5683-43-2

Usage

Uses

2-Methyl-6-nitrobenzoxazole is used as a flavoring agents.

InChI:InChI=1/C24H23N3O/c28-23-21-22(25-17-27(23)26-16-18-9-3-1-4-10-18)20-12-6-5-11-19(20)15-24(21)13-7-2-8-14-24/h1,3-6,9-12,16-17H,2,7-8,13-15H2/b26-16+

Upstream product

• 1516-60-5 4-nitrophenyl azide 
• 64-19-7 acetic acid 
• 108-24-7 acetic anhydride 
• 121-88-0 5-Nitro-2-aminophenol 
• 95-21-6 2-methyl-1,3-benzoxazole 
• 78-39-7 Triethyl orthoacetate 
• 25351-89-7 N-(2-hydroxy-4-nitrophenyl)acetamide 
• 75-36-5 acetyl chloride 
• 55682-66-1 deca-1,3-diyne 

Downstream Products

• 5676-60-8 6-amino-2-methylbenzoxazole 
• 25351-89-7 N-(2-hydroxy-4-nitrophenyl)acetamide 
• 121-88-0 5-Nitro-2-aminophenol 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of novel Pseudomonas aeruginosa DNA gyrase B inhibitors

In the present study, we attempted to develop a novel class of compounds active against Pseudomonas aeruginosa (Pa) by exploring the pharmaceutically well exploited enzyme targets. Since, lack of Pa gyrase B crystal structures, Thermus thermophilus gyrase B in complex with novobiocin (1KIJ) was used as template to generate model structure by performing homology modeling. Further the best model was validated and used for high-throughput virtual screening, docking and dynamics simulations using the in-house database for identification of Pa DNA gyrase B inhibitors. This study led to an identification of three lead molecules with IC50 values in range of 6.25–15.6 μM against Pa gyrase supercoiling assay. Lead-1 optimization and expansion resulted in 15 compounds. Among the synthesized compounds six compounds were shown good enzyme inhibition than Lead-1 (IC50 6.25 μM). Compound 13 emerged as the most potential compound exhibiting inhibition of Pa gyrase supercoiling with an IC50 of 2.2 μM; and in-vitro Pa activity with MIC of 8 μg/mL in presence of efflux pump inhibitor; hence could be further developed as novel inhibitor for Pa gyrase B.

Synthesis of 9,10-distyrylanthracene derivative and its one- and two-photon induced emission in solid state

Solid fluorescence plays an important role in optoelectronic devices. In this paper, 9,10-bis(6-dimethylamino benzoxazole styryl)-anthracene (1) was synthesized. 1 displayed a strong emission in solid state (microcrystalline state, amorphous solid state and polymeric thin film) resulted from aggregation-induced emission mechanism, and a large absolute fluorescence quantum yield (?f = 0.65) was obtained. 1 also exhibited up-conversion emission in solid state and a strong yellow emission was observed upon excitation with 800–1064 nm, the quadratic dependence of the fluorescence on the excitation laser intensity confirmed that the up-conversion emission resulted from two-photon process.

Amberlyst-15-catalyzed synthesis of 2-substituted 1,3-benzazoles in water under ultrasound

A clean and general method has been developed for the synthesis of benzothiazole, benzoxazole, and benzimidazoles using Amberlyst-15 as a recyclable catalyst under ultrasound irradiation in water. The methodology is operationally simple, free from the use of hazardous organic solvents, and does not require the use of inert or anhydrous atmosphere. A number of 1,3-benzazole derivatives were prepared in good to excellent yields by using this methodology.

The efficient o-benzenedisulfonimide catalysed synthesis of benzothiazoles, benzoxazoles and benzimidazoles

O-Benzenedisulfonimide has been used to efficiently catalyse the reaction between 2-aminothiophenol, 2-aminophenol, o-phenylenediamine and various ortho esters (28 examples; average yield 90%) or aldehydes (17 examples; average yield 72%) giving the corresponding benzofused azoles in excellent yields. Reaction conditions were very simple. In addition, other carboxylic acid derivatives have been tested and gave good results. The catalyst was easily recovered and reused. ARKAT-USA, Inc.

Mono-nitration of aromatic compounds via nitrate salts

A method of nitrating a compound selected from the group consisting of is provided.

Mono-nitration of aromatic compounds via their nitric acid salts

Aromatic compounds bearing a basic nitrogen atom can be converted to the corresponding nitric acid salts. Mono-nitration of the compounds can be carried out by adding a dichloromethane solution of the salts to sulfuric acid, or by adding acetyl chloride (or trifluoroacetic anhydride) to a dichloromethane solution of the salts. This protocol provides, among other benefits, the most convenient and reliable way for the prevention of over-/under-nitration and is especially suitable for scale-up.

Carbon-carbon bond cleavage of diynes through the hydroamination with transition metal catalysts

The C-C bond cleavage of terminal and internal diynes takes place readily in the presence of catalytic amounts of Ru3(CO)12 or Pd(NO3)2 and of 2-aminophenol, giving the corresponding benzoxazoles and ketones in good to high yields. There are two different modes of the bond cleavage: (a) an alkyne C-C triple bond is cleaved, and (b) the C-C single bond between the two alkyne groups is cleaved. Copyright

NMR recognition studies of C·G base pairs by new easily accessible heterobicyclic systems

Recognition of DNA duplexes by triplex forming oligonucleotides (TFO) is limited to DNA homopurine sequences. As a first step to overcome this limitation we report here NMR recognition studies of the C·G base pair by new heterocyclic systems, derived from benzimidazole and benzoxazole units bearing an urea donor moiety, designed to bound to the 4-amino group of the cytosine and the O4- and N7-atoms of the guanosine bases, respectively.