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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/REAXYS Number:
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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Related Categories

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, 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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Sigma-Aldrich

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Junwei Wang et al.
Organic letters, 14(9), 2210-2213 (2012-04-14)
The reaction of phenyliodine bis(trifluoroacetate) (PIFA) with a series of anilides 1 (E = CO(2)Et) in CF(3)CH(2)OH was found to give 3-hydroxy-2-oxindole derivatives 2, while that with various anilides 1' (E = CON(R(4))Ar) afforded the C(2)-symmetric or unsymmetric spirooxindoles 3.
Ryo Shintani et al.
Chemical communications (Cambridge, England), 46(36), 6822-6824 (2010-08-21)
A copper-catalyzed addition of arylboronates to isatins has been developed to give 3-aryl-3-hydroxy-2-oxindoles under mild conditions. The catalytic cycle of this process has been examined through a series of stoichiometric reactions and an effective asymmetric variant has also been described
Rahul R Khanwelkar et al.
Bioorganic & medicinal chemistry, 18(13), 4674-4686 (2010-06-24)
A series of new ureidoindolin-2-one derivatives were synthesized and evaluated as inhibitors of receptor tyrosine kinases. Investigation of structure-activity relationships at positions 5, 6, and 7 of the oxindole skeleton led to the identification of 6-ureido-substituted 3-pyrrolemethylidene-2-oxindole derivatives that potently
Morteza Bararjanian et al.
The Journal of organic chemistry, 75(9), 2806-2812 (2010-04-15)
An efficient palladium-catalyzed protocol for the synthesis of 3-arylidene-2-oxindoles has been developed. In this approach, a sequential one-pot six-component reaction via Ugi/Heck carbocyclization/Sonogashira/nucleophilic addition was used for the synthesis of the desired skeleton.
C Lanzi et al.
International journal of cancer, 85(3), 384-390 (2000-02-01)
ret-derived oncogenes are frequently and specifically expressed in thyroid tumors. In contrast to the ret receptor, ret oncoproteins are characterized by ligand-independent tyrosine-kinase activity and tyrosine phosphorylation. In this study, novel synthetic arylidene 2-indolinone compounds were evaluated as inhibitors of
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