109569-26-8

Basic information

• Product Name: 3-[N'-(4-chloro-benzoyl)-thioureido]-benzoic acid
• CAS NO: 109569-26-8
• Molecular Weight: 334.783
• Mol File: 109569-26-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-[N'-(4-chloro-benzoyl)-thioureido]-benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[N'-(4-chloro-benzoyl)-thioureido]-benzoic acid(109569-26-8)
• EPA Substance Registry System: 3-[N'-(4-chloro-benzoyl)-thioureido]-benzoic acid(109569-26-8)

Safety Data

• Hazardous Substances Data: 109569-26-8(Hazardous Substances Data)

Upstream product

• 99-05-8 meta-aminobenzoic acid 
• 16794-67-5 p-chlorobenzoyl isothiocyanate 
• 122-01-0 4-chloro-benzoyl chloride 

Relevant articles and documents

Structure-Activity Relationships and Anti-inflammatory Activities of N-Carbamothioylformamide Analogues as MIF Tautomerase Inhibitors

Macrophage migration inhibitory factor (MIF), a proinflammatory cytokine, is an attractive therapeutic target for the treatment of inflammatory diseases. In our previous study, 3-[(biphenyl-4-ylcarbonyl)carbamothioyl]amino benzoic acid (compound 1) was discovered as a potent inhibitor of MIF by docking-based virtual screening and bioassays. Here, a series of analogues of compound 1 derived from similarity search and chemical synthesis were evaluated for their MIF tautomerase activities, and their structure-activity relationships were then analyzed. The most potent inhibitor (compound 5) with an IC50 of 370 nM strongly suppressed lipopolysaccharide (LPS)-induced production of TNF-α and IL-6 in a dose-dependent manner and significantly enhanced the survival rate of mice with LPS-induced endotoxic shock from 0 to 35% at 0.5 mg/kg and to 45% at 1 mg/kg, highlighting the therapeutic potential of the MIF tautomerase inhibition in inflammatory diseases.