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Merck
CN

O9808

2-Oxindole

97%

Synonym(s):

2-Indolinone, Oxindole

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About This Item

Empirical Formula (Hill Notation):
C8H7NO
CAS Number:
Molecular Weight:
133.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-429-5
Beilstein/REAXYS Number:
114692
MDL number:
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Product Name

2-Oxindole, 97%

InChI key

JYGFTBXVXVMTGB-UHFFFAOYSA-N

InChI

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

SMILES string

O=C1Cc2ccccc2N1

assay

97%

form

crystals

bp

227 °C/73 mmHg (lit.)

mp

123-128 °C (lit.)

Quality Level

Gene Information

human ... PGR(5241)

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Tao Zhang et al.
Chemical communications (Cambridge, England), 49(16), 1636-1638 (2013-01-24)
An enantioselective direct α-alkylation of 2-oxindoles with Michler's hydrol via an S(N)1-type pathway in the non-covalent activation mode using the bis-cinchona alkaloid and Brønsted acid as a co-catalyst was developed and good to high yields and enantioselectivities were obtained.
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 +/-
Zhigang Yang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(22), 6632-6637 (2010-04-22)
A highly enantioselective alpha-amination of 3-substituted oxindoles with azodicarboxylates catalyzed by a chiral Sc(OTf)(3)/N,N'-dioxide complex (Tf: triflate) has been developed and affords the corresponding 3-amino-2-oxindole derivatives in high yields (up to 98%) with excellent enantioselectivities (up to 99% ee). The

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