5-Fluoro-2-oxindole
5-Fluoro-2-oxindole Basic information
- Product Name:
- 5-Fluoro-2-oxindole
- Synonyms:
-
- 5-Fluoroindole-2-One
- 5-Fluoro-1,3-dihydro-indol-2-one
- 5-FLUORO-2-OXINDOLE
- 5-FLUORO-2-OXYINDOLE
- 5-FLUORO-1,3-DIHYDRO-2H-INDOL-2-ONE
- 5-Fluorooxindole 98%
- 5-Fluorooxindole98%
- 5-FLUROOXINDOLE
- CAS:
- 56341-41-4
- MF:
- C8H6FNO
- MW:
- 151.14
- EINECS:
- 638-803-9
- Product Categories:
-
- Fluorinated heterocyclic series
- Indoles and derivatives
- Indole/indoline/oxindole
- Indole and Indoline
- Heterocycles
- Aromatics Compounds
- Halides
- Pyrroles & Indoles
- ketone
- Sunitinib
- Intermediate of sunitinib malate
- Aromatics
- Pyrroles & Indoles
- Boronic Acid
- INDOLE
- blocks
- FluoroCompounds
- IndolesOxindoles
- Heterocyclic Compounds
- Building Blocks
- Heterocyclic Building Blocks
- Indoles
- Intermediates
- 56341-41-4
- Mol File:
- 56341-41-4.mol
5-Fluoro-2-oxindole Chemical Properties
- Melting point:
- 143-147 °C (lit.)
- Boiling point:
- 307.2±42.0 °C(Predicted)
- Density
- 1.311±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 12.99±0.20(Predicted)
- form
- Powder or Crystalline Powder
- color
- White to pale brown
- InChI
- InChI=1S/C8H6FNO/c9-6-1-2-7-5(3-6)4-8(11)10-7/h1-3H,4H2,(H,10,11)
- InChIKey
- DDIIYGHHUMKDGI-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=C(F)C=C2)CC1=O
- CAS DataBase Reference
- 56341-41-4(CAS DataBase Reference)
Safety Information
- Hazard Codes
- Xi,C
- Risk Statements
- 36/37/38-34
- Safety Statements
- 22-24/25-45-36/37/39-27-26
- WGK Germany
- 3
- Hazard Note
- Irritant/Keep Cold
- HazardClass
- IRRITANT, KEEP COLD
- HS Code
- 29339900
MSDS
- Language:English Provider:SigmaAldrich
5-Fluoro-2-oxindole Usage And Synthesis
Chemical Properties
Light Yellow Crystalline
Uses
5-Fluoro-2-oxindole (cas# 56341-41-4) is a compound useful in organic synthesis.
Application
5-Fluoro-2-oxindole is a ketone organic compound that can be used as an intermediate in the preparation of sunitinib. Sunitinib is a novel multi-targeted oral drug for the treatment of tumors.
Preparation
synthesis of 5-fluoro-2-oxindole: 4-fluoroaniline was used as the starting material, reacted with chloral hydrate and hydroxylamine hydrochloride to generate 4-fluoroisonitrosoacetanilide, and then cyclized under the action of concentrated sulfuric acid to form the compound 5-fluoroisatin was finally obtained by wolff-kishner-huang minlon reduction to obtain 5-fluoro-2-oxindole with a total yield of 66%.
Biological Activity
5-Fluoro-2-oxindole has anti-inflammatory, antioxidant, anxiolytic, antidepressant and antinociceptive effects and inhibits neuropathic pain. Treatment with 5-Fluoro-2-oxindole increased the expression of NQO1, HO-1, and MOR in the spinal cord and/or paw and inhibited CFA-induced up-regulation of phosphorylated MAPK, 4-HNE, NOS2, CD11b/c, and IBA-1. 5-Fluoro-2-oxindole ameliorated the local effects of morphine. Studies have revealed that 5-fluoro-2-oxindole inhibits plasticity, oxidative and inflammatory responses induced by peripheral inflammation and enhances the antinociceptive effects of morphine. Thus, the use of 5-fluoro-2-indole alone and/or in combination with morphine are two remarkable new approaches for the treatment of chronic inflammatory pain.
5-Fluoro-2-oxindole Preparation Products And Raw materials
Raw materials
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5-Fluoro-2-oxindole(56341-41-4)Related Product Information
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- Oxindole
- 4-Fluoroacetophenone
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- Indole-3-acetic acid
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- Dehydroepiandrosterone
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- 7-FLUORO-2-OXINDOLE
- 3-Amino-5-fluoropyridine
- Sunitinib N-Oxide
- Sunitinib Impurity B