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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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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
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.
Fangrui Zhong et al.
Organic letters, 13(1), 82-85 (2010-12-09)
The first tertiary amine catalyzed enantioselective Morita-Baylis-Hillman (MBH) reaction of isatins with acrylates has been demonstrated, allowing asymmetric synthesis of biologically significant 3-substituted-3-hydroxy-2-oxindoles in good yields and with excellent enantioselectivities. The C6'-OH group of β-isocupreidine (β-ICD) is believed to facilitate
Xianjie Chen et al.
Organic letters, 15(8), 1846-1849 (2013-04-09)
An asymmetric organo- and gold-catalyzed one-pot sequential Mannich/hydroamination reaction has been developed. Using this protocol, spiro[pyrrolidin-3,2'-oxindole] derivatives were synthesized in good yields (up to 91%) and excellent enantioselectivities (up to 97% ee).
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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