258-08-2

Basic information

• Product Name: 12H-benzo[b]phenothiazine
• Synonyms: 12H-Benzo(b)phenothiazine; 12H-Benzo[b]phenothiazine
• CAS NO: 258-08-2
• Molecular Formula: C₁₆H₁₁NS
• Molecular Weight: 249.3302
• Mol File: 258-08-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 467.7°C at 760 mmHg
• Flash Point: 236.7°C
• Density: 1.274g/cm³
• Vapor Pressure: 6.36E-09mmHg at 25°C
• Refractive Index: 1.735
• CAS DataBase Reference: 12H-benzo[b]phenothiazine(CAS DataBase Reference)
• NIST Chemistry Reference: 12H-benzo[b]phenothiazine(258-08-2)
• EPA Substance Registry System: 12H-benzo[b]phenothiazine(258-08-2)

Safety Data

• Hazardous Substances Data: 258-08-2(Hazardous Substances Data)

Usage

Chemical structure

Tricyclic structure containing a benzene ring fused to a phenothiazine ring system.

Usage

Starting material in the synthesis of various drugs with pharmaceutical applications.

Drug applications

Antipsychotics and antihistamines.

Potential properties

Anti-cancer properties.

Target

Cellular signaling pathways involved in tumor growth and progression.

Additional properties

Antioxidant and neuroprotective properties.

Potential applications

Treating neurodegenerative diseases and oxidative stress-related conditions.

Research status

Further research needed to fully understand therapeutic potential and mechanisms of action.

Upstream product

• 137-07-5 2-amino-benzenethiol 
• 92-44-4 2,3-naphthalenediol 
• 19614-16-5 2-bromo-1-(methylsulfanyl)benzene 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 169775-34-2 12H-Benzophenothiazine-6,11-dione 
• 64-19-7 acetic acid 

Downstream Products

• 101942-18-1 2-benzyl-benzo[b]pyrido[1,2,3-mn]phenothiazin-1-one 
• 18587-32-1 12H-Benzophenothiazin-5-dioxid 
• 18587-36-5 12-benzoyl-12H-benzo[b]phenothiazine 
• 18587-33-2 12-benzoyl-12H-benzo[b]phenothiazine 5,5-dioxide 

Relevant articles and documents

Benzophenothiazine and Its Cr(III)-Catalyzed Cross Dehydrogenative Couplings

In stark contrast to phenothiazines and their prevalence for cross-dehydrogenative amination reactions, benzophenothiazine has a pronounced preference for cross-dehydrogenative C-C bond-forming reactions. Moreover, the substrate is very versatile, leading to several new classes of C-C bond-forming reactions and many new oxidative coupling product architectures, including unprecedented indole fused paddlewheel-like structures.

N -Arylbenzo[ b ]phenothiazines as Reducing Photoredox Catalysts for Nucleophilic Additions of Alcohols to Styrenes: Shift towards Visible Light

N -Phenylphenothiazines are an important class of photoredox catalysts because they are synthetically well accessible, they allow the tuning of the optoelectronic properties by different substituents, and they have strong reduction properties for activation of alkenes. One of the major disadvantages of N -phenylphenothiazines, however, is the excitation at 365 nm in the UV-A light range. We synthesized three differently dialkylamino-substituted N -phenylbenzo[ b ]phenothiazines as alternative photoredox catalysts and applied them for the nucleo philic addition of alkohols to α-methyl styrene. The additional benzene ring shift the absorbance bathochromically and allows performing the photocatalyses by excitation at 385 nm and 405 nm. This type of photoredox catalysis tolerates other functional groups, as representatively shown for alcohols as substrates with C-C and C-N triple bonds.

Mechanism of Photoinduced Metal-Free Atom Transfer Radical Polymerization: Experimental and Computational Studies

Photoinduced metal-free atom transfer radical polymerization (ATRP) of methyl methacrylate was investigated using several phenothiazine derivatives and other related compounds as photoredox catalysts. The experiments show that all selected catalysts can b