84378-94-9

Basic information

• Product Name: 4-chloro-5-fluoro-1H-indole-2,3-dione
• Synonyms: 4-chloro-5-fluoro-1H-indole-2,3-dione;4-chloro-5-fluoroisatin;4-Chloro-5-fluoroindoline-2,3-dione
• CAS NO: 84378-94-9
• Molecular Formula: C₈H₃ClFNO₂
• Molecular Weight: 199.57
• Mol File: 84378-94-9.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Density: 1.613±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.27±0.20(Predicted)
• CAS DataBase Reference: 4-chloro-5-fluoro-1H-indole-2,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-5-fluoro-1H-indole-2,3-dione(84378-94-9)
• EPA Substance Registry System: 4-chloro-5-fluoro-1H-indole-2,3-dione(84378-94-9)

Safety Data

• Hazardous Substances Data: 84378-94-9(Hazardous Substances Data)

Usage

General Description

4-chloro-5-fluoro-1H-indole-2,3-dione is a chemical compound with the molecular formula C8H4ClFNO2. It is a synthetic intermediate used in the preparation of pharmaceuticals and agrochemicals. 4-chloro-5-fluoro-1H-indole-2,3-dione is a yellow solid and is insoluble in water but soluble in organic solvents. It is commonly used as a building block in the synthesis of various biologically active compounds due to its versatile reactivity and functional groups. Its chemical structure contains a 1H-indole core with a chloro and fluoro substituent, as well as a dione functional group, making it a valuable compound in organic synthesis.

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Relevant articles and documents

Design and development of Isatin-triazole hydrazones as potential inhibitors of microtubule affinity-regulating kinase 4 for the therapeutic management of cell proliferation and metastasis

Microtubule affinity-regulating kinase 4 (MARK4) is a potential drug target as the same is found to be over expressed in several types of cancers. In search of effective MARK4 inhibitors, we have synthesized and characterized Isatin-triazole hydrazones (9a-i) and evaluated their inhibitory potential. Of all the compounds, 9g showed better binding affinity and enzyme inhibition potential in sub micromolar range. Human serum albumin (HSA) binding assay suggested an easy transportation of 9g in blood stream due to its binding affinity. In vitro anticancer studies performed on MCF-7, MDA-MB-435s and HepG2 cells using 9g showed inhibition of cell proliferation and cell migration. Further, 9g induces apoptosis in these cancerous cells, with IC50 values of 6.22, 9.94 and 8.14 μM, respectively. Putatively, 9g seems to cause oxidative stress resulting in apoptosis. Functional assay of 9g with a panel of 26 kinases showed MARK4 specific profile. In conclusion, 9g seems to possess an effective inhibitory potential towards MARK4 adding an additional repertoire to anticancer therapeutics.

Utilizing Solubility differences to achieve regiocontrol in the synthesis of substituted quinoline-4-carboxylic acids

A practical method for the regiocontrolled synthesis of substituted quinoline-4-carboxylic acids is described. Solubility differences between the product quinoline regioisomers enable their facile separation, thus avoiding any challenging chromatographic purifications and allowing access to highly substituted quinoline compounds in three steps from commercially available anilines.

TRPV4 ANTAGONISTS

The present invention relates to quinoline analogs, pharmaceutical compositions containing them and their use as TRPV4 antagonists.