131554-52-4

Basic information

• Product Name: 2,4-Thiazolidinedione, 3-[2-(4-chlorophenyl)-2-oxoethyl]-
• CAS NO: 131554-52-4
• Molecular Formula: C11H8ClNO3S
• Molecular Weight: 269.708
• Mol File: 131554-52-4.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 2,4-Thiazolidinedione, 3-[2-(4-chlorophenyl)-2-oxoethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Thiazolidinedione, 3-[2-(4-chlorophenyl)-2-oxoethyl]-(131554-52-4)
• EPA Substance Registry System: 2,4-Thiazolidinedione, 3-[2-(4-chlorophenyl)-2-oxoethyl]-(131554-52-4)

Safety Data

• Hazardous Substances Data: 131554-52-4(Hazardous Substances Data)

Usage

Chemical class

Thiazolidinedione drugs

Potential use

Treatment of diabetes and other metabolic disorders

Mechanism of action

Improves insulin sensitivity and lowers blood glucose levels in patients with type 2 diabetes

Chemical structure

Contains a 2,4-thiazolidinedione ring and a 4-chlorophenyl group

Possible interaction

May interact with specific receptors or enzymes involved in glucose metabolism

Research status

Further research needed to determine the full potential and safety for therapeutic use

Upstream product

• 39131-10-7 1,3-thiazolidine-2,4-dione potassium salt 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 2295-31-0 thiazoline-2,4-dione 

Downstream Products

• 151956-10-4 N-(4'-chlorophenacyl)-5-(2-chlorobenzylidene)-thiazolidine-2,4-dione 
• 443308-29-0 6-(4-chlorophenyl)-4,5-dihydro-2H-1,2,4-triazin-3-one 

Relevant articles and documents

Studies on the synthetic and structural aspects of benzosuberones bearing 2, 4-thiazolidenone moiety as potential anti-cancer agents

Novel representative of the important group of biologically active benzosuberones bearing 2, 4-thiazolidenone moiety was synthesized as potential anticancer agents (6a-j). These compounds were synthesized in good yields from Knoevenagel condensation of co

Novel Furochromone Derivatives: Synthesis and Anticancer Activity Studies

Medicinal plant extracts have been used for medical purposes throughout human history. In this study, khellin, having furochromone structure, which is obtained from a well-known traditional medicinal plant, was selected. A series of furochromonyl compounds (K1–K14) were synthesized for their anticancer activities. Furochromonyl compounds (K1–K14) were synthesized by Knoevenagel reaction of substituted 2,4-thiazolidinediones (Ia–j)/rhodanines (Ik–n) with khellin-2-carboxaldehyde (V), and their cytotoxicity was investigated in 22 cancer cell lines, which were originated from tissues such as the liver, breast, colon, and cervix. As the first step, two hepatocellular carcinoma cell lines Huh7 and PLC/PRF/5 (Alexander cells) were treated with 10?μM of each compound for 72?h, and then sulforhodamine B assay was performed to analyze their anti-growth activities. Ethyl 2-(5-((4,9-dimethoxy-5-oxo-5H-furo[3,2-g]chromen-7-yl)methylene)-4-oxo-2-thioxothiazolidin-3-yl)acetate (K11) was found as the most cytotoxic compound of primary screening. Afterwards, 12 hepatocellular carcinoma, seven breast cancer, two colon cancer, and a cervical cancer cell lines were selected to test K11 for 72?h at multiple concentrations to determine 50% effective doses. Results showed that the 14 cell lines were affected by K11 quantities lower than 10?μM. The structure of K11, which is particularly effective on breast cancers, can be used to slow down the progression of tumors. Furthermore, the discovery of more effective compounds can be carried out on the basis of this structure.

NOVEL PYRIDAZONES AND TRIAZINONES FOR THE TREATMENT AND PROPHYLAXIS OF HEPATITIS B VIRUS INFECTION

The invention provides novel compounds having the general formula wherein R1, R2, R3, X and a are as described in the description and in the claims, as well as or pharmaceutically acceptable salts thereof. The invention also contains compositions including the compounds and methods of using the compounds.