6340-89-2

Basic information

• Product Name: (5Z)-5-(2-chloro-6-fluorobenzylidene)-3-methyl-1,3-thiazolidine-2,4-dione
• CAS NO: 6340-89-2
• Molecular Formula: C₂₅H₂₁N₃O₂
• Molecular Weight: 271.6952
• Mol File: 6340-89-2.mol
• Article Data: 50

Chemical Properties

• Boiling Point: 379.4°C at 760 mmHg
• Flash Point: 183.3°C
• Density: 1.542g/cm³
• Vapor Pressure: 5.87E-06mmHg at 25°C
• Refractive Index: 1.673
• CAS DataBase Reference: (5Z)-5-(2-chloro-6-fluorobenzylidene)-3-methyl-1,3-thiazolidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (5Z)-5-(2-chloro-6-fluorobenzylidene)-3-methyl-1,3-thiazolidine-2,4-dione(6340-89-2)
• EPA Substance Registry System: (5Z)-5-(2-chloro-6-fluorobenzylidene)-3-methyl-1,3-thiazolidine-2,4-dione(6340-89-2)

Safety Data

• Hazardous Substances Data: 6340-89-2(Hazardous Substances Data)

Usage

Description

(5Z)-5-(2-chloro-6-fluorobenzylidene)-3-methyl-1,3-thiazolidine-2,4-dione is a thiazolidine-2,4-dione derivative with the molecular formula C11H8ClFNO2S. It features a thiazolidine ring with a chloro-fluorobenzylidene substituent and a methyl group. (5Z)-5-(2-chloro-6-fluorobenzylidene)-3-methyl-1,3-thiazolidine-2,4-dione is a potential candidate for pharmaceutical research due to its thiazolidine-2,4-dione core, which is known for its antidiabetic, anti-inflammatory, and anticancer activities. Its unique structure and properties make it a subject of interest for further investigation and potential pharmaceutical application.

Uses

Used in Pharmaceutical Research:
(5Z)-5-(2-chloro-6-fluorobenzylidene)-3-methyl-1,3-thiazolidine-2,4-dione is used as a research compound for its potential pharmaceutical applications due to its thiazolidine-2,4-dione core, which exhibits various biological activities such as antidiabetic, anti-inflammatory, and anticancer properties.
Used in Anticancer Applications:
In the field of oncology, (5Z)-5-(2-chloro-6-fluorobenzylidene)-3-methyl-1,3-thiazolidine-2,4-dione is used as a potential anticancer agent. Its specific structure may allow it to modulate oncological signaling pathways, potentially leading to the inhibition of tumor growth and progression.
Used in Antidiabetic Applications:
(5Z)-5-(2-chloro-6-fluorobenzylidene)-3-methyl-1,3-thiazolidine-2,4-dione is used as a potential antidiabetic agent, where its thiazolidine-2,4-dione core may contribute to the regulation of blood sugar levels and improve insulin sensitivity.
Used in Anti-inflammatory Applications:
In the context of inflammation, (5Z)-5-(2-chloro-6-fluorobenzylidene)-3-methyl-1,3-thiazolidine-2,4-dione is used as a potential anti-inflammatory agent, possibly aiding in the reduction of inflammation and associated symptoms.
Used in Drug Delivery Systems:
(5Z)-5-(2-chloro-6-fluorobenzylidene)-3-methyl-1,3-thiazolidine-2,4-dione may also be used in the development of drug delivery systems, where its unique properties could be leveraged to improve the delivery, bioavailability, and therapeutic outcomes of various pharmaceuticals.

Upstream product

• 95-20-5 2-methyl-1H-indole 
• 555-16-8 4-nitrobenzaldehdye 
• 57270-89-0 5-(4-nitrobenzylidene)-1,3-dimethylbarbituric acid 
• 769-42-6 1,3-dimethylbarbituric acid 
• 615-43-0 2-iodophenylamine 
• 220465-91-8 1-(2-aminophenyl)prop-1-yne 
• 619-73-8 4-nitrobenzyl chloride 

Relevant articles and documents

Heterogeneous SO3H@Fe3O4 magnetic nanocatalyst as an efficient and reusable medium for the synthesis of 3,3′-(arylmethylene)-bis-(4-hydroxycoumarin), bis-(indolyl)-methane, and 1,8-dioxo-octahydroxanthene derivatives

This work aimed to synthesize a new heterogeneous catalyst (SO3H@Fe3O4 magnetic nanoparticles) and the study of its catalytic behavior in synthesizing 3,3′-(arylmethylene)-bis-(4-hydroxycoumarin), bis-(indolyl)-methane, an

A Star-Shaped Triazine-Based Vitamin B5 Copper(II) Nanocatalyst for Tandem Aerobic Synthesis of Bis(indolyl)methanes

In this work, the catalytic efficiency of a novel bio-relevant triazine (TA)-based pantothenate (vitamin B5) copper(II) complex [Cu(II)-TA/B5] in the aerobic oxidation of benzyl alcohols and tandem synthesis of bis(indolyl)methanes was exploited. The star-shaped catalyst was characterized by different techniques such as FT-IR, EDX, ICP, TEM, and TGA. TEM images revealed a honeycomb structure resulting from the accumulation of nanoparticles with size ranging between 2–6 nm. The high yields and excellent selectivity were obtained for the production of various benzaldehydes and bis(indolyl)methanes under aerobic conditions. Recycling tests, spectroscopic data, and leaching experiments testified that the title heterogeneous bio-relevant catalyst preserved its activity and structural integrity during oxidation and coupling reactions. The presented catalytic systems qualify all requirements for efficient catalytic systems for applied goals.

Catalyst-free visible-light-induced condensation to synthesize bis(indolyl)methanes and biological activity evaluation of them as potent human carboxylesterase 2 inhibitors

A mild strategy for visible-light-induced synthesis of bis(indolyl)methanes was developed using aromatic aldehydes and indole as substrates. This reaction could be performed at room temperature under catalyst- and additive-free conditions to synthesize a