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O9808

Sigma-Aldrich

2-Oxindole

97%

Synonym(s):

2-Indolinone, Oxindole

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About This Item

Empirical Formula (Hill Notation):
C8H7NO
CAS Number:
59-48-3
Molecular Weight:
133.15
Beilstein:
114692
EC Number:
200-429-5
MDL number:
MFCD00005711
UNSPSC Code:
12352100
PubChem Substance ID:
24898074
NACRES:
NA.22

Quality Level

100

Assay

97%

form

crystals

bp

227 °C/73 mmHg (lit.)

mp

123-128 °C (lit.)

SMILES string

O=C1Cc2ccccc2N1

InChI

1S/C8H7NO/c10-8-5-6-3-1-2-4-7(6)9-8/h1-4H,5H2,(H,9,10)

InChI key

JYGFTBXVXVMTGB-UHFFFAOYSA-N

Gene Information

human ... PGR(5241)

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ke Shen et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(12), 3736-3742 (2010-02-23)
A direct catalytic asymmetric aldol-type reaction of 3-substituted-2-oxindoles with glyoxal derivatives and ethyl trifluoropyruvate, catalyzed by a chiral N,N'-dioxide-Sc(OTf)(3) (Tf = trifluoromethanesulfonyl) complex, has been developed that tolerates a wide range of substrates. The reaction proceeds in good yields and
G Mannaioni et al.
British journal of pharmacology, 125(8), 1751-1760 (1999-01-14)
1. The aim of the present work was to investigate the electrophysiological effects of oxindole, a tryptophan metabolite present in rat blood and brain, and recently proposed as a contributing factor in the pathogenesis of hepatic encephalopathy. 2. Using rat
P B Bergqvist et al.
Pharmacology & toxicology, 85(3), 138-143 (1999-10-16)
It has previously been shown that the neurodepressant L-tryptophan metabolite oxindole is increased in the blood and brain of rats with fulminant hepatic failure and in the blood of cirrhotic patients affected by chronic hepatic encephalopathy. In the present investigation
Oxindole in pathogenesis of hepatic encephalopathy.
F Moroni et al.
Lancet (London, England), 351(9119), 1861-1861 (1998-07-04)
R Carpenedo et al.
Journal of neurochemistry, 70(5), 1998-2003 (1998-05-08)
Rats treated with oxindole (10-100 mg/kg i.p.), a putative tryptophan metabolite, showed decreased spontaneous locomotor activity, loss of the righting reflex, hypotension, and reversible coma. Brain oxindole levels were 0.05 +/- 0.01 nmol/g in controls and increased to 8.1 +/-
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