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HomeProduct name list5-Fluoro-2-oxindole

5-Fluoro-2-oxindole

Synonym(s):5-Fluoro-1,3-dihydroindol-2-one;5-Fluoro-2,3-dihydro-2-oxoindole

  • CAS NO.:56341-41-4
  • Empirical Formula: C8H6FNO
  • Molecular Weight: 151.14
  • MDL number: MFCD02179598
  • EINECS: 638-803-9
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-06-05 17:10:12
5-Fluoro-2-oxindole Structural

What is 5-Fluoro-2-oxindole?

Chemical properties

Light Yellow Crystalline

The Uses of 5-Fluoro-2-oxindole

5-Fluoro-2-oxindole (cas# 56341-41-4) is a compound useful in organic synthesis.

What are the applications of 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.

Properties of 5-Fluoro-2-oxindole

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)
form  Powder or Crystalline Powder
pka 12.99±0.20(Predicted)
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)
CAS DataBase Reference 56341-41-4(CAS DataBase Reference)

Safety information for 5-Fluoro-2-oxindole

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for 5-Fluoro-2-oxindole

InChIKey DDIIYGHHUMKDGI-UHFFFAOYSA-N
SMILES N1C2=C(C=C(F)C=C2)CC1=O

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