1207-99-4

Usage

Uses

Used in Pharmaceutical Industry:
3-Chloro-10H-phenothiazine is used as an active pharmaceutical ingredient for the development of medications targeting various health conditions. Its chemical structure allows for the modulation of biological processes, making it a valuable component in drug formulations.
Used in Dye Industry:
In the dye industry, 3-chloro-10H-phenothiazine is utilized as a colorant, providing vibrant hues and stable coloration in various applications. Its chemical properties contribute to its compatibility with different substrates and resistance to fading.
Used in Lubricant Additives:
3-Chloro-10H-phenothiazine serves as an additive in lubricants, enhancing their performance by improving viscosity, reducing friction, and providing corrosion resistance. Its incorporation into lubricant formulations results in better protection and longevity of machinery and equipment.
Used in Polymer Additives:
In the polymer industry, 3-chloro-10H-phenothiazine is used as an additive to modify the properties of polymers. It can improve characteristics such as stability, color, and resistance to environmental factors, leading to enhanced performance and durability of polymer-based products.

InChI:InChI=1/C12H8ClNS/c13-8-5-6-10-12(7-8)15-11-4-2-1-3-9(11)14-10/h1-7,14H

Upstream product

• 1205-71-6 N-(4-chlorophenyl)aniline 
• 39225-46-2 acetic acid-[2-(4-chloro-2-nitro-phenylsulfanyl)-anilide] 
• 6764-10-9 4-chlorophenyl 2-nitrophenyl sulfide 
• 30213-99-1 1-azido-2-(4-chloro-phenylsulfanyl)-benzene 
• 108-86-1 bromobenzene 
• 92-84-2 10H-phenothiazine 
• 95-24-9 6-chloro-2-aminobenzothiazole 
• 583-53-9 2,3-dibromobenzene 
• 23474-98-8 2-amino-5-chlorobenzenethiol 
• 108-94-1 cyclohexanone 
• 6320-02-1 o-bromothiophenol 
• 63069-48-7 p-chloro-o-iodoaniline 
• 116035-66-6 N-(4-chloro-2-iodophenyl)acetamide 
• 6320-03-2 2-chlorothiphenol 

Downstream Products

• 484-19-5 3-Chloropromazine 

Relevant academic research and scientific papers

Potassium carbonate-mediated tandem C-S and C-N coupling reaction for the synthesis of phenothiazines under transition-metal-free and ligand-free conditions

An efficient potassium carbonate-mediated tandem C-S and C-N coupling reaction between N-(2-iodophenyl)acetamides and 2-halo-benzenethiols has been developed. This protocol affords a simple and efficient approach for the construction of phenothiazine derivatives without the need for addition of transition-metal catalyst or ligand for the first time. Furthermore, the reaction can be easily performed on a large scale.

Method for the Synthesis of Phenothiazines via a Domino Iron-Catalyzed C-S/C-N Cross-Coupling Reaction

An environmentally benign and efficient method has been developed for the synthesis of phenothiazines via a tandem iron-catalyzed C-S/C-N cross-coupling reaction. Some of the issues typically encountered during the synthesis of phenothiazines in the presence of palladium and copper catalysts, including poor substrate scope, long reaction times and poor regioselectivity, have been addressed using this newly developed iron-catalyzed method.

Iron catalytic phenothiazine synthetic method of compound

The invention provides a synthetic method of an iron-catalyzed phenothiazine compound. The synthetic method comprises the following step: in the presence of an iron salt catalyst, a ligand and an alkali, carrying out C-S coupling, C-N coupling and deacylation reaction on raw materials (N-(2-sulfydryl phenyl) acetamide and o-dibromobenzene) at a certain temperature to obtain the phenothiazine compound. The synthetic method provided by the invention is simple in operation, mild in condition, wide in application range, relatively high in yield and short in reaction time and has a good industrial prospect.

A catalyst system, copper/ N -methoxy-1 H -pyrrole-2-carboxamide, for the synthesis of phenothiazines in poly(ethylene glycol)

A copper/N-methoxy-1H-pyrrole-2-carboxamide catalyst system has been established for the preparation of phenothiazines in good yields by two routes, starting from 2-iodoanilines and 2-bromobenzenethiol and from aryl ortho-dihalides and o-aminobenzenethiols, by conducting the reaction at 90 °C in poly(ethylene glycol)-100 (PEG-100). In addition, the catalyst system was useful for promoting direct arylation of various aryl amines, aliphatic amines, and aqueous ammonia. The simple experimental operation, low loading of catalyst system together with the use of green solvent, makes it attractive for the versatile syntheses of phenothiazines and various amines.

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.

Synthesis and antitubercular activity of phenothiazines with reduced binding to dopamine and serotonin receptors

Analogs of the psychotropic phenothiazines were synthesized and examined as antitubercular agents against Mycobacterium tuberculosis H37Rv. The compounds were subsequently counter-screened for binding to the dopaminergic-receptor subtypes D1, D2, D3 and the serotonergic-receptor subtypes 5-HT1A, 5-HT2A, and 5-HT2C. The most active compounds showed MICs from 2 to 4 μg/mL and had overall reduced binding to the dopamine and serotonin receptors compared to chlorpromazine and trifluoperazine.