6322-60-7

Basic information

• Product Name: 4-(4-OXO-2-THIOXO-THIAZOLIDIN-3-YL)-BENZOIC ACID
• Synonyms: PARA-(4-OXO-2-THIOXOTHIAZOLIDINO)-BENZOIC ACID
• CAS NO: 6322-60-7
• Molecular Formula: C₁₀H₇NO₃S₂
• Molecular Weight: 253.3
• Mol File: 6322-60-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 459 °C at 760 mmHg
• Flash Point: 231.4 °C
• Appearance: /
• Density: 1.64 g/cm³
• Vapor Pressure: 3.21E-09mmHg at 25°C
• Refractive Index: 1.768
• CAS DataBase Reference: 4-(4-OXO-2-THIOXO-THIAZOLIDIN-3-YL)-BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-OXO-2-THIOXO-THIAZOLIDIN-3-YL)-BENZOIC ACID(6322-60-7)
• EPA Substance Registry System: 4-(4-OXO-2-THIOXO-THIAZOLIDIN-3-YL)-BENZOIC ACID(6322-60-7)

Safety Data

• Hazardous Substances Data: 6322-60-7(Hazardous Substances Data)

Usage

Description

4-(4-OXO-2-THIOXO-THIAZOLIDIN-3-YL)-BENZOIC ACID is a chemical compound with a molecular formula C11H7NO3S2, belonging to the class of benzene and substituted derivatives. It features a thiazolidine ring, which is a five-membered ring containing a sulfur and nitrogen atom. 4-(4-OXO-2-THIOXO-THIAZOLIDIN-3-YL)-BENZOIC ACID is primarily utilized in pharmaceuticals and organic synthesis, and its unique structure and properties may contribute to the development of drugs for various diseases and conditions.

Uses

Used in Pharmaceutical Industry:
4-(4-OXO-2-THIOXO-THIAZOLIDIN-3-YL)-BENZOIC ACID is used as a key intermediate in the synthesis of pharmaceuticals for targeting a range of diseases and conditions. Its unique thiazolidine ring structure endows it with properties that can be harnessed in drug development, potentially leading to novel therapeutic agents.
Used in Organic Synthesis:
In the field of organic synthesis, 4-(4-OXO-2-THIOXO-THIAZOLIDIN-3-YL)-BENZOIC ACID serves as a valuable building block for the creation of more complex organic molecules. Its presence in these molecules can impart specific reactivity or selectivity, making it a useful component in the synthesis of various organic compounds.
Used in Chemical Research:
4-(4-OXO-2-THIOXO-THIAZOLIDIN-3-YL)-BENZOIC ACID may also find applications in chemical research, where its unique structure can be explored for new reactions or mechanisms. This can lead to a better understanding of chemical processes and potentially uncover new applications for this compound.
Further study and research are necessary to fully understand the potential uses and properties of 4-(4-OXO-2-THIOXO-THIAZOLIDIN-3-YL)-BENZOIC ACID, as its full potential in various industries may not yet be fully realized.

InChI:InChI=1/C10H7NO3S2/c12-8-5-16-10(15)11(8)7-3-1-6(2-4-7)9(13)14/h1-4H,5H2,(H,13,14)

Upstream product

• 6326-83-6 bis(carboxymethyl)trithiocarbonate 
• 150-13-0 4-amino-benzoic acid 
• 75-15-0 carbon disulfide 
• 3926-62-3 sodium monochloroacetic acid 

Downstream Products

• 34557-48-7 4-(4-oxo-2-thioxo-thiazolidin-3-yl)-benzoic acid ethyl ester 
• 1427537-93-6 4-[(5Z)-4-oxo-5-(pyridin-3-ylmethylene)-2-thioxo-1,3-thiazolidin-3-yl]benzoic acid 
• 101439-76-3 (Z)-4-(5-benzylidene-4-oxo-2-thioxothiazolidin-3-yl)benzoic acid 
• 307504-96-7 (Z)-4-(4-oxo-5-(thiophen-2-ylmethylene)-2-thioxothiazolidin-3-yl)benzoic acid 
• 862827-73-4 (Z)-4-(5-(4-fluorobenzylidene)-4-oxo-2-thioxothiazolidin-3-yl)benzoic acid 

Relevant articles and documents

Synthesis and Biological Evaluation of Novel Carbazole Hybrids as Promising Antimicrobial Agents

Two series of carbazole analogs of 8-methoxy-N-substituted-9H-carbazole-3-carboxamides (series 1) and carbazolyl substituted rhodanines (series 2) were synthesized through facile synthetic routes. All the final compounds from these two series were evaluated for their preliminary in vitro antifungal and antibacterial activity against four fungal (Candida albicans, Cryptococcus neoformans, Cryptococcus tropicalis and Aspergillus niger) and four bacterial (Staphylococcus aureus, Bacillus subtilis, Escherichia coli and Pseudomonas aeruginosa) strains, respectively. Among the tested compounds, three compounds of series 1 displayed promising antifungal and antibacterial activity, especially against C. neoformans and S. aureus. In addition, one compound of series 1 displayed notable antimicrobial activity (MIC: 6.25 μg/mL) against clinical isolates of C. albicans and C. neoformans (MIC: 12.5 μg/mL). From the second series, four compounds exhibited significant antifungal and antibacterial activity, especially against C. neoformans and S. aureus. The most active compound of series 2 displayed a prominent antimicrobial activity against C. neoformans (MIC: 3.125 μg/mL) and S. aureus (MIC: 1.56 μg/mL), respectively.

Rhodanine as a Potent Scaffold for the Development of Broad-Spectrum Metallo-β-lactamase Inhibitors

A series of rhodanines was constructed, their Z-configuration was confirmed by small molecule X-ray crystal structures, and their activity against metallo-β-lactamases (MβLs) was measured. The obtained 26 molecules and a thioenolate specifically inhibited the MβL L1 with an IC50 range of 0.02-1.7 μM, and compounds 2h-m exhibited broad-spectrum inhibition of the MβLs NDM-1, VIM-2, ImiS, and L1 with IC50 values 16 μM. All inhibitors increased the antimicrobial effect of cefazolin against E. coli cells expressing L1, resulting in a 2-8-fold reduction in MIC. Docking studies suggested that the nitro (NDM-1, CphA, and L1) or carboxyl group (VIM-2) of 2l coordinates one or two Zn(II) ions, while the N-phenyl group of the inhibitor enhances its hydrophobic interaction with MβLs. These studies demonstrate that the diaryl-substituted rhodanines are good scaffolds for the design of future broad-spectrum inhibitors of MβLs.