53715-67-6

Usage

Uses

Used in Pharmaceutical Industry:
5-BROMO-2-PHENYLTHIAZOLE is used as a building block for the synthesis of various heterocyclic compounds, which are essential in the development of pharmaceuticals. Its unique structure allows it to be a key intermediate in the production of drugs with diverse therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 5-BROMO-2-PHENYLTHIAZOLE is utilized as an intermediate in the synthesis of agrochemicals, contributing to the development of effective pesticides and other agricultural products.
Used as an Antimicrobial Agent:
5-BROMO-2-PHENYLTHIAZOLE has been studied for its potential as an antimicrobial agent, making it a valuable compound in the development of new antibiotics and antimicrobial products to combat resistant bacteria.
Used as an Antifungal Agent:
Additionally, it has been explored for its antifungal properties, which can be harnessed in the creation of antifungal medications and treatments for various fungal infections.

InChI:InChI=1/C9H6BrNS/c10-8-6-11-9(12-8)7-4-2-1-3-5-7/h1-6H

Upstream product

• 1826-11-5 2-phenylthiazole 
• 98-80-6 phenylboronic acid 
• 2227-79-4 benzenecarbothioamide 
• 79-11-8 chloroacetic acid 
• 4175-78-4 2,5-dibromo-1,3-thiazole 
• 141305-46-6 2-phenylthiazole N-oxide 
• 591-50-4 iodobenzene 

Downstream Products

• 68004-04-6 5-(4-methoxyphenyl)-2-phenyl-1,3-thiazole 
• 141305-40-0 4-bromo-2-phenylthiazole 
• 1393673-12-5 C₁₈H₁₂N₂S₂ 
• 1393673-14-7 C₁₈H₁₁BrN₂S₂ 
• 1393673-16-9 C₁₈H₁₁BrN₂S₂ 
• 1393673-18-1 C₃₆H₂₂N₄S₄ 
• 1393673-20-5 C₃₆H₂₁BrN₄S₄ 
• 1393673-22-7 C₃₆H₂₀N₄S₄ 
• 1826-11-5 2-phenylthiazole 
• 130161-15-8 4-bromo-2,5-diphenylthiazole 
• 23111-31-1 5-(4-chlorophenyl)-2-phenyl-4-thiazoleacetic acid 
• 18046-21-4 fentiazac 

Relevant academic research and scientific papers

Chiral photoresponsive tetrathiazoles that provide snapshots of folding states

Herein, we designed chiral photoresponsive tetra(2-phenylthiazole)s, which induce a diastereoselective 6π-electrocyclization reaction in a helically folded structure to freeze the conformational interconversions. The folding conformation with one helical

Development of Red-Shifted and Fluorogenic Nucleoside and Oligonucleotide Diarylethene Photoswitches

The reversible modulation of fluorescence signals by light is of high interest for applications in super-resolution microscopy, especially on the DNA level. In this article we describe the systematic variation of the core structure in nucleoside-based diarylethenes (DAEs), in order to generate intrinsically fluorescent photochromes. The introduction of aromatic bridging units resulted in a bathochromic shift of the visible absorption maximum of the closed-ring form, but caused reduced thermal stability and switching efficiency. The replacement of the thiophene aryl unit by thiazol improved the thermal stability, whereas the introduction of a benzothiophene unit led to inherent and modulatable turn-off fluorescence. This feature was further optimized by introducing a fluorescent indole nucleobase into the DAE core, resulting in an effective photoswitch with a fluorescence quantum yield of 0.0166 and a fluorescence turn-off factor of 3.2. The site-specific incorporation into an oligonucleotide resulted in fluorescence-switchable DNA with high cyclization quantum yields and switching efficiency, which may facilitate future applications.

NOVEL COMPOUND, PHOTOACID GENERATOR CONTAINING THE COMPOUND, AND PHOTOSENSITIVE RESIN COMPOSITION CONTAINING THE PHOTOACID GENERATOR

PROBLEM TO BE SOLVED: To provide a nonionic photoacid generator with high acid generation quantum yield. SOLUTION: The present invention provides a compound represented by formula (2) (where, ring Ar is a benzene ring, naphthalene ring, thiophene ring or

Light-controlled reversible modulation of frontier molecular orbital energy levels in trifluoromethylated diarylethenes

Among bistable photochromic molecules, diarylethenes (DAEs) possess the distinct feature that upon photoisomerization they undergo a large modulation of their pelectronic system, accompanied by a marked shift of the HOMO/LUMO energies and hence oxidation/

A self-contained photoacid generator for super acid based on photochromic terarylene

A self-contained photoacid generator for super acid along with the photoinduced 6π-electrocyclization reaction of the terarylene backbone is demonstrated. The photoinitiated cationic polymerization of epoxy-monomers is achieved with an efficient photochem

Photoswitching of an intramolecular chiral stack in a helical tetrathiazole

On-off photoswitching of circularly polarized luminescence was achieved using a pyrene-bearing helical tetrathiazole, in which two pyrene fluorophores stack in a chiral fashion (folded state). The pyrene-excimer based CPL was reversibly controlled by a ge

Photon-Quantitative 6π-Electrocyclization of a Diarylbenzo[b]thiophene in Polar Medium

The high reactivity of 6π-electrocyclization in polar solvents has remained one of the important challenges for diarylethenes because of the emergence of a twisted intramolecular charge transfer (TICT) state at the excited state in such polar media, which usually quenches the photocyclization reaction. Herein we report on the preparation and highly efficient photocyclization of 2,3-diarylbenzo[b]thiophenes with nonsymmetric side-aryl units in a polar solvent. While the dithiazolylbenzo[b]thiophene showed a suppressed quantum yield of 6π-electrocyclization of 54% in methanol, the replacement of a thiazole unit with a thiophene ring led to a photon-quantitative 6π-cyclization reaction. The nonsymmetrical modification into the side-aryl units was considered to enhance the CH/π interactions between side-aryl units to support a photoreactive conformation in methanol. The stabilization of the photochromic reactive conformation is expected to suppress the formation of the TICT state at the excited state, leading to highly efficient photoreactivity.

DIARYLETHENE COMPOUNDS AND USES THEREOF

A compound according to Formula IA and IB, reversibly convertible under photochromic and electrochromic conditions between a ring-open isomer A and a ring-closed isomer B is provided. For substitutent groups, Z is N, O or S; each R1 is independently selected from the group consisting of H, or halo; each R2 is independently selected from the group consisting of H, halo, a polymer backbone, alkyl or aryl; or, when both R2 together form —CH═CH— and form part of a polymer backbone; each R3 is independently selected from the group consisting of H, halo, alkyl, alkoxy, thioalkyl or aryl; each R4 is aryl; and each R5 is independently selected from the group consisting of H, halo, alkyl, alkoxy, thioalkyl or aryl.

Highly flexible π-expanded cyclooctatetraenes: Cyclic thiazole tetramers with head-to-tail connection

Flipping fast: Head-to-tail cyclic thiazole tetramers representing flexible π-expanded cyclooctatetraenes were designed and synthesized (see picture). The presence of fused thiazole rings in a head-to-tail arrangement leads to a strong columnar stacking of the shallow saddle-shaped π-conjugated molecules, an unusually low inversion barrier of 6.8kcal mol-1, and reduction-induced complete planarization to an aromatic ring system. Copyright

A guideline for the arylation of positions 4 and 5 of thiazole via Pd-catalyzed cross-coupling reactions

The arylation of thiazoles in 4- and 5-position was investigated in detail. Suzuki-Miyaura and Stille cross-coupling reactions were tested using thiazoles either as halide or organometal species. The obtained results were critically compared to develop he