54995-56-1

Basic information

• Product Name: 2-(4-BROMO-PHENYL)-BENZOOXAZOL-5-YLAMINE
• Synonyms: TIMTEC-BB SBB009750;ASISCHEM T31033;ART-CHEM-BB B025138;LABOTEST-BB LT00133894;2-(4-BROMO-PHENYL)-BENZOOXAZOL-5-YLAMINE;AKOS BB-8061;2-(4-BROMOPHENYL)-5-BENZOXAZOLAMINE;5-BENZOXAZOLAMINE, 2-(4-BROMOPHENYL)-
• CAS NO: 54995-56-1
• Molecular Formula: C₁₃H₉BrN₂O
• Molecular Weight: 289.13
• Mol File: 54995-56-1.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-BROMO-PHENYL)-BENZOOXAZOL-5-YLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-BROMO-PHENYL)-BENZOOXAZOL-5-YLAMINE(54995-56-1)
• EPA Substance Registry System: 2-(4-BROMO-PHENYL)-BENZOOXAZOL-5-YLAMINE(54995-56-1)

Safety Data

• Hazardous Substances Data: 54995-56-1(Hazardous Substances Data)

Usage

Chemical structure

2-(4-Bromo-phenyl)-benzooxazol-5-ylamine

Type of compound

Benzooxazole

Type of amine

Contains a bromide and a phenyl group

Usage

Organic synthesis and pharmaceutical research

Potential applications

Building block in the development of various drugs and bioactive compounds

Value in field

Valuable molecule for use in medicinal chemistry and drug discovery

Upstream product

• 112606-72-1 2-(4-bromophenyl)-5-nitro-1,3-benzoxazole 
• 586-76-5 4-Bromobenzoic acid 
• 137-09-7 2,4-diaminophenol dihydrochloride 

Downstream Products

• 942589-75-5 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3-benzoxazol-5-amine 

Relevant articles and documents

Synthesis, quantum mechanical calculations, antimicrobial activities and molecular docking studies of five novel 2,5-disubstituted benzoxazole derivatives

In this study, five new 2-(p-(Substituted)phenyl)-5-(3-(4-ethylpiperazine-1-yl) propionamido)benzoxazole derivatives (B7-B11) were designed, synthesized, and their antimicrobial activities were determined by the microdilution method. The novel benzoxazole compounds were characterized using FTIR, 1H NMR, and 13C NMR spectroscopy, mass spectroscopy, and elemental analysis. B7 and B11 showed promising activity against P. aeruginosa isolate at 16 μg/mL compared to the reference drugs. Quantum mechanical calculations were performed on five compounds in the ground state using density functional theory (DFT) with the B3LYP/6–311G(d,p) level. Molecular docking studies of the compounds were also performed a complex structure of the DNA gyrase enzyme with ciprofloxacin (PDB: 2XCT), and it was observed that the binding poses were similar to ciprofloxacin. Theoretical ADME profiles of the compounds conform to Lipinski and other limiting rules.

Synthesis of some piperazinobenzoxazole derivatives and their antimicrobial properties

A series of 2-(p-substitutedphenyl/benzyl)-5-[3-[4-[(p-chlorophenyl)/phenyl]piperazin-1-yl]propionamido]-benzoxazoles (3-22) have been synthesized towards discovering new antimicrobial compounds in order to fight against pathogens, which have become resistant to antibiotics and are the cause of increased mortality and morbidity throughout the world. Structures of new derivatives have been elucidated by spectral techniques. New and previously synthesized benzoxazoles have been evaluated for their antibacterial and antifungal activity against standard strains, and their drug-resistant isolates in comparison with reference drugs. This study is aimed to investigate the efficacy of the antimicrobial effect of different amido bridges on the same homologue structures of benzoxazole compounds. Compounds 3-22 exhibit broad antibacterial activity with MIC (Minimum Inhibitory Concentration) values of 128-256 μg/mL against Staphylococcus aureus and its isolate except for derivative 7 that has a MIC value of 32 μg/mL against S. aureus isolate and compounds 3 and 22 which have MIC value of 512 μg/mL against S. aureus. Also, the tested compounds 3-22 possess low antifungal activity with MIC values of 128 μg/mL against Candida albicans in comparison with antifungal reference drugs, fluconazole and amphotericin B.