3939-23-9

Usage

Uses

Used in Pharmaceutical Industry:
3-bromo-10H-phenothiazine is used as a pharmaceutical compound for its various biological activities, including anti-inflammatory and anti-parasitic properties. Its unique structure and properties make it a promising candidate for the development of new drugs.
Used in Organic Synthesis:
3-bromo-10H-phenothiazine is used as a synthetic intermediate in the preparation of other organic compounds. The presence of the bromine atom allows for further functionalization and modification of the molecule, enabling the synthesis of a wide range of chemical products.
Used in Drug Discovery:
3-bromo-10H-phenothiazine is used as a lead compound in drug discovery efforts. Its potential anti-inflammatory, anti-parasitic, antibacterial, and antitumor activities make it a valuable starting point for the development of new therapeutic agents.
Used in Medicinal Chemistry Research:
3-bromo-10H-phenothiazine is used as a subject of study in medicinal chemistry research. Scientists are investigating its potential applications in the treatment of various diseases and exploring ways to optimize its properties and therapeutic effects.

InChI:InChI=1/C12H8BrNS/c13-8-5-6-10-12(7-8)15-11-4-2-1-3-9(11)14-10/h1-7,14H

Upstream product

• 92-84-2 10H-phenothiazine 
• 6320-02-1 o-bromothiophenol 
• 562080-91-5 N-(4-bromo-2-iodophenyl)acetamide 
• 6320-03-2 2-chlorothiphenol 
• 3460-18-2 1,4-dibromo-2-nitrobenzene 
• 137-07-5 2-amino-benzenethiol 

Downstream Products

• 1160637-73-9 3-((E)-2-(pyridin-4-yl)vinyl)-10H-phenothiazine 
• 1256379-26-6 3-((E)-(4-methoxystyryl))-10H-phenothiazine 
• 1256379-23-3 3-((E)-(4-acetoxystyryl))-10H-phenothiazine 
• 1256379-27-7 3-((E)-2-(phenol-4-yl)vinyl)-10H-phenothiazine 
• 1256379-25-5 3-((E)-(4-aminostyryl))-10H-phenothiazine 

Relevant academic research and scientific papers

Thiophene-forming one-pot synthesis of three thienyl-bridged oligophenothiazines and their electronic properties

The pseudo five-component Sonogashira-Glaser cyclization synthesis of symmetrically 2,5-diaryl-substituted thiophenes is excellently suited to access thienyl-bridged oligophenothiazines in a one-pot fashion. Three thienyl-bridged systems were intensively studied by UV-vis and fluorescence spectroscopy as well as by cyclic voltammetry. The oxidation proceeds with lower oxidation potentials and consistently reversible oxidations can be identified. The Stokes shifts are large and substantial fluorescence quantum yields can be measured. Computational chemistry indicates lowest energy conformers with sigmoidal and helical structure, similar to oligophenothiazines. TD-DFT and even semiempirical ZINDO calculations reproduce the trends of longest wavelengths absorption bands and allow the assignment of these transitions to possess largely charge-transfer character from the adjacent phenothiazinyl moieties to the central thienyl unit.

Photochromic Radical Complexes That Show Heterolytic Bond Dissociation

Photochromic materials have been widely used in various research fields because of their variety of photoswitching properties based on various molecular frameworks and bond breaking processes, such as homolysis and heterolysis. However, while a number of

HETEROAROMATIC DERIVATIVE COMPOUND FOR ORGANIC ELECTROLUMINESCENT DEVICE AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME

A compound for an organic electroluminescent device comprises the compound 1. It is thereby possible. The present invention relates to a heterocyclic compound for an organic electroluminescent device and a method for manufacturing the same. Structural 1.

Spin-orbit charge transfer intersystem crossing in perylenemonoimide-phenothiazine compact electron donor-acceptor dyads

The spin-orbit charge transfer intersystem crossing (SOCT-ISC) of perylenemonoimide-phenothiazine compact dyads was shown to depend on the molecular geometry and the vector dipole orientations of the two chromophores, and the dyads show high triplet state

ANTI-INFECTIVE HETEROCYCLIC COMPOUNDS AND USES THEREOF

The present invention relates to heterocyclic compounds of Formula I useful as anti-infective agents. The present invention further relates to a method of treating an infection by administering such compounds, and to pharmaceutical compositions comprising such compounds.

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.

Phenothiazine-based benzoxazole derivates exhibiting mechanochromic luminescence: The effect of a bromine atom

Two phenothiazine-based benzoxazole derivates (PVB and BPVB) were designed and synthesized, and their photophysical properties were studied and compared. The results showed that both compounds emitted strong fluorescence in solution and in the solid state. Their emission wavelengths were also strongly affected by solvent polarity, indicating intramolecular charge transfer (ICT) transitions. Interestingly, the two compounds exhibited different mechanochromism. The ground film of PVB without bromine atoms can self-cure and change into the original film within 15 min at room temperature. The fluorescence of the ground film for BPVB showed no changes for at least 2 weeks. Meanwhile, a higher contrast fluorescence change was observed for the solid film of BPVB with bromine atoms under grinding, although PVB and BPVB exhibited similar spectral red shifts after grinding. Based on the spectral results and single-crystal structures, a mechanochromic mechanism is given.

Dual optical responses of phenothiazine derivatives: Near-IR chromophore and water-soluble fluorescent organic nanoparticles

We have designed a conventional one-step organic coupling synthetic method to prepare a series of 10H-phenothiazine (PTZ) derivative fluorophores and investigated their optical behavior under alkaline conditions. The unexpected proton detachment at N-10 p

Fluorescent organic nanoparticle formation in lysosomes for cancer cell recognition

We present a convenient method to prepare fluorophores 3- or 3,7-divinyl substituted 10H-phenothiazines and their protonation forms can aggregate to become fluorescent organic nanoparticles (FONs) with bright fluorescent spots in the lysosomes of cancer cells but not normal cells.

Reaction of π-Deficient Aromatic Heterocycles with Ammonium Polyhalides III [1]. Halogenation of Phenothiazin-5-oxide with Benzyltriethylammonium Polyhalides

Halogenation of phenothiazin-5-oxide with benzyltriethylammonium polyhalides (BTEA) under mild conditions afforded chloro- and bromophenothiazines as well as a few unexpected products e.g. 1,3,7,9-tetrachloro-phenothiazin-5-oxide, 7,3′-dibromo-3, 10′-diphenothiazinyl tribromide, and 7,3′-dichloro-3,10′-diphenothiazinyl tetrachloroiodate. A new charge-transfer complex of phenothiazine-5-oxide with bromine is reported.