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production. It is also employed to treat type II hyperammonemia to help reduce the amounts of ammonia in a patient's bloodstream by forming phenylacetyl-CoA, which then reacts with nitrogen-rich glutamine to form
692:
849:
727:
1243:
1479:
1238:[Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese).
1442:
735:
961:. In addition the molecule is naturally produced by the metapleural gland of most ant species and used as an antimicrobial. It is also the oxidation product of
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Wightman, F.; Lighty, D. L. (1982). "Identification of phenylacetic acid as a natural auxin in the shoots of higher plants".
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1236:"RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial"
1019:
922:
596:
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262:
34:
974:
1108:
Phenylacetic acid is used in the preparation of and derived from several pharmaceutical drugs, including
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134:
68:
204:
1079:. This compound is then excreted from the patient's body. It's also used in the illicit production of
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1163:
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of phenylacetic acid, sodium phenylacetate, is used as a pharmaceutical drug for the treatment of
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957:. However, its effect is much weaker than the effect of the basic auxin molecule
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1417:"Sodium Phenylacetate and Sodium Benzoate Monograph for Professionals"
1023:
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Except where otherwise noted, data are given for materials in their
313:
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functional group. It is a white solid with a strong honey-like
977:
enzyme; these enzymes are also found in many other organisms.
391:
431:
InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)
719:
546:
76 to 77 °C (169 to 171 °F; 349 to 350 K)
441:
InChI=1/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)
1383:
Siegel, Hardo; Eggersdorfer, Manfred (2000). "Ketones".
1154:, phenylacetic acid is featured twice as a precursor to
783:
969:
and subsequent metabolism of the intermediate product,
844:
917:, because it can be used in the illicit production of
1265:"List of Regulated Drug Precursor Chemicals in China"
945:Phenylacetic acid has been found to be an active
151:
337:
723:
109:
1385:Ullmann's Encyclopedia of Industrial Chemistry
8:
556:265.5 °C (509.9 °F; 538.6 K)
1026:. It can be condensed with itself to form
406:
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223:
26:
373:
1004:
1192:
462:
427:
402:
243:
1083:, which is used in the manufacture of
256:
1480:Drug control law in the United States
1203:CRC Handbook of Chemistry and Physics
985:This compound may be prepared by the
434:Key: WLJVXDMOQOGPHL-UHFFFAOYSA-N
203:
183:
7:
1103:sodium phenylacetate/sodium benzoate
1441:Harnisch, Falk; Salthammer, Tunga.
444:Key: WLJVXDMOQOGPHL-UHFFFAOYAR
328:
312:
1304:10.1111/j.1399-3054.1982.tb00278.x
1050:Phenylacetic acid is used in some
965:in humans following metabolism by
25:
1200:Haynes, William M., ed. (2016).
997:
834:
636:
631:
42:
33:
1443:"The Chemistry of Breaking Bad"
1246:from the original on 2023-08-03
1158:, first in the episode titled "
830:(at 25 °C , 100 kPa).
1317:Adams R.; Thal, A. F. (1922).
1:
1018:Phenylacetic acid undergoes
921:(used in the manufacture of
929:in countries including the
1506:
1371:, vol. 4, p. 760
1338:, vol. 1, p. 436
1160:A No-Rough-Stuff-Type Deal
953:), found predominantly in
879:
508:136.15 g/mol
824:
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418:
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67:
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41:
32:
1393:10.1002/14356007.a15_077
1242:(published 2023-04-04).
923:substituted amphetamines
679:Precautionary statements
1240:Diário Oficial da União
1020:ketonic decarboxylation
597:Magnetic susceptibility
1010:
975:aldehyde dehydrogenase
730:
1292:Physiologia Plantarum
1077:phenylacetylglutamine
1066:. It is also used in
1008:
729:
73:2-Phenylethanoic acid
69:Systematic IUPAC name
1181:Methyl phenylacetate
1096:urea cycle disorders
1054:, as it possesses a
959:indole-3-acetic acid
925:), it is subject to
815:Phenylpropanoic acid
712:(fire diamond)
57:Preferred IUPAC name
18:Sodium phenylacetate
1457:on 8 February 2024.
1350:Wenner, W. (1952).
1319:"Phenylacetic acid"
1148:In the crime drama
1098:, including as the
915:commercial chemical
563:Solubility in water
165:Beilstein Reference
88:β-Phenylacetic acid
86:2-Phenylacetic acid
29:
1490:Phenylacetic acids
1144:In popular culture
1011:
971:phenylacetaldehyde
857:Infobox references
800:Related compounds
731:
84:Benzeneacetic acid
28:Phenylacetic acid
27:
1369:Collected Volumes
1357:Organic Syntheses
1352:"Phenylacetamide"
1336:Collected Volumes
1324:Organic Syntheses
1271:on 17 August 2015
1210:. pp. 5–89.
1206:(97th ed.).
1009:Phenylacetic acid
967:monoamine oxidase
878:), also known by
869:Phenylacetic acid
865:Chemical compound
863:
862:
806:Related compounds
792:(Drug precursors)
787:
762:Safety data sheet
661:Hazard statements
603:-82.72·10 cm/mol
387:CompTox Dashboard
135:Interactive image
61:Phenylacetic acid
16:(Redirected from
1497:
1459:
1458:
1453:. Archived from
1451:Chemistry Europe
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1267:. Archived from
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1252:
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1100:combination drug
1036:acetic anhydride
1034:), such as with
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891:functional group
884:organic compound
880:various synonyms
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1156:methamphetamine
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1085:methamphetamine
1070:production and
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1028:dibenzyl ketone
1016:
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895:carboxylic acid
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1234:(2023-03-31).
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1138:cyclopentolate
1064:concentrations
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1032:acid anhydride
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991:benzyl cyanide
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963:phenethylamine
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1081:phenylacetone
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1040:phenylacetone
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951:plant hormone
948:
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931:United States
928:
924:
920:
919:phenylacetone
916:
912:
911:phenylalanine
908:
904:
900:
896:
892:
889:
886:containing a
885:
881:
877:
876:phenylacetate
874:
870:
858:
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829:
823:
820:
819:Cinnamic acid
816:
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769:
768:External MSDS
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552:Boiling point
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542:Melting point
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257:ECHA InfoCard
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82:α-Toluic acid
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70:
66:
58:
54:
49:
45:
40:
36:
31:
19:
1455:the original
1446:
1436:
1424:. Retrieved
1420:
1411:
1384:
1378:
1368:
1361:
1355:
1345:
1335:
1328:
1322:
1312:
1298:(1): 17–24.
1295:
1291:
1285:
1273:. Retrieved
1269:the original
1259:
1248:. Retrieved
1226:
1202:
1195:
1162:", then in "
1151:Breaking Bad
1149:
1147:
1107:
1089:
1068:penicillin G
1062:even in low
1049:
1046:Applications
1017:
984:
944:
903:Endogenously
875:
868:
867:
811:Benzoic acid
775:Legal status
708:
652:
614:
577:
536:1.0809 g/cm
516:white solid
350:RTECS number
94:Identifiers
80:Other names
1426:16 November
1130:phenindione
1122:phenacemide
1105:(Ammonul).
1090:The sodium
981:Preparation
949:(a type of
647:Signal word
526:honey-like
513:Appearance
474:Properties
263:100.002.862
185:CHEBI:30745
1469:Categories
1250:2023-08-15
1187:References
1134:phenelzine
1126:lorcainide
1118:triafungin
1072:diclofenac
987:hydrolysis
941:Occurrence
907:catabolite
905:, it is a
626:Pictograms
504:Molar mass
375:ER5I1W795A
216:ChemSpider
205:ChEMBL1044
122:3D model (
101:CAS Number
1421:Drugs.com
1208:CRC Press
1176:Cathinone
1110:camylofin
1014:Reactions
973:, by the
701:P337+P313
617:labelling
357:AJ2430000
284:203-148-6
276:EC Number
1275:27 April
1244:Archived
1170:See also
1114:bendazol
1052:perfumes
1038:to form
1022:to form
927:controls
882:, is an
790:Class D1
709:NFPA 704
608:Hazards
599:(χ)
236:DrugBank
225:10181341
170:1099647
111:103-82-2
1475:Flavors
1024:ketones
913:. As a
850:what is
848: (
586:4.31 (H
574:Acidity
568:15 g/L
532:Density
498:
326:PubChem
245:DB09269
1485:Auxins
1399:
1232:Anvisa
1214:
1058:-like
955:fruits
893:and a
888:phenyl
845:verify
842:
788:
764:(SDS)
653:Danger
458:SMILES
314:C07086
299:68976
196:ChEMBL
153:B02157
145:3DMet
51:Names
1164:Salud
1056:honey
947:auxin
935:China
423:InChI
176:ChEBI
124:JSmol
1428:2019
1397:ISBN
1364:: 92
1331:: 59
1277:2015
1212:ISBN
1136:and
1092:salt
1060:odor
933:and
899:odor
697:P310
689:P280
685:P264
671:H319
667:H318
522:Odor
366:UNII
305:KEGG
1389:doi
1300:doi
1166:".
989:of
909:of
615:GHS
590:O)
392:EPA
339:999
329:CID
1471::
1449:.
1445:.
1419:.
1395:.
1387:.
1366:;
1362:32
1360:.
1354:.
1333:;
1327:.
1321:.
1296:55
1294:.
1140:.
1132:,
1128:,
1124:,
1120:,
1116:,
1112:,
1087:.
1042:.
993::
937:.
901:.
817:,
813:,
784:BR
699:,
695:,
691:,
687:,
669:,
619::
583:)
576:(p
1430:.
1405:.
1391::
1373:.
1340:.
1329:2
1306:.
1302::
1279:.
1253:.
1220:.
871:(
840:Y
786::
750:0
743:1
736:2
588:2
581:a
578:K
496:2
494:O
492:8
490:H
488:8
486:C
394:)
390:(
126:)
20:)
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