653683
5-Nitro-2-oxindole
97%
Synonym(s):
5-Nitro-1,3-dihydroindole-2-one, NSC 25199, NSC 99066
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About This Item
Empirical Formula (Hill Notation):
C8H6N2O3
CAS Number:
Molecular Weight:
178.14
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
form
solid
mp
233-236 °C
SMILES string
[O-][N+](=O)c1ccc2NC(=O)Cc2c1
InChI
1S/C8H6N2O3/c11-8-4-5-3-6(10(12)13)1-2-7(5)9-8/h1-3H,4H2,(H,9,11)
InChI key
JQCGHRDKVZPCRO-UHFFFAOYSA-N
Application
- Reactant for synthesis of 3-[4-(amino/methylsulfonyl)phenyl]methylene-indolin-2-one derivatives as novel COX-1/2 and 5-LOX inhibitors
- Reactant for preparation of Aurora kinase inhibitors
- Reactant for synthesis of 3-substituted 2-indolinone RET inhibitors
- Reactant for synthesis of 4-azachromeno[2,3-b]indol-11(6H)-ones and derivatives as analogs of ellipticine
- Reactant for preparation of [18F]fluorobenzylidene-indolinone as possible tyrosine kinase inhibitor for PET tumor imaging
- Reactant for preparation of 3-substituted indolin-2-ones as neuroprotective and toxic agents
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
Target Organs
Respiratory system
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
Regulatory Information
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Boris Letribot et al.
Molecules (Basel, Switzerland), 23(6) (2018-06-13)
Alkylidene oxindoles are important functional moieties and building blocks in pharmaceutical and synthetic chemistry. Our interest in biologically active compounds focused our studies on the synthesis of novel oxindoles, bearing on the exocyclic double bond at the C8, CN, and
Ayman M Saleh et al.
Molecules (Basel, Switzerland), 19(9), 13076-13092 (2014-08-27)
A selected set of substituted pyridone-annelated isoindigos 3a-f has been synthesized via interaction of 5- and 6-substituted oxindoles 2a-f with 6-ethyl-1,2,9-trioxopyrrolo[3,2-f]quinoline-8-carboxylic acid (1) in acetic acid at reflux. Among these isoindigos, the 5'-chloro and 5'-bromo derivatives 3b and 3d show
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