5374-29-8

Basic information

• Product Name: (2Z)-(2,4-DIOXO-1,3-THIAZOLIDIN-5-YLIDENE)ACETIC ACID
• Synonyms: (2Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)acetic acid(SALTDATA: FREE);[2,4-Dioxo-thiazolidin-(5Z)-ylidene]-acetic acid;2-[(5Z)-2,4-Dioxo-1,3-thiazolidin-5-ylidene]acetic acid
• CAS NO: 5374-29-8
• Molecular Formula: C₅H₃NO₄S
• Molecular Weight: 173.15
• Mol File: 5374-29-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• Refractive Index: 1.799
• CAS DataBase Reference: (2Z)-(2,4-DIOXO-1,3-THIAZOLIDIN-5-YLIDENE)ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2Z)-(2,4-DIOXO-1,3-THIAZOLIDIN-5-YLIDENE)ACETIC ACID(5374-29-8)
• EPA Substance Registry System: (2Z)-(2,4-DIOXO-1,3-THIAZOLIDIN-5-YLIDENE)ACETIC ACID(5374-29-8)

Safety Data

• Hazardous Substances Data: 5374-29-8(Hazardous Substances Data)

Usage

General Description

(2Z)-(2,4-DIOXO-1,3-THIAZOLIDIN-5-YLIDENE)ACETIC ACID is a chemical compound with the molecular formula C6H5NO4S. It is a thiazolidin-4-one derivative, which is a class of compounds known for their diverse pharmacological activities. (2Z)-(2,4-DIOXO-1,3-THIAZOLIDIN-5-YLIDENE)ACETIC ACID has been studied for its potential anti-inflammatory, antioxidant, and antimicrobial properties. It is also being investigated for its potential use in pharmaceuticals and as a precursor in organic synthesis. Overall, (2Z)-(2,4-DIOXO-1,3-THIAZOLIDIN-5-YLIDENE)ACETIC ACID has potential applications in various fields, making it an interesting area of research for its potential medicinal and industrial uses.

InChI:InChI=1/C5H3NO4S/c7-3(8)1-2-4(9)6-5(10)11-2/h1H,(H,7,8)(H,6,9,10)/b2-1-

Upstream product

• 875-97-8 2-(2,4-dioxothiazolidin-5-yl)acetic acid 
• 701-23-5 (4-oxo-2-thioxo-thiazolidin-5-yl)-acetic acid 
• 5316-60-9 (4-oxo-2-thioxo-thiazolidin-5-ylidene)-acetic acid 

Downstream Products

• 469875-38-5 N-(thiazol-2-yl)-2-(2,4-dioxothiazolidin-5-ylidene)acetamide 
• 875-97-8 2-(2,4-dioxothiazolidin-5-yl)acetic acid 

Relevant articles and documents

Synthesis and in vitro antiproliferative and antibacterial activity of new thiazolidine-2,4-dione derivatives

In our present research, we synthesised new thiazolidine-2,4-diones (12–28). All the newly synthesised compounds were evaluated for antiproliferative and antibacterial activity. Antiproliferative evaluation was carried out using normal human skin fibroblasts and tumour cell lines: A549, HepG2, and MCF-7. The IC50 values were determined for tested compounds revealing antiproliferative activity. Moreover, safety index (SI) was calculated. Among all tested derivatives, the compound 18 revealed the highest antiproliferative activity against human lung, breast, and liver cancer cells. More importantly, the derivative 18 showed meaningfully lower IC50 values when compared to the reference substance, irinotecan, and relatively high SI values. Moreover, newly synthesised compounds were screened for the bacteria growth inhibition in vitro. According to our screening results, most active compound was the derivative 18 against Gram-positive bacteria. Therefore, it may be implied that the novel compound 18 appears to be a very promising agent for anticancer treatment.

Synthesis and in vitro anticancer activity of 2,4-azolidinedione-acetic acids derivatives

The synthesis and evaluation of anticancer activity of 2,4-thia(imida)zolidinedione-3- and 5-acetic acids amides were described. The structures of compounds were determined by IR, 1H NMR, and MS analysis. In vitro anticancer activity of these compounds has been tested in National Cancer Institute (NCI) and the relationships between structure and anticancer activity are discussed. Among 2,4-azolidinedione-acetic acids derivatives 2-[5-(4-chlorobenzylidene)-2,4-dioxo-imidazolidin-3-yl]-N-(2-trifluoromethyl-phenyl)-acetamide (Ic) was superior to other related compounds in terms of high selectivity for the leukemia CCRF-CEM (log GI50 = -6.06), HL-60(TB) (log GI50 = -6.53), MOLT-4 (log GI50 = -6.52) and SR (log GI50 = -6.51) cell lines.