36841-48-2

Usage

Uses

Used in Pharmaceutical Industry:
[2-(4-BROMO-PHENYL)-OXAZOL-4-YL]-METHANOL is used as a key intermediate for the synthesis of biologically active compounds. Its unique structure allows for the creation of new pharmaceuticals with potential therapeutic applications.
Used in Chemical Industry:
In the chemical industry, [2-(4-BROMO-PHENYL)-OXAZOL-4-YL]-METHANOL is used as a building block for the development of various organic compounds. Its reactivity and structural features make it a valuable component in the synthesis of specialty chemicals.
It is important to handle [2-(4-BROMO-PHENYL)-OXAZOL-4-YL]-METHANOL with care, as it may present health and environmental risks if not properly managed and disposed of.

InChI:InChI=1/C10H8BrNO2/c11-8-3-1-7(2-4-8)10-12-9(5-13)6-14-10/h1-4,6,13H,5H2

Upstream product

• 22091-38-9 2-(4-bromophenyl)-4-(chloromethyl)oxazole 
• 1239589-17-3 methyl 2-(4-bromophenyl)-1,3-oxazole-4-carboxylate 
• 1122-91-4 4-bromo-benzaldehyde 
• 6704-31-0 oxetan-3-one 
• 698-67-9 p-bromobenzamide 

Downstream Products

• 22091-38-9 2-(4-bromophenyl)-4-(chloromethyl)oxazole 
• 36841-59-5 [5-bromo-2-(4-bromo-phenyl)-oxazol-4-yl]-methanol 

Relevant academic research and scientific papers

Discovery of the disubstituted oxazole analogues as a novel class anti-tuberculotic agents against MDR- and XDR-MTB

A high-throughput screening effort on 45,000 compounds resulted in the discovery of a disubstituted oxazole as a new structural class inhibitor of Mycobacterium tuberculosis (Mtb). In order to improve the activity and investigate the SAR of this scaffold, a series of disubstituted azole analogues have been designed and synthesized. The newly synthesized compounds 1a-y were evaluated for their in vitro anti-TB activity versus replicating, multi- and extensive drug resistant Mtb strains. All the compounds, except 1o, 1p and 1q, showed potent anti-TB activity with MIC of 1-64 mg/L. The test of broad spectrum panel revealed that this series are specific to Mtb. The cytotoxicity assessment indicated that the compounds were not cytotoxic against HEK 293 cells. The compounds could have a novel mechanism to anti-Mtb as they can inhibit drug sensitive and drug resistant Mtb.

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