O9808
2-Oxindole
97%
Synonym(s):
2-Indolinone, Oxindole
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5 G
$62.40
25 G
$73.20
About This Item
Empirical Formula (Hill Notation):
C8H7NO
CAS Number:
Molecular Weight:
133.15
Beilstein/REAXYS Number:
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
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
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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.
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
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
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