653683

Sigma-Aldrich

5-Nitro-2-oxindole

97%

Synonym(s):
5-Nitro-1,3-dihydroindole-2-one, NSC 99066, NSC 25199
Empirical Formula (Hill Notation):
C8H6N2O3
CAS Number:
Molecular Weight:
178.14
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

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

Packaging

1, 5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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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