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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

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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1-BUTYRYL-1H-INDOLE-2,3-DIONE AldrichCPR

R429465

1-BUTYRYL-1H-INDOLE-2,3-DIONE

Yong-Jin Wua et al.
Current medicinal chemistry, 12(4), 453-460 (2005-02-22)
During the past five years, several members of the KCNQ potassium channel gene family have been identified with a high degree of CNS specificity. Within the KCNQ family, the combination of the KCNQ2/KCNQ3 proteins, and the KCNQ5/KCNQ3 arrangement has been
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.
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
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).
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
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