893-17-4

Upstream product

• 19430-28-5 4-methyl-2-(4-nitro-benzylidenamino)-phenol 
• 119-33-5 4-methyl-2-nitrophenol 
• 555-16-8 4-nitrobenzaldehdye 
• 95-84-1 3-amino-4-hydroxytoluene 
• 1545167-56-3 C₁₄H₁₁BrN₂O₃ 
• 122-04-3 4-nitro-benzoyl chloride 
• 62-23-7 4-nitro-benzoic acid 

Downstream Products

• 22501-77-5 5-methyl-2-(4-aminophenyl)benzo[d]oxazole 

Relevant academic research and scientific papers

Preparation method 2 -benzooxazole compound (by machine translation)

The invention belongs to the technical field of organic compound synthesis, and particularly relates to a preparation method of 2 -benzene benzotriazole compound. The 2 - aminophenol compound is added into 1 organic solvent, then first aminophenol compounds are added, and the condensation intermediate obtained in the formula (2 -) is added to an organic solvent, and under the action of the catalyst, the reflux reaction is heated, cooled and filtered or concentrated to obtain 2 2 -benzooxazole 1 compound 2nd. 2 -benzene benzotriazole compounds are high in quality, good in stability, high in raw material utilization rate and easy to operate, and is a method suitable for large-scale industrial production. (by machine translation)

Virtual screening identification and chemical optimization of substituted 2-arylbenzimidazoles as new non-zinc-binding MMP-2 inhibitors

Matrix metalloproteinases (MMPs) are a large family of zinc-dependent endoproteases known to exert multiple regulatory roles in tumor progression and invasiveness. This encouraged over the years the approach of MMP, and particularly MMP-2, targeting for anticancer treatment. Early generations of MMP inhibitors, based on aspecific zinc binding groups (ZBGs) assembled on (pseudo)peptide scaffolds, have been discontinued due to the clinical emergence of toxicity and further drawbacks, giving the way to inhibitors with alternative zinc-chelator moieties or not binding the catalytic zinc ion. In the present paper, we continue the search for new non-zinc binding MMP-2 inhibitors: exploiting previously identified compounds, a virtual screening (VS) campaign was carried out and led to the identification of a new class of ligands. The structure-activity relationship (SAR) of the benzimidazole scaffold was explored by synthesis of several analogues whose inhibition activity was tested with enzyme inhibition assays. By performing the molecular simplification approach, we disclosed different sets of single-digit micromolar inhibitors of MMP-2, with up to a ten-fold increase in inhibitory activity and ameliorated selectivity towards off-target MMP-8, compared to selected lead compound. Molecular dynamics calculations conducted on complexes of MMP-2 with docked privileged structures confirmed that analyzed inhibitors avoid targeting the zinc ion and dip inside the S1′ pocket. Present results provide a further enrichment of our insights for the design of novel MMP-2 selective inhibitors.

Divergent reactivities of o-haloanilides with CuO nanoparticles in water: A green synthesis of benzoxazoles and o-hydroxyanilides

In the present study, three divergent reaction paths emerged when o-haloanilides were subjected to CuO nanoparticles in water. o-Halo (I, Br) phenylbenzamides in the presence of CuO nanoparticles and Cs2CO 3 in water at 100 °C provided o-hydroxyphenyl benzamides as the major product. However, a complete change in selectivity was observed in the presence of an organic base/ligand (TMEDA), giving 2-arylbenzoxazole as the exclusive product. The above selectivities were not clearly distinct when the corresponding alkylamides were treated either in the presence or absence of the ligand. A number of o-halophenyl alkylamides provided either exclusively o-dehalogenated products or a mixture of o-dehalogenated and o-hydroxylated products, but none gave 2-alkylbenzoxazoles. In addition to the above selectivities, the use of an environmentally friendly solvent (water) and base, and the recyclability of the catalyst make this procedure a benign alternative to the existing methods for the synthesis of these molecules, viz. o-hydroxybenzamides and o-arylbenzoxazoles.

BENZOXAZOLES USEFUL IN THE TREATMENT OF INFLAMMATION

There is provided the use of a compound of formula (I): wherein Y, W1 to W4, Z1 to Z4 and R have meanings given in the description, and pharmaceutically-acceptable salts thereof, for the manufacture of a medicament for the treatment of a disease in which inhibition of the activity of a member of the MAPEG family is desired and/or required, and particularly in the treatment of inflammation.

Oxidative cyclization of thiophenolic and phenolic Schiff's bases promoted by PCC: a new oxidant for 2-substituted benzothiazoles and benzoxazoles

Pyridinium chlorochromate (PCC) supported on silica gel effects the oxidative cyclization of structurally diverse thiophenolic and phenolic Schiff's bases, thereby providing an efficient and convenient method for the synthesis of a library of 2-arylbenzot

Convenient synthesis of 2-arylbenzoxazoles mediated by solid-supported phenyliodine diacetate

2-Arylbenzoxazoles were prepared in good yields through the intramolecular cyclization of phenolic Schiff's base in conjunction with poly[styrene(iodoso diacetate)], and the regenerated reagent kept the same activity in the reaction.