1233941-59-7

Basic information

• Product Name: 5-(4-bromophenyl)-2-(pyridin-2-yl)-1,3-thiazol-4-ol
• Synonyms: 5-(4-bromophenyl)-2-(pyridin-2-yl)-1,3-thiazol-4-ol
• CAS NO: 1233941-59-7
• Molecular Weight: 333.208
• Mol File: 1233941-59-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5-(4-bromophenyl)-2-(pyridin-2-yl)-1,3-thiazol-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-bromophenyl)-2-(pyridin-2-yl)-1,3-thiazol-4-ol(1233941-59-7)
• EPA Substance Registry System: 5-(4-bromophenyl)-2-(pyridin-2-yl)-1,3-thiazol-4-ol(1233941-59-7)

Safety Data

• Hazardous Substances Data: 1233941-59-7(Hazardous Substances Data)

Upstream product

• 5346-38-3 pyridine-2-carbothioamide 
• 77143-76-1 ethyl α-bromo-4-bromophenylacetate 
• 5066-59-1 α-bromo-4-bromophenylacetic acid 

Downstream Products

• 1416850-52-6 5-(4-bromophenyl)-4-methoxy-2-(pyridin-2-yl)thiazole 
• 1416850-65-1 10-{4-[4-methoxy-2-(pyridin-2-yl)thiazol-5-yl]phenyl}-10H-phenoxazine 
• 1416850-64-0 10-{4-[4-methoxy-2-(pyridin-2-yl)thiazol-5-yl]phenyl}-10H-phenothiazine 
• 1416850-63-9 5-[4-(9H-carbazol-9-yl)phenyl]-4-methoxy-2-(pyridin-2-yl)thiazole 

Relevant articles and documents

A small azide-modified thiazole-based reporter molecule for fluorescence and mass spectrometric detection

Molecular probes are widely used tools in chemical biology that allow tracing of bioactive metabolites and selective labeling of proteins and other biomacromolecules. A common structural motif for such probes consists of a reporter that can be attached by copper(I)-catalyzed 1,2,3-triazole formation between terminal alkynes and azides to a reactive headgroup. Here we introduce the synthesis and application of the new thiazole-based, azide-tagged reporter 4-(3-azidopropoxy)-5-(4-bromophenyl)-2-(pyridin-2-yl)thiazole for fluorescence, UV and mass spectrometry (MS) detection. This small fluorescent reporter bears a bromine functionalization facilitating the automated data mining of electrospray ionization MS runs by monitoring for its characteristic isotope signature. We demonstrate the universal utility of the reporter for the detection of an alkyne-modified small molecule by LC-MS and for the visualization of a model protein by in-gel fluorescence. The novel probe advantageously compares with commercially available azide-modified fluorophores and a brominated one. The ease of synthesis, small size, stability, and the universal detection possibilities make it an ideal reporter for activity-based protein profiling and functional metabolic profiling.

Synthesis and characterization of new 4-hydroxy-1,3-thiazoles

A series of highly substituted 4-hydroxy-1,3-thiazoles was synthesised in two different ways. Whereas their anions display strong fluorescence in the bathochromic part of the visible spectrum, the emission is shifted hypsochromically upon alkylation reactions. This easy switch between the anion and its derivatives makes them suitable for widespread applications. The thiazoles possess prerequisites for the complexation of metals due to the coexistence of aza-heterocycles and of 1,3-diketone substructures. In addition, the hydroxy group allows further functionalisation reactions, as exemplified by the incorporation of an azide or an acetylene into the product, and by the synthesis of a star-shaped derivative. Georg Thieme Verlag Stuttgart.