7506-87-8

Basic information

• Product Name: 2-HYDROXY-4-ISOTHIOCYANATOBENZOIC ACID
• Synonyms: PHENYL (4-ISOTHIOCYANATO)SALICYLATE;4-CARBOXY-3-HYDROXYPHENYLISOTHIOCYANATE;2-HYDROXY-4-ISOTHIOCYANATOBENZOIC ACID
• CAS NO: 7506-87-8
• Molecular Formula: C₈H₅NO₃S
• Molecular Weight: 195.2
• Mol File: 7506-87-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 414.6 °C at 760 mmHg
• Flash Point: 204.6 °C
• Appearance: /
• Density: 1.41 g/cm³
• Vapor Pressure: 1.28E-07mmHg at 25°C
• Refractive Index: 1.64
• CAS DataBase Reference: 2-HYDROXY-4-ISOTHIOCYANATOBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-4-ISOTHIOCYANATOBENZOIC ACID(7506-87-8)
• EPA Substance Registry System: 2-HYDROXY-4-ISOTHIOCYANATOBENZOIC ACID(7506-87-8)

Safety Data

• Hazardous Substances Data: 7506-87-8(Hazardous Substances Data)

Usage

General Description

2-Hydroxy-4-isothiocyanatobenzoic acid is a chemical compound commonly used in research and pharmaceutical development. It is a derivative of benzoic acid and isothiocyanate, and is known for its potent antioxidant and anti-inflammatory properties. 2-HYDROXY-4-ISOTHIOCYANATOBENZOIC ACID has shown potential in various medical applications, including as a therapeutic agent for inflammatory diseases and cancer treatment. Additionally, 2-Hydroxy-4-isothiocyanatobenzoic acid has also been studied for its potential as a natural preservative in food and cosmetic products. Overall, this chemical compound has promising uses in the fields of medicine and industry due to its beneficial properties.

InChI:InChI=1/C8H5NO3S/c10-7-3-5(9-4-13)1-2-6(7)8(11)12/h1-3,10H,(H,11,12)

Upstream product

• 75-15-0 carbon disulfide 
• 65-49-6 4-Aminosalicylic acid 
• 463-71-8 thiophosgene 
• 75-44-5 phosgene 

Downstream Products

• 110273-69-3 4-[N'-(10-amino-decyl)-thioureido]-2-hydroxy-benzoic acid 
• 99055-42-2 2-hydroxy-4-thioureido-benzoic acid 
• 117891-27-7 2-hydroxy-4-thiohydrazinocarbonylamino-benzoic acid 
• 111411-76-8 2-hydroxy-4-[N'-(4-phenylazo-phenyl)-thioureido]-benzoic acid 
• 20679-94-1 2-hydroxy-4-(N'-phenyl-thioureido)-benzoic acid 
• 109259-00-9 4-[N'-(4-amino-phenyl)-thioureido]-2-hydroxy-benzoic acid 
• 115189-56-5 1,4-bis-[N'-(4-carboxy-3-hydroxy-phenyl)-thioureido]-benzene 
• 110060-04-3 2-hydroxy-4-(N'-[2]naphthyl-thioureido)-benzoic acid 
• 144033-22-7 2-hydroxy-4-(4-phenyl-thiazol-2-ylamino)-benzoic acid 
• 117071-96-2 bis-{4-[N'-(4-carboxy-3-hydroxy-phenyl)-thioureido]-phenyl}-sulfone 
• 122174-48-5 4,4'-Bis-[N'-(4-carboxy-3-hydroxy-phenyl)-thioureido]-biphenyl 
• 110376-23-3 4-[N'-(4'-amino-biphenyl-4-yl)-thioureido]-2-hydroxy-benzoic acid 

Relevant articles and documents

2-Aminothiazole Derivatives as Selective Allosteric Modulators of the Protein Kinase CK2. 2. Structure-Based Optimization and Investigation of Effects Specific to the Allosteric Mode of Action

Protein CK2 has gained much interest as an anticancer drug target in the past decade. We had previously described the identification of a new allosteric site on the catalytic α-subunit, along with first small molecule ligands based on the 4-(4-phenylthiazol-2-ylamino)benzoic acid scaffold. In the present work, structure optimizations guided by a binding model led to the identification of the lead compound 2-hydroxy-4-((4-(naphthalen-2-yl)thiazol-2-yl)amino)benzoic acid (27), showing a submicromolar potency against purified CK2α (IC50 = 0.6 μM). Furthermore, 27 induced apoptosis and cell death in 786-O renal cell carcinoma cells (EC50 = 5 μM) and inhibited STAT3 activation even more potently than the ATP-competitive drug candidate CX-4945 (EC50 of 1.6 μM vs 5.3 μM). Notably, the potencies of our allosteric ligands to inhibit CK2 varied depending on the individual substrate. Altogether, the novel allosteric pocket was proved a druggable site, offering an excellent perspective to develop efficient and selective allosteric CK2 inhibitors.

METHOD FOR PRODUCING ISOTHIOCYANATE COMPOUND HAVING CARBOXYL GROUP

To provide a novel method for producing an isothiocyanate compound having a carboxyl group(s) from the corresponding amino compound having a carboxyl group(s). A method for producing an isothiocyanate compound which has a carboxyl group(s) and is represented by the formula (2). And the method comprises reacting an amino compound which has a carboxyl group(s) and is represented by the formula (1) (wherein A is e.g. a C6-14 aromatic hydrocarbon group or a C1-12 saturated hydrocarbon group, and B is e.g. a single bond, a C6-14 aromatic hydrocarbon group or a C1-12 saturated hydrocarbon group), in a solvent, with carbon disulfide (CS2) and then with a halogen as a simple substance.

Synthesis and antifungal activities of phenylenedithioureas

A total of 20 new phenylenedithiourea derivatives was synthesized by reaction of phenylenediisothiocyanates with aromatic amines as aminobenzoic, aminosalicylic acid and their derivatives. Their chemical structures were confirmed by elemental analysis, IR spectrometry and 1H NMR. The compounds were screened for in vitro antifungal, antibacterial activities and some of them have strong antifungal activities comparable to the activity observed for ketoconazole.