
443:) with 4,6-dimethoxy-1-aminopyrimidine in
215:
140:
118:
15:
591:
182:
492:
271:
236:
211:
131:
423:). Treatment with diphenylcarbonate (
243:Key: HWATZEJQIXKWQS-UHFFFAOYSA-N
7:
455:An alternative strategy is to use (
253:Key: HWATZEJQIXKWQS-UHFFFAOYAQ
153:
14:
543:10.1016/B978-081551401-5.50148-9
480:
448:
22:
353:(at 25 °C , 100 kPa).
1:
572:Journal of Pesticide Science
535:Pesticide Synthesis Handbook
1592:
1384:Photosystem II inhibitors
1298:Photosystem II inhibitors
347:
282:
262:
227:
58:
50:
35:
30:
21:
1257:Photosystem I inhibitors
584:10.1584/jpestics.D21-012
510:10.1002/14356007.a28_165
1576:Sulfonylurea herbicides
385:acetolactate synthase
537:. pp. 180–182.
37:Preferred IUPAC name
1485:aminocyclopyrachlor
1450:sulfometuron methyl
475:in the presence of
413:sodium hydrosulfide
325:407.3
18:
1445:metsulfuron-methyl
1114:Nitrophenyl ethers
377:broad-leaved weeds
357:Infobox references
16:
1558:
1557:
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1462:
1369:
1368:
1283:
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1204:
1203:
1105:Protox inhibitors
1099:
1098:
1095:
1094:
1022:ACCase inhibitors
552:978-0-8155-1401-5
519:978-3-527-30673-2
365:Chemical compound
363:
362:
196:CompTox Dashboard
100:Interactive image
1583:
1380:
1294:
1253:
1162:Pyrimidinediones
1110:
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912:Organophosphorus
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290:Chemical formula
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53:Katana, Shibagen
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1016:
954:
906:
872:flurochloridone
858:
844:copper arsenate
825:
769:
667:
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628:
621:
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1427:ALS inhibitors
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1351:terbuthylazine
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1079:DIM herbicides
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864:HPPD inhbitors
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839:cacodylic acid
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578:(2): 125–142.
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429:sodium hydride
392:
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17:Flazasulfuron
13:
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3:
2:
1588:
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1571:Sulfonylureas
1569:
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1443:
1441:
1440:flazasulfuron
1438:
1436:
1435:chlorsulfuron
1433:
1432:
1430:
1428:
1424:
1418:
1415:
1413:
1410:
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1224:
1221:
1219:
1216:
1215:
1213:
1211:
1207:
1197:
1196:sulfentrazone
1194:
1192:
1191:carfentrazone
1189:
1188:
1186:
1184:Triazolinones
1182:
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918:
917:
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913:
909:
903:
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898:
895:
893:
890:
888:
885:
883:
882:leptospermone
880:
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870:
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867:
865:
861:
855:
852:
850:
847:
845:
842:
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766:
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751:
748:
746:
745:pendimethalin
743:
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738:
736:
733:
731:
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726:
723:
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422:
418:
414:
410:
406:
402:
398:
390:
388:
386:
382:
378:
374:
370:
369:Flazasulfuron
358:
352:
346:
342:
340:
339:Melting point
337:
336:
332:
329:
328:
324:
322:
319:
318:
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213:DTXSID3034610
210:
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197:
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185:
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172:
165:
161:
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139:
136:
134:
132:ECHA InfoCard
129:
128:
121:
117:
116:
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112:
109:
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101:
97:
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84:
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67:
63:
62:
57:
49:
43:
38:
34:
29:
25:
20:
1545:pyribenzoxim
1540:prosulfocarb
1530:metam sodium
1439:
1392:chlortoluron
1175:saflufenacil
877:isoxaflutole
786:aminopyralid
750:pretilachlor
720:dimethenamid
715:diflufenican
661:Pest control
616:EP 0184385B1
610:
575:
571:
561:
534:
528:
501:
495:
473:electrophile
468:
464:
456:
454:
440:
436:
424:
420:
416:
408:
404:
400:
394:
373:sulfonylurea
368:
367:
333:white solid
59:Identifiers
51:Other names
41:
1417:tebuthiuron
1412:monolinuron
1170:butafenacil
1152:oxyfluorfen
1132:fluorodifen
1122:acifluorfen
1039:chlorazifop
987:dichlorprop
940:glufosinate
902:sulcotrione
811:pyrithiobac
765:trifluralin
735:metolachlor
730:metazachlor
700:benfluralin
461:nucleophile
330:Appearance
283:Properties
138:100.123.655
76:104040-78-0
1565:Categories
1535:metribuzin
1515:indaziflam
1495:bromoxynil
1455:tribenuron
1361:metamitron
1321:hexazinone
1248:Quaternary
1223:fluroxypyr
1087:sethoxydim
1069:quizalofop
1054:fenoxaprop
950:piperophos
945:glyphosate
897:sethoxydim
892:nitisinone
887:mesotrione
831:Arsenicals
816:quinclorac
796:clopyralid
791:chloramben
755:propachlor
685:acetochlor
665:herbicides
488:References
431:gives the
397:3-picoline
321:Molar mass
184:3SB13WWV30
111:ChemSpider
87:3D model (
66:CAS Number
1525:methazole
1500:clomazone
1480:aclonifen
1356:terbutryn
1336:propazine
1331:prometryn
1316:cyanazine
1289:Triazines
1265:cyperquat
1238:triclopyr
1233:thiazopyr
1218:dithiopyr
1210:Pyridines
1137:fomesafen
1064:haloxyfop
1059:fluazifop
1044:cyhalofop
925:bialaphos
920:bensulide
821:quinmerac
710:diethatyl
705:butachlor
463:with the
433:carbamate
391:Synthesis
1490:Bentazon
1346:simetryn
1341:simazine
1326:prometon
1311:atrazine
1275:paraquat
1228:imazapyr
1147:nitrofen
1142:lactofen
1049:diclofop
1007:mecoprop
992:fenoprop
935:fosamine
930:ethephon
806:picloram
775:Aromatic
760:propanil
740:oryzalin
725:flamprop
690:alachlor
677:anilines
673:Anilides
602:34135675
343:166-170
315:S
1520:juglone
1510:dinoseb
1407:monuron
1402:linuron
1306:ametryn
1127:bifenox
1012:2,4,5-T
960:Phenoxy
801:dicamba
593:8175224
445:dioxane
415:gives (
411:) with
151:PubChem
1468:Others
1270:diquat
982:2,4-DB
969:Auxins
695:asulam
622:
600:
590:
549:
516:
427:) and
381:sedges
267:SMILES
31:Names
1550:Ziram
1375:Ureas
977:2,4-D
778:acids
471:) as
459:) as
371:is a
232:InChI
164:93539
120:84440
89:JSmol
1505:DCBN
1475:3-AT
1397:DCMU
1002:MCPB
997:MCPA
854:MSMA
849:DSMA
598:PMID
547:ISBN
514:ISBN
379:and
175:UNII
588:PMC
580:doi
539:doi
506:doi
477:DBN
201:EPA
154:CID
1567::
663::
596:.
586:.
576:46
574:.
570:.
545:.
512:.
504:.
479:.
301:12
297:13
675:/
653:e
646:t
639:v
604:.
582::
555:.
541::
522:.
508::
469:7
465:O
457:4
447:.
441:6
437:6
435:(
425:5
421:4
417:3
409:2
405:2
401:1
399:(
313:5
311:O
309:5
307:N
305:3
303:F
299:H
295:C
203:)
199:(
91:)
42:N
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