O9808
2-Oxindole
97%
Synonym(s):
2-Indolinone, Oxindole
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C8H7NO
CAS Number:
Molecular Weight:
133.15
Beilstein:
114692
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
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Oxindole in pathogenesis of hepatic encephalopathy.
F Moroni et al.
Lancet (London, England), 351(9119), 1861-1861 (1998-07-04)
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
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 +/-
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.
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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