66820-95-9

Usage

Uses

Used in Pharmaceutical Industry:
2-bromo-10H-phenothiazine is used as a building block for the synthesis of other organic compounds, contributing to the development of new pharmaceuticals.
Used in Medical Applications:
2-bromo-10H-phenothiazine is used as an antithyroid agent for the treatment of hyperthyroidism, as well as in the treatment of certain types of cancer, due to its potential therapeutic effects.
Used in Antimicrobial and Antifungal Research:
2-bromo-10H-phenothiazine is used in research for its antimicrobial and antifungal properties, making it a valuable tool for potential drug development in these areas.

Upstream product

• 20358-03-6 5‐bromo‐1,3‐benzothiazol‐2‐amine 
• 583-53-9 2,3-dibromobenzene 
• 31928-47-9 4-bromo-2-chloroiodobenzene 
• 1204-55-3 thioacetic acid S-(2-acetylamino-phenyl)ester 
• 92-84-2 10H-phenothiazine 
• 96124-86-6 2,2,2-trifluoro-1-(10H-phenothiazin-10-yl)ethan-1-one 

Downstream Products

• 7678-64-0 cyanopromazine 

Relevant academic research and scientific papers

Ni-Catalyzed Reductive Cyanation of Aryl Halides and Phenol Derivatives via Transnitrilation

Herein, we report a Ni-catalyzed reductive coupling for the synthesis of benzonitriles from aryl (pseudo)halides and an electrophilic cyanating reagent, 2-methyl-2-phenyl malononitrile (MPMN). MPMN is a bench-stable, carbon-bound electrophilic CN reagent that does not release cyanide under the reaction conditions. A variety of medicinally relevant benzonitriles can be made in good yields. Addition of NaBr to the reaction mixture allows for the use of more challenging aryl electrophiles such as aryl chlorides, tosylates, and triflates. Mechanistic investigations suggest that NaBr plays a role in facilitating oxidative addition with these substrates.

Efficient and regioselective synthesis of phenothiazine via ferric citrate catalyzed C-S/C-N cross-coupling

Efficient C-S and C-N cross-coupling reactions have been developed for regioselective, scalable and environmentally benign synthesis of substituted phenothiazine derivatives. Cross-coupling reactions were demonstrated on various challenging substrates using non-toxic, highly economical, readily available ferric citrate as a catalyst to get desired product with high regioselectivity. Atom economy is the added advantage of this protocol since additional N-protection step before coupling and eventual deprotection of the same to obtain the desired product arenot required. To the best of our knowledge, this is the first report on the use of inexpensive ferric citrate as a catalyst without involving any ligand for the synthesis of regioselectively substituted phenothiazine.

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.