21160-53-2

Usage

Uses

Used in Organic Synthesis:
[2-(4-Bromo-phenyl)-thiazol-4-yl]-methanol is employed as a key intermediate in organic synthesis for its ability to react with various reagents, facilitating the creation of a wide range of chemical products. Its bromo-phenyl group and thiazole core make it a versatile component in the synthesis of complex organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, [2-(4-Bromo-phenyl)-thiazol-4-yl]-methanol is used as a starting material for the development of new drugs. Its potential biological activity and unique structure make it a promising candidate for the creation of novel therapeutic agents, particularly in the areas of medicinal chemistry where it can be modified to target specific biological pathways or receptors.
Used in Medicinal Chemistry:
[2-(4-Bromo-phenyl)-thiazol-4-yl]-methanol is utilized as a building block in medicinal chemistry, where its structure can be optimized to enhance its pharmacological properties. Its presence in drug discovery processes is crucial for the design of molecules with improved efficacy, selectivity, and safety profiles.
Used in Drug Development:
As a component in drug development, [2-(4-Bromo-phenyl)-thiazol-4-yl]-methanol is used to create prototypes and analogs that can be tested for their therapeutic potential. Its role in this process is to provide a foundation upon which more effective and targeted drugs can be built, ultimately leading to advancements in medical treatments.

Upstream product

• 35199-19-0 4-(chloromethyl)-2-(4-bromophenyl)thiazole 
• 21166-30-3 2-(4-bromo-phenyl)-thiazole-4-carbaldehyde 
• 26197-93-3 p-bromothiobanzamide 
• 623-00-7 4-bromobenzenecarbonitrile 
• 698-67-9 p-bromobenzamide 
• 6704-31-0 oxetan-3-one 
• 885278-75-1 ethyl 2-(4-bromophenyl)-1,3-thiazole-4-carboxylate 

Downstream Products

• 21160-50-9 2-(4-bromophenyl)-1,3-thiazole-4-carboxylic acid 
• 52041-84-6 [5-bromo-2-(4-bromo-phenyl)-thiazol-4-yl]-methanol 
• 21166-30-3 2-(4-bromo-phenyl)-thiazole-4-carbaldehyde 
• 1244030-75-8 2-amino-3-cyano-4-[2-(4-bromophenyl)thiazol-4-yl]-7-(dimethylamino)-4H-chromene 
• 52041-98-2 5-bromo-2-(4-bromo-phenyl)-thiazole-4-carboxylic acid 
• 52041-94-8 5-bromo-2-(4-bromo-phenyl)-thiazole-4-carbaldehyde 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of novel thiazole-derivatives as mitochondrial targeting inhibitors of cancer cells

Mitochondria are pivotal energy production sources for cells to maintain necessary metabolism activities. Targeting dysfunctional mitochondrial features has been a hotspot for mitochondrial-related disease researches. Investigation with cancerous mitochondrial metabolism is a continuing concern within tumor therapy. Herein, we set out to assess the anti-cancer activities of a novel family of TPP-thiazole derivatives based on our earlier research on mitochondrial targeting agents. Specifically, we designed and synthesized a series of TPP-thiazole derivatives and revealed by the MTT assay that most synthesized compounds effectively inhibited three cancer cell lines (HeLa, PC3 and MCF-7). After structure modifications, we explored the SAR relationships and identified the most promising compound R13 (IC50 of 5.52 μM) for further investigation. In the meantime, we performed ATP production assay to assess the selected compounds inhibitory effect on HeLa cells energy production. The results displayed the test compounds significantly restrained ATP production of cancer cells. Overall, we have designed and synthesized a series of compounds which exhibited significant cytotoxicity against cancer cells and effectively inhibited mitochondrial energy production.

Synthesis of new 2-(thiazol-4-yl)thiazolidin-4-one derivatives as potential anti-mycobacterial agents

To search for potent antimycobacterial lead compounds, a new series of 3-substituted phenyl-2-(2-(substituted phenyl)thiazol-4-yl) thiazolidin-4-one (5a-t) derivatives have been synthesized by the condensation of 2-substituted phenyl thiazole-4-carbaldehy

Synthesis and biological evaluation of new 2-aryl-4-((4-aryl-1H-1,2,3-triazol-1-yl)methyl)thiazole derivatives

A series of 2-aryl-4-((4-aryl-1H-1,2,3-triazol-1-yl)methyl)thiazole derivatives (8a–p) have been synthesized. The structure of the newly synthesized compounds was determined by spectral analysis. The title compounds were screened for their preliminary ant

Single-step microwave-mediated synthesis of oxazoles and thiazoles from 3-oxetanone: A synthetic and computational study

The direct microwave-mediated condensation between 3-oxetanone and primary amides and thioamides has delivered moderate to good yields of (hydroxymethyl)oxazoles and (hydroxymethyl)thiazoles. The reactions use a sustainable solvent and only require short reaction times. These are highly competitive methods for the construction of two classes of valuable heteroarenes, which bear a useful locus for further elaboration. Electronic structure calculations have shown that the order of events involves chalcogen atom attack at sp3 carbon and alkyl-oxygen cleavage. The critical role of acid catalysis was shown clearly, and the importance of acid strength was demonstrated. The calculated barriers were also fully consistent with the observed order of thioamide and amide reactivity. Spontaneous ring opening involves a modest degree of C-O cleavage, moderating the extent of strain relief. On the acid-catalysed pathway, C-O cleavage is less extensive still, but proton transfer to the nucleofuge is well advanced with the carboxylic acid catalysts, and essentially complete with methanesulfonic acid. Open sesame: The direct microwave-mediated condensation between 3-oxetanone and primary amides and thioamides has delivered moderate to good yields of oxazoles and thiazoles. The reactions use a sustainable solvent, require only short reaction times and represent a highly competitive method for the construction of two classes of valuable heteroarenes. Electronic structure calculations have been used to probe a range of potential reaction mechanisms (see figure). Copyright

Synthesis and in-vitro cytotoxicity of poly-functionalized 4-(2-arylthiazol-4-yl)-4H-chromenes

A new series of 4-aryl-4H-chromenes bearing a 2-arylthiazol-4-yl moiety at the 4-position were prepared as potential cytotoxic agents. The in-vitro cytotoxic activity of the synthesized 4-aryl-4H-chromenes was investigated in comparison with etoposide, a well-known anticancer drug, using MTT colorimetric assay. Among them, the 2-(2-chlorophenyl)thiazol-4-yl analog 4b showed the most potent activity against nasopharyngeal epidermoid carcinoma KB, medulloblastoma DAOY, and astrocytoma 1321N1, and compound 4d bearing a 2-(4-chlorophenyl) thiazol-4-yl moiety at the 4-position of the chromene ring exhibited the best inhibitory activity against breast cancer cells MCF-7, lung cancer cells A549, and colon adenocarcinoma cells SW480 with IC50 values less than 5 μM. The ability of compound 4b to induce apoptosis was confirmed in a nuclear morphological assay by DAPI staining in the KB and MCF-7 cells.