75908-14-4

Upstream product

• 137-07-5 2-amino-benzenethiol 
• 38464-20-9 4-chloro-3-nitro-chromen-2-one 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 

Relevant academic research and scientific papers

Substituted benzopyranobenzothiazinones. Synthesis and estrogenic activity on MCF-7 breast carcinoma cells

In the search for new agents with estrogenic activity mediated by estrogen receptors (ER), six 6,12-dihydro-1-benzopyrano[3,4-b][1,4]benzothiazin-6-ones 3a-f were synthesized. These compounds were readily prepared by the addition of 2-aminothiophenol 2 to substituted 4-hydroxycoumarin derivatives 1a-e. The estrogenic effect has been evaluated on the proliferation of MCF-7 breast adenocarcinoma cells and the specificity of described compounds was evaluated by the inhibition of their effect by ICI 182,780, an antiestrogenic compound. Among the compounds tested, 6,12-dihydro-3-methoxy-1-benzopyrano[3,4-b][1,4]benzothiazin-6-one 3e and 6,12-dihydro-3-hydroxy-1-benzopyrano[3,4-b][1,4]benzothiazin-6-one 3f exhibited an ER-dependent proliferation and a high binding affinity to ER, but a moderate capacity to activate the transcription of a reporter gene. Their pharmacological profiles are defined by their binding properties and their mechanism of action by computational modelling studies.

Synthesis of 4-hydroxycoumarin and 2,4-quinolinediol derivatives and evaluation of their effects on the viability of HepG2 cells and human hepatocytes culture

We report here the synthesis of aromatic coumarins and aromatic α-quinolones which were evaluated in vitro for their protective potentialities against tert-butyl hydroperoxide (t-BHP)-induced oxidative damage on human liver cell death, i.e., human hepatom

Synthesis and Electrochemical Study of Benzothiazine and Phenothiazine Derivatives

A number of benzothiazine and phenothiazine derivatives are prepared by reaction of 2-mercaptoaniline and cyclic β-diketo compounds or by reaction of bidentate nucleophiles on 4-chloro-3-nitrocoumarin by using the HSAB principle.The topological resonance energies per ?-electron (TREPE's) are calculated for nine benzothiazine and phenothiazine derivatives and correlated with the first reversible peak potentials.The analysis of the data shows a good correlation between the TREPE values and the oxidation potentials.The chemical behavior of the electrochemically generated radical cations of the two related heterocyclic systems: 6,12-dihydrobenzopyrranobenzothiazin-6-one (1) and 2,3-dihydro-2,2-dimethylphenothiazin-6(1H)-one (2) are examined by using the electroanalytical techniques and preparative controlled potential electrolysis.HMO calculations are used to predict the most reactive sites toward the nucleophilic attack.

CHEMISTRY OF COUMARINS - SYNTHESIS OF SOME 3,4-SUBSTITUTED COUMARINS USING THE HSAB PRINCIPLE

Novel heterocyclic system (2, 3, and 4) have been obtained by reactions of the corresponding bidentate nucleophiles, e.g. 2-mercaptoaniline, 3-mercapto-1,2,4-triazole and 2-mercaptobenzimidazole respectively, with 4-chloro-3-nitrocoumarin (1).

Synthesis and Desulphurisation of Substituted 12H--Benzopyranolbenzothiazin-6-ones

Nine substituted 12H--benzopyranobenzothiazin-6-ones have been prepared by condensation of the corresponding 4-hydroxycoumarins with 2-aminothiophenol in dimethyl sulphoxide and one of these subjected to desulphurisation reaction with Raney nickel forming 4-anilinocoumarin.Their spectral properties and physiological activity have been evaluated.

Studies on Novel Heterocyclic Ring Systems. Reaction of 4-Hydroxycoumarin with o-Aminobenzaldehyde and 2-Mercaptoaniline

Reactions of 4-hydroxycoumarin (1) with o-aminobenzaldehyde (2) and 2-mercaptoaniline (5) have been investigated.The yet unreported 6,12-dihydro-1-benzopyranobenzothiazin-6-one (6) system has been synthesized and characterized on the basis of