336:
193:
24:
593:
835:
746:
961:
Schmitt, Wolfgang; Jordan, Peter A.; Henderson, Richard K.; Moore, Geoffrey R.; Anson, Christopher E.; Powell, Annie K. (2002). "Synthesis, structures and properties of hydrolytic Al(III) aggregates and Fe(III) analogues formed with iminodiacetate-based chelating ligands".
601:
573:
647:
759:
375:
542:
1057:
515:
906:
350:
1049:
23:
872:
Iminodiacetic acid is an important intermediate in one of the two main industrial processes used to manufacture the herbicide
766:
637:
293:
1113:
710:
314:
592:
1080:
Hubregtse, Ton; Hanefeld, Ulf; Arends, Isabel W. C. E. (2007). "Stabilizing
Factors for Vanadium(IV) in Amavadin".
900:
491:
473:
1118:
877:
200:
244:
238:
98:
188:
1043:
150:
911:
847:
687:
615:
585:
460:
36:
881:
725:
331:
64:
823:
rings. The proton on the nitrogen atom can be replaced by a carbon atom of a polymer to create an
824:
643:
110:
1053:
858:
802:
1089:
998:
971:
782:
398:
302:
1123:
933:
692:
170:
74:
335:
192:
130:
888:
851:
737:
677:
975:
850:. It can also act as a bidentate ligand through its two carboxylate groups. Several
1107:
1017:
682:
181:
885:
834:
831:. Complexes of IDA and EDTA were introduced in the early 1950s by Schwarzenbach.
266:
1021:
866:
705:
654:
629:
1042:
Krishnamurthy, Gerbail T.; Krishnamurthy, Shakuntala (2009). "Imaging Agents".
873:
828:
813:
429:
161:
1002:
625:
937:
700:
1093:
843:
820:
450:
253:
201:
621:
816:
141:
736:
Except where otherwise noted, data are given for materials in their
227:
833:
809:
805:
277:
121:
97:
87:
218:
819:, forming metal complexes by forming two, fused, five membered
812:
group as the name suggests). The iminodiacetate dianion is a
884:. It is also used as a precursor for the manufacture of the
359:
InChI=1S/C4H7NO4/c6-3(7)1-5-2-4(8)9/h5H,1-2H2,(H,6,7)(H,8,9)
319:
808:(the nitrogen atom forms a secondary amino group, not an
1045:
Nuclear
Hepatology: A Textbook of Hepatobiliary Diseases
842:
IDA forms stronger complexes than the bidentate ligand
754:
1018:"HIDA scan (cholescintigraphy): Why is it performed?"
846:and weaker complexes than the tetradentate ligand
265:
73:
989:Schwarzenbach, G (1952). "Der Chelateffekt".
865:) to evaluate the health and function of the
8:
838:Structure of an iron(III) bis ida complex.
334:
191:
169:
15:
301:
956:
954:
928:
924:
920:
950:
380:
355:
330:
243:
863:hepatobiliary iminodiacetic acid scans
659:178 °C (352 °F; 451 K)
182:
1082:European Journal of Organic Chemistry
362:Key: NBZBKCUXIYYUSX-UHFFFAOYSA-N
149:
129:
7:
917:N-hydroxyiminodiacetic acid (HIDA),
907:N-(2-Carboxyethyl)iminodiacetic acid
801:. A white solid, the compound is a
256:
226:
14:
50:2-(Carboxymethylamino)acetic acid
744:
591:
416:
410:
22:
740:(at 25 °C , 100 kPa).
964:Coordination Chemistry Reviews
419:
404:
1:
976:10.1016/S0010-8545(02)00110-8
711:Oxalyldiaminopropionic acid
41:2,2′-Azanediyldiacetic acid
1140:
901:N-Methylimidodiacetic acid
878:capillary electrophoresis
734:
663:
572:
567:
508:
391:
371:
346:
57:
47:
35:
30:
21:
1003:10.1002/hlca.19520350721
638:Precautionary statements
797:, often abbreviated to
563:−1.6430–−1.6406 MJ mol
1094:10.1002/ejoc.200601053
857:complexes are used in
839:
785:with the formula HN(CH
670:Related alkanoic acids
912:Nitrilotriacetic acid
861:scans (also known as
848:nitrilotriacetic acid
837:
688:Nitrilotriacetic acid
536:−933.9–−931.3 kJ mol
445:Colourless crystals
37:Preferred IUPAC name
437: g·mol
111:Beilstein Reference
52:Diglycolamidic acid
18:
17:Iminodiacetic acid
1114:Dicarboxylic acids
1052:. pp. 54–57.
936:= 87339-38-6) See
840:
825:ion-exchange resin
779:Iminodiacetic acid
767:Infobox references
729:-Acetylglycinamide
664:Related compounds
16:
1088:(15): 2413–2422.
1059:978-3-642-00647-0
895:Related compounds
876:. It is used in
859:cholescintigraphy
803:dicarboxylic acid
775:Chemical compound
773:
772:
721:Related compounds
616:Hazard statements
315:CompTox Dashboard
245:imnodiacetic+acid
99:Interactive image
1131:
1119:Chelating agents
1098:
1097:
1077:
1071:
1070:
1068:
1066:
1039:
1033:
1032:
1030:
1028:
1016:Michael, Picco.
1013:
1007:
1006:
997:(7): 2344–2359.
991:Helv. Chim. Acta
986:
980:
979:
958:
931:
882:peptide mobility
783:organic compound
757:
751:
748:
747:
649:
645:
631:
627:
623:
595:
559:
532:
509:Thermochemistry
436:
421:
418:
412:
406:
399:Chemical formula
339:
338:
323:
321:
305:
269:
258:
247:
230:
203:
195:
184:
173:
153:
133:
101:
77:
26:
19:
1139:
1138:
1134:
1133:
1132:
1130:
1129:
1128:
1104:
1103:
1102:
1101:
1079:
1078:
1074:
1064:
1062:
1060:
1041:
1040:
1036:
1026:
1024:
1015:
1014:
1010:
988:
987:
983:
960:
959:
952:
947:
934:registry number
930:
926:
922:
918:
897:
880:for modulating
796:
792:
788:
776:
769:
764:
763:
762: ?)
753:
749:
745:
741:
722:
715:
671:
640:
618:
604:
588:
560:
557:
551:
547:
544:
543:Std enthalpy of
533:
530:
524:
520:
517:
516:Std enthalpy of
500:
482:
434:
424:
415:
409:
401:
387:
384:
383:OC(=O)CNCC(O)=O
379:
378:
367:
364:
363:
360:
354:
353:
342:
324:
317:
308:
288:
272:
259:
233:
213:
176:
156:
136:
113:
104:
91:
80:
67:
53:
51:
43:
42:
12:
11:
5:
1137:
1135:
1127:
1126:
1121:
1116:
1106:
1105:
1100:
1099:
1072:
1058:
1034:
1008:
981:
970:(2): 115–126.
949:
948:
946:
943:
942:
941:
915:
909:
904:
896:
893:
889:xylenol orange
794:
790:
786:
774:
771:
770:
765:
743:
742:
738:standard state
735:
732:
731:
723:
720:
717:
716:
714:
713:
708:
703:
698:
696:-Oxalylglycine
690:
685:
680:
678:Acetylcysteine
674:
672:
669:
666:
665:
661:
660:
657:
651:
650:
648:P305+P351+P338
641:
636:
633:
632:
619:
614:
611:
610:
605:
600:
597:
596:
589:
584:
581:
580:
570:
569:
565:
564:
561:
555:
549:
541:
538:
537:
534:
528:
522:
514:
511:
510:
506:
505:
502:
498:
488:
487:
484:
480:
470:
469:
466:
457:
456:
453:
447:
446:
443:
439:
438:
432:
426:
425:
422:
413:
407:
402:
397:
394:
393:
389:
388:
386:
385:
382:
374:
373:
372:
369:
368:
366:
365:
361:
358:
357:
349:
348:
347:
344:
343:
341:
340:
327:
325:
313:
310:
309:
307:
306:
298:
296:
290:
289:
287:
286:
282:
280:
274:
273:
271:
270:
262:
260:
252:
249:
248:
241:
235:
234:
232:
231:
223:
221:
215:
214:
212:
211:
207:
205:
197:
196:
186:
178:
177:
175:
174:
166:
164:
158:
157:
155:
154:
146:
144:
138:
137:
135:
134:
126:
124:
118:
117:
114:
109:
106:
105:
103:
102:
94:
92:
85:
82:
81:
79:
78:
70:
68:
63:
60:
59:
55:
54:
49:
45:
44:
40:
39:
33:
32:
28:
27:
13:
10:
9:
6:
4:
3:
2:
1136:
1125:
1122:
1120:
1117:
1115:
1112:
1111:
1109:
1095:
1091:
1087:
1083:
1076:
1073:
1061:
1055:
1051:
1047:
1046:
1038:
1035:
1023:
1019:
1012:
1009:
1004:
1000:
996:
992:
985:
982:
977:
973:
969:
965:
957:
955:
951:
944:
939:
935:
916:
913:
910:
908:
905:
902:
899:
898:
894:
892:
890:
887:
883:
879:
875:
870:
868:
864:
860:
856:
855:
852:technetium-99
849:
845:
836:
832:
830:
826:
822:
818:
815:
811:
807:
804:
800:
784:
780:
768:
761:
756:
739:
733:
730:
728:
724:
719:
718:
712:
709:
707:
704:
702:
699:
697:
695:
691:
689:
686:
684:
683:Glycylglycine
681:
679:
676:
675:
673:
668:
667:
662:
658:
656:
653:
652:
642:
639:
635:
634:
620:
617:
613:
612:
609:
606:
603:
599:
598:
594:
590:
587:
583:
582:
578:
576:
571:
566:
562:
554:
546:
540:
539:
535:
527:
519:
513:
512:
507:
503:
497:
493:
490:
489:
485:
479:
475:
472:
471:
467:
465:
464:
459:
458:
454:
452:
449:
448:
444:
441:
440:
433:
431:
428:
427:
403:
400:
396:
395:
390:
381:
377:
370:
356:
352:
345:
337:
333:
332:DTXSID2027098
329:
328:
326:
316:
312:
311:
304:
300:
299:
297:
295:
292:
291:
284:
283:
281:
279:
276:
275:
268:
264:
263:
261:
255:
251:
250:
246:
242:
240:
237:
236:
229:
225:
224:
222:
220:
217:
216:
209:
208:
206:
204:
199:
198:
194:
190:
187:
185:
183:ECHA InfoCard
180:
179:
172:
168:
167:
165:
163:
160:
159:
152:
148:
147:
145:
143:
140:
139:
132:
128:
127:
125:
123:
120:
119:
115:
112:
108:
107:
100:
96:
95:
93:
89:
84:
83:
76:
72:
71:
69:
66:
62:
61:
56:
46:
38:
34:
29:
25:
20:
1085:
1081:
1075:
1063:. Retrieved
1044:
1037:
1025:. Retrieved
1011:
994:
990:
984:
967:
963:
871:
862:
853:
841:
798:
778:
777:
726:
693:
607:
574:
552:
525:
495:
477:
462:
278:RTECS number
151:ChEMBL461164
58:Identifiers
48:Other names
1065:19 December
1027:11 December
1022:Mayo Clinic
867:gallbladder
706:Bucillamine
655:Flash point
602:Signal word
455:1.436 g mL
442:Appearance
392:Properties
189:100.005.051
131:CHEBI:24786
1108:Categories
945:References
874:glyphosate
829:chelex 100
827:, such as
814:tridentate
586:Pictograms
545:combustion
430:Molar mass
303:XQM2L81M8Z
162:ChemSpider
86:3D model (
65:CAS Number
938:HIDA scan
886:indicator
701:Tiopronin
577:labelling
518:formation
285:AI2975000
210:205-555-4
202:EC Number
1050:Springer
568:Hazards
492:Basicity
75:142-73-4
844:glycine
821:chelate
781:is the
760:what is
758: (
608:Warning
504:12.124
474:Acidity
451:Density
435:133.103
254:PubChem
116:878499
1124:Amines
1056:
919:HON(CH
903:(MIDA)
817:ligand
755:verify
752:
486:1.873
376:SMILES
228:C19911
142:ChEMBL
31:Names
914:(NTA)
810:imino
806:amine
468:1.84
351:InChI
122:ChEBI
88:JSmol
1086:2007
1067:2015
1054:ISBN
1029:2007
644:P261
630:H335
626:H319
622:H315
461:log
294:UNII
267:8897
239:MeSH
219:KEGG
171:8557
1090:doi
999:doi
972:doi
968:228
799:IDA
575:GHS
556:298
529:298
320:EPA
257:CID
1110::
1084:.
1048:.
1020:.
995:35
993:.
966:.
953:^
927:H)
923:CO
891:.
869:.
793:H)
789:CO
646:,
628:,
624:,
579::
548:(Δ
521:(Δ
501:)
494:(p
483:)
476:(p
1096:.
1092::
1069:.
1031:.
1005:.
1001::
978:.
974::
940:.
932:(
929:2
925:2
921:2
854:m
795:2
791:2
787:2
750:N
727:N
694:N
558:)
553:H
550:c
531:)
526:H
523:f
499:b
496:K
481:a
478:K
463:P
423:4
420:O
417:N
414:7
411:H
408:4
405:C
322:)
318:(
90:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.