16854-67-4

Usage

Uses

Used in Pharmaceutical Synthesis:
4-Hydroxylthiocoumarin is used as an intermediate in the synthesis of Difethialone (D445450), an anticoagulant rodenticide. 4-Hydroxylthiocoumarin is widely utilized to control rodent infestations due to its effectiveness in preventing blood clotting in rodents, leading to their eventual death.
Used in Anticancer Applications:
While the provided materials do not explicitly mention the use of 4-Hydroxylthiocoumarin in anticancer applications, its role as a synthetic intermediate for potentially useful compounds suggests that it may have indirect applications in the development of anticancer drugs.
Used in Drug Delivery Systems:
Similar to its potential use in anticancer applications, the role of 4-Hydroxylthiocoumarin as a synthetic intermediate implies that it may be involved in the development of drug delivery systems. These systems could be designed to improve the bioavailability and therapeutic outcomes of drugs synthesized using 4-Hydroxylthiocoumarin.

InChI:InChI=1/C9H6O2S/c10-7-5-9(11)12-8-4-2-1-3-6(7)8/h1-5,11H

Upstream product

• 75-44-5 phosgene 
• 26824-02-2 1-(2-mercaptophenyl)ethan-1-one 
• 616-38-6 carbonic acid dimethyl ester 
• 105-58-8 Diethyl carbonate 
• 62972-22-9 S-acetylthiosalicylic acid chloride 
• 273380-14-6 diethyl 2-(2-acetylmercapto)benzoylmalonate 
• 55819-78-8 2-acetylmercaptobenzoic acid 
• 16854-72-1 Dithiomalonsaeure-S,S'-diphenylester 
• 108-98-5 thiophenol 

Downstream Products

• 29266-68-0 1,2-benzisothiazole-3-acetic acid 
• 104960-46-5 2-[(3-Bromo-phenyl)-(4-hydroxy-2-oxo-2H-thiochromen-3-yl)-methyl]-indan-1,3-dione 
• 104960-44-3 2-[(4-Chloro-phenyl)-(4-hydroxy-2-oxo-2H-thiochromen-3-yl)-methyl]-indan-1,3-dione 
• 104960-40-9 2-[(4-Hydroxy-2-oxo-2H-thiochromen-3-yl)-p-tolyl-methyl]-indan-1,3-dione 
• 104960-47-6 2-[(4-Bromo-phenyl)-(4-hydroxy-2-oxo-2H-thiochromen-3-yl)-methyl]-indan-1,3-dione 
• 104960-41-0 2-[(4-Hydroxy-2-oxo-2H-thiochromen-3-yl)-(4-methoxy-phenyl)-methyl]-indan-1,3-dione 
• 104960-45-4 2-[(2,4-Dichloro-phenyl)-(4-hydroxy-2-oxo-2H-thiochromen-3-yl)-methyl]-indan-1,3-dione 
• 104960-43-2 2-[(3-Chloro-phenyl)-(4-hydroxy-2-oxo-2H-thiochromen-3-yl)-methyl]-indan-1,3-dione 
• 104960-42-1 2-[(2-Chloro-phenyl)-(4-hydroxy-2-oxo-2H-thiochromen-3-yl)-methyl]-indan-1,3-dione 
• 101974-74-7 2-[(4-Hydroxy-2-oxo-2H-thiochromen-3-yl)-(2-methoxy-phenyl)-methyl]-indan-1,3-dione 
• 104960-48-7 2-[(4-Hydroxy-2-oxo-2H-thiochromen-3-yl)-(4-nitro-phenyl)-methyl]-indan-1,3-dione 
• 13723-21-2 4,4'-dihydroxy-3,3'-(4-methoxy-phenylmethanediyl)-bis-thiochromen-2-one 
• 101974-75-8 2-[(4-Hydroxy-2-oxo-2H-thiochromen-3-yl)-(3-nitro-phenyl)-methyl]-indan-1,3-dione 
• 13723-12-1 3,3'-(phenylmethylene)bis(4-hydroxy-2H-thiochromen-2-one) 

Relevant academic research and scientific papers

The laccase-catalyzed domino reaction between catechols and heterocyclic 1,3-dicarbonyls and theunambiguous structure elucidation of the products by NMR spectroscopy and X-ray crystal structure analysis

(Chemical Equation Presented) The laccase-catalyzed reaction between catechols and heterocyclic 1,3-dicarbonyls (pyridinones, quinolinones, thiocoumarins) using aerial oxygen as the oxidant delivers benzofuropyridinones, benzofuroquinolinones, and thiocou

Design, synthesis, and anticonvulsant evaluation of 4-GABA-3-nitrocoumarines, 1-thiocoumarines, quinolone-2-ones, and their derivatives

The novel group of 4-GABA-3-nitrocoumarines, 1-thiocoumarines, quinolone-2-ones, and their derivatives was designed as potential anticonvulsants using GABA pharmacophore and corresponding heterocyclic moieties. A number of compounds of this group were synthesized and studied in the maximum electroshock seizure (MES) test and in the model of primary-generalized convulsions caused by subcutaneous pentylenetetrazole (scPTZ) in mice. The most active compound in the MES test was found to be 1a (N-(3-nitrocoumarin-4-yl)-4-aminobutyric acid) at a dose range of 60–80 mg/kg that increased the number of survived animals up to 60% in comparison with the control group, whose survival rate was 10%. Compounds 1d (N-(3,6-dinitrocoumarin-4-yl)-4-amino-butyric acid methyl ester) at doses of 10–40 mg/kg and 3a (N-(3-nitro-2-oxo-1,2-dihydroquinolin-4-yl)-4-amino-butyric acid methyl ester) at a dose of 12.5 mg/kg had the most pronounced anticonvulsant effect in scPTZ test. [Figure not available: see fulltext.].

Synthesis and characterization of an anticoagulant 4-hydroxy-1-thiocoumarin by FTIR, FT-Raman, NMR, DFT, NBO and HOMO-LUMO analysis

Experimental and theoretical investigations on the molecular structural, electronic and the vibrational characteristics of 4-hydroxy-1-thiocoumarin are presented. Conformational analysis was carried out to obtain the more stable configuration of the compo

COUMARIN-BASED COMPOUNDS

Compounds including those of the Formula I where X, R1, R2 and subscript t are as defined herein, useful as γ-secretase inhibitors, are provided, as are compositions comprising the compounds, as well as methods for use of the compoun

A convenient one-pot synthesis of 4-hydroxycoumarin, 4-hydroxythiocoumarin, and 4-hydroxyquinolin-2(1H)-one

An improved one-pot synthesis of 4-hydroxycoumarin, 4-hydroxythiocoumarin, and 4-hydroxyquinolin-2(1H)-one from 2-hydroxyacetophenone, 2-mercaptoacetophenone, and 2-aminoacetophenone, respectively, is described. The synthetic strategies involve the acylation and internal ring cyclization. This method is readily amenable to large-scale synthesis of 4-hydroxycoumarin, 4-hydroxythiocoumarin, and 4-hydroxyquinolin-2(1H)-one derivatives in high yields.

Efficient and practical syntheses of benzothiopyran derivatives

Concise and inexpensive methods for the preparation of 4-hydroxy-1- thiocoumarin and 2-methylthiochromone from 2-mercaptobenzoic acid are described, which should be readily amenable to large scale synthesis.