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Riggio, Oliviero; Mannaioni, Guido; Ridola, Lorenzo; Angeloni, Stefania; Merli, Manuela; CarlĂ , Vincenzo; Salvatori, Filippo Maria; Moroni, Flavio (2 February 2010). "Peripheral and
Splanchnic Indole and Oxindole Levels in Cirrhotic Patients: A Study on the Pathophysiology of Hepatic Encephalopathy".
733:
Lubkoll, Jana; Millemaggi, Alessia; Perry, Alexis; Taylor, Richard J.K. (2010). "Tandem Horner–Wadsworth–Emmons/Heck procedures for the preparation of 3-alkenyl-oxindoles: The synthesis of
Semaxanib and GW441756".
533:, formed by gut bacteria ("normal flora"). It is normally metabolized and detoxified from the body by the liver. In excess, it can cause sedation, muscle weakness, hypotension, and coma. Patients with
640:
Kang TH, Murakami Y, Matsumoto K, Takayama H, Kitajima M, Aimi N, Watanabe H (2002). "Rhynchophylline and
Isorhynchophylline Inhibit NMDA Receptors Expressed in
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with a substituted carbonyl at the second position of the 5-member indoline ring. Classified as a cyclic amide, it is a pale yellow solid.
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Trost, Barry; Brennan, Megan (2009). "Asymmetric
Syntheses of Oxindole and Indole Spirocyclic Alkaloid Natural Products".
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Beyond the parent compound, the oxindole structure is present in many compounds, for example 3-methyloxindole and
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with the formula C6H4CHC(O)NH. It has a bicyclic structure, consisting of a six-membered
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Except where otherwise noted, data are given for materials in their
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Abraham S. Endler and Ernest I. Becker (1957). "3-Methyloxindole".
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InChI=1S/C8H7NO/c10-8-5-6-3-1-2-4-7(6)9-8/h1-4H,5H2,(H,9,10)
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563:, a naturally occurring oxindole is a medicinal used as an
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have been recorded to have elevated serum oxindole levels.
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517:-containing ring. Oxindole is a modified
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599:The American Journal of Gastroenterology
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467:128 °C (262 °F; 401 K)
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377:Key: JYGFTBXVXVMTGB-UHFFFAOYSA-N
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529:Oxindole is derived in nature from
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778:. You can help Knowledge (XXG) by
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646:European Journal of Pharmacology
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477:(at 25 °C , 100 kPa).
513:ring fused to a five-membered
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1:
658:10.1016/S0014-2999(02)02581-5
840:Heterocyclic compound stubs
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748:10.1016/j.tet.2010.03.018
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569:calcium channel blocker
542:phosphorus pentasulfide
525:Formation and reactions
693:10.1055/s-0029-1216975
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535:hepatic encephalopathy
772:heterocyclic compound
770:This article about a
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611:10.1038/ajg.2009.738
46:Preferred IUPAC name
449: g·mol
398:c1ccc2c(c1)CC(=O)N2
114:Beilstein Reference
18:
573:
481:Infobox references
457:pale yellow solid
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787:
786:
742:(33): 6606–6612.
687:(18): 3003–3025.
489:Chemical compound
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330:CompTox Dashboard
102:Interactive image
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605:(6): 1374–1381.
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565:NMDA antagonist
561:Rhynchophylline
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780:expanding it
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652:(1): 27–34.
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504:heterocyclic
496:
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293:RTECS number
61:Identifiers
54:-indol-2-one
51:
736:Tetrahedron
454:Appearance
407:Properties
192:100.000.390
154:ChEMBL40823
134:CHEBI:31697
819:Categories
708:Org. Synth
644:Oocytes".
583:References
544:gives the
531:tryptophan
497:2-indolone
442:Molar mass
318:0S9338U62H
165:ChemSpider
89:3D model (
68:CAS Number
835:Oxindoles
825:Indolines
681:Synthesis
577:semaxanib
552:Oxindoles
300:NM2080500
213:200-429-5
205:EC Number
17:Oxindole
666:12433591
627:20633097
619:20125128
519:indoline
515:nitrogen
501:aromatic
499:) is an
493:Oxindole
260:Oxindole
830:Lactams
642:Xenopus
511:benzene
447:133.150
269:PubChem
228:637057
119:114692
78:59-48-3
714:: 60.
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567:and a
546:thione
391:SMILES
282:321710
243:C12312
174:284794
145:ChEMBL
40:Names
774:is a
623:S2CID
366:InChI
125:ChEBI
91:JSmol
776:stub
685:2009
662:PMID
615:PMID
309:UNII
254:MeSH
234:KEGG
744:doi
716:doi
689:doi
654:doi
650:455
607:doi
603:105
335:EPA
272:CID
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435:O
432:N
429:7
426:H
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420:C
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333:(
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52:H
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