397-58-0

Usage

Uses

Used in Pharmaceutical Industry:
2-fluoro-10H-Phenothiazine is used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals for its unique chemical and biological properties. Its fluorine atom at the 2-position of the phenothiazine ring can enhance the compound's reactivity and selectivity, making it a valuable building block in the development of new drugs.
Used in Drug Discovery and Development:
2-fluoro-10H-Phenothiazine is used as a modulator of various biological targets and pathways in drug discovery and development. Its ability to interact with different biological systems makes it a promising candidate for the treatment of various diseases and disorders.
Used in Antipsychotic Applications:
2-fluoro-10H-Phenothiazine is used as an antipsychotic agent for its potential therapeutic effects in the treatment of various mental disorders. Its unique chemical structure allows it to modulate specific neurotransmitter systems, providing a new avenue for the development of more effective antipsychotic medications.
Used in Anti-inflammatory Applications:
2-fluoro-10H-Phenothiazine is used as an anti-inflammatory agent for its potential to modulate inflammatory pathways and reduce inflammation in various diseases. Its ability to target specific inflammatory mediators makes it a promising candidate for the development of new anti-inflammatory drugs.
Used in Antioxidant Applications:
2-fluoro-10H-Phenothiazine is used as an antioxidant agent for its potential to protect cells from oxidative stress and reduce the risk of various diseases associated with oxidative damage. Its unique chemical properties allow it to scavenge free radicals and prevent oxidative damage to cellular components.

InChI:InChI=1/C12H8FNS/c13-8-5-6-12-10(7-8)14-9-3-1-2-4-11(9)15-12/h1-7,14H

Upstream product

• 108-94-1 cyclohexanone 
• 131105-89-0 2-amino-4-fluorobenzene-1-thiol 
• 95-16-9 1,3-Benzothiazole 
• 202865-73-4 2-bromo-4-fluoro-1-iodobenzene 
• 137-07-5 2-amino-benzenethiol 
• 1204-55-3 thioacetic acid S-(2-acetylamino-phenyl)ester 
• 1097829-59-8 C₁₂H₉BrFNS 

Relevant academic research and scientific papers

Phenothiazine derivatives having CaM inhibitory activity

The present invention provides a phenothiazine derivative or a pharmaceutically acceptable salt thereof, a method of preparing a compound selected therefrom and a pharmaceutical composition containing the compound as an active ingredient. The phenothiazine derivative according to the present invention has an effect of inhibiting calmodulin (CaM; calcium-modulated protein) and thus helps cell death by maintaining the intracellular level of calcium in lung cancer cells at high concentration. Accordingly, the phenothiazine derivative according to the present invention can be usefully used to prevent or treat malignant tumors such as lung cancer.

Transition-metal-free synthesis of phenothiazines from S-2-acetamidophenyl ethanethioate and ortho-dihaloarenes

An efficient cesium carbonate-mediated synthesis of phenothiazine derivatives from S-2-acetamidophenyl ethanethioates and ortho-dihaloarenes has been developed. This protocol affords an efficient approach for the construction of phenothiazine derivatives without the need of transition-metal catalyst or ligand. A plausible mechanism is proposed.

A method of synthesizing phenoxthine compounds

The invention develops a method for synthesizing phenothiazine compounds by using benzothiazole and derivatives thereof as well as 1-bromo-2-iodobenzene and derivatives thereof as raw materials and copper or copper salt/N-alkoxy-1H-pyrrolic amide system as a copper catalyst. The method is a brand-new method for synthesizing phenothiazine compounds. The method has the characteristics of low temperature, short reaction time, low solvent toxicity and wide substrate adaptability, and has wide application prospects in the aspect of preparation of medicines, pesticides and materials.

Copper-Catalyzed Domino Reactions for the Synthesis of Phenothiazines

A method for the one-pot synthesis of phenothiazines from benzothiazoles and aryl ortho-dihalides was explored. Preliminary work on the mechanism of the reaction suggested that it follows a domino process, including the hydrolysis of benzothiazoles followed by C-S coupling and C-N coupling. The low loading of the catalyst system (5 mol-% for both copper and ligand), the mild experimental conditions (90 °C, 12 h), and the use of a green reaction medium make this synthesis very attractive to academia and industry. A copper-catalyzed domino reaction consisting of the hydrolysis of benzothiazoles followed by C-S and C-N couplings for the synthesis of phenothiazines from benzothiazoles and aryl ortho-dihalides is described. The low loading of the catalyst system, mild experimental conditions, and the use of polyethylene glycol as the solvent make this synthetic approach very attractive to academia and industry.

Synthesis of phenothiazines from cyclohexanones and 2-aminobenzenethiols under transition-metal-free conditions

A convenient method for the synthesis of various substituted phenothiazines from cyclohexanones and 2-aminobenzenethiols using molecular oxygen as hydrogen acceptor in the absence of transition-metals is described. For the first time cyclohexanones were used as coupling partners for the construction of phenothiazines.

Assembly of substituted phenothiazines by a sequentially controlled CuI/L-proline-catalyzed cascade C-S and C-N bond formation

(Chemical equation presented) In the pro-line of fire: A general and efficient cascade reaction approach to substituted phenothiazines, which relies on controlled sequential Cul/L-prolinecatalyzed C-S and C-N bond formations, is described. DMSO = dimethylsulfoxide.

Synthesis and biological activities of some new phenothiazines, their sulfones, and ribofuranosides

The present communication describes the synthesis of substituted 10H-phenothiazines by reaction of 2-aminobenzenethiol 1 and o-halonitrobenzene 2 via Smiles rearrangement. These synthesized phenothiazines are used as base to prepare ribofuranosides by tre