7506-48-1

Basic information

• Product Name: 2-(phenoxymethyl)-1,3-benzoxazole
• Synonyms: benzoxazole, 2-(phenoxymethyl)-
• CAS NO: 7506-48-1
• Molecular Formula: C₁₄H₁₁NO₂
• Molecular Weight: 225.2426
• Mol File: 7506-48-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 360.8°C at 760 mmHg
• Flash Point: 172°C
• Density: 1.222g/cm³
• Vapor Pressure: 4.5E-05mmHg at 25°C
• Refractive Index: 1.631
• CAS DataBase Reference: 2-(phenoxymethyl)-1,3-benzoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(phenoxymethyl)-1,3-benzoxazole(7506-48-1)
• EPA Substance Registry System: 2-(phenoxymethyl)-1,3-benzoxazole(7506-48-1)

Safety Data

• Hazardous Substances Data: 7506-48-1(Hazardous Substances Data)

Usage

General Description

2-(phenoxymethyl)-1,3-benzoxazole is a chemical compound with the molecular formula C14H11NO2. 2-(phenoxymethyl)-1,3-benzoxazole is also known by the name Benzoxazole, 2-(phenoxyMethyl) and has a molecular weight of 225.24 g/mol. It is an organic compound that contains a benzene and a benzoxazole ring. This chemical is commonly used for its fluorescent properties and is often employed as a fluorescent tracer in biological research and in the production of fluorescent coatings and polymers. Additionally, it is also used in the manufacturing of optical brightening agents and as a chemical intermediate in the synthesis of pharmaceutical compounds.

Upstream product

• 95-55-6 2-amino-phenol 
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Downstream Products

• 95-55-6 2-amino-phenol 

Relevant articles and documents

Synthesis, antifungal activities and molecular docking studies of benzoxazole and benzothiazole derivatives

Based on benzoxazole and benzothiazole scaffold as an important pharmacophore, two series of 2-(aryloxymethyl) benzoxazole and benzothiazole derivatives were synthesized and their antifungal effects against eight phytopathogenic fungi were evaluated. Compounds 5a, 5b, 5h, and 5i exhibited significant antifungal activities against most of the pathogens tested. Especially 5a, 5b, 5h, 5i, 5j, and 6h inhibited the growth of F. solani with IC50 of 4.34–17.61 μg/mL, which were stronger than that of the positive control, hymexazol (IC50 of 38.92 μg/mL). 5h was the most potent inhibitor (IC50 of 4.34 μg/mL) against F. Solani, which was about nine times more potent than hymexazol. Most of the test compounds displayed significant antifungal effects against B. cinerea (IC50 of 19.92–77.41 μg/mL), among them, 5a was the best one (IC50 of 19.92 μg/mL). The structure-activity relationships (SARs) were compared and analyzed. The result indicates that the electron-drawing ability and position of the substituents have a significant impact on biological activities. Furthermore, docking studies were carried out on the lipid transfer protein sec14p from S. cerevisiae, and preliminarily verified the antifungal activities. Taken together, these results provide 2-(phenoxymethyl)benzo[d]oxazole as an encouraging framework that could lead to the development of potent novel antifungal agents.

One-pot synthesis of 2-substituted benzoxazoles directly from carboxylic acids

Methanesulfonic acid has been found to be a highly effective catalyst for a convenient and one-pot synthesis of 2-substituted benzoxazoles by the reaction of 2-aminophenol with acid chlorides, generated in situ from carboxylic acids. Aryl, heteroaryl, and arylalkyl carboxylic acids provided excellent yields of the corresponding benzoxazoles. The reaction conditions were compatible with various substituents such as chloro, bromo, nitro, methoxy, cyclopentyloxy, phenoxy, thiophenoxy, and conjugated double bonds. Benzoxazole formation was found to be general with respect to substituted 2-aminophenols.

Synthesis and structure-activity relationships of new antimicrobial active multisubstituted benzazole derivatives

A series of multisubstituted benzoxazoles, benzimidazoles, and benzothiazoles (5-7) as non-nucleoside fused isosteric heterocyclic compounds was synthesized and tested for their antibacterial activities against various Gram-positive and Gram-negative bacteria and antifungal activity against the fungus Candida albicans. Microbiological results indicated that the synthesized compounds possessed a broad spectrum of activity against the tested microorganisms at MIC values between 100 and 3.12 μg/ml. Structure-activity relationships (SAR) studies revealed that benzothiazole ring system enhanced the antimicrobial activity against Staphylococcus aureus. In these sets of non-nucleoside fused heterocyclic compounds electron withdrawing groups at position 5 of the benzazoles increased the activity against C. albicans.