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: 2024-11-21 17:11:28
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) |
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 |
Abamectin manufacturer
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