5422-92-4

Usage

Uses

Used in Pharmaceutical Industry:
4-Nitro-2-phenoxyaniline is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its ability to form Schiff bases makes it a valuable building block in the development of new drugs with specific biological activities.
Used in Chemical Research:
In the field of chemical research, 4-Nitro-2-phenoxyaniline serves as a model compound for studying the properties and reactivity of aromatic amines and nitro compounds. It can be used to investigate various reaction mechanisms and to develop new synthetic methods.
Used in Material Science:
4-Nitro-2-phenoxyaniline may also find applications in the development of new materials, such as dyes, pigments, and polymers, due to its unique chemical structure and properties.
Used in Angiotensin II Receptor Antagonists:
4-Nitro-2-phenoxyaniline is used as an AT1 Angiotensin Receptor Antagonist, which is important for the development of drugs targeting hypertension and other cardiovascular diseases. Its activity when combined with Schiff bases makes it a promising candidate for the design of novel therapeutic agents in this area.

InChI:InChI=1/C12H10N2O3/c13-11-7-6-9(14(15)16)8-12(11)17-10-4-2-1-3-5-10/h1-8H,13H2

Upstream product

• 2172-84-1 acetic acid-(4-nitro-2-phenoxy-anilide) 
• 143359-96-0 N-(2-phenoxyphenyl)acetamide 
• 51803-78-2 nimesulide 
• 121-88-0 5-Nitro-2-aminophenol 
• 117346-07-3 2-(2-hydroxy-4-nitrophenyl)isoindoline-1,3-dione 

Downstream Products

• 51803-78-2 nimesulide 
• 5410-97-9 3-nitrodibenzofuran 

Relevant academic research and scientific papers

Isomeric methoxy analogs of nimesulide for development of brain cyclooxygense-2 (COX-2)-targeted imaging agents: Synthesis, in vitro COX-2-inhibitory potency, and cellular transport properties

Nimesulide analogs bearing a methoxy substituent either at the ortho-, meta- or para-position on the phenyl ring, were designed, synthesized, and evaluated for potential as radioligands for brain cyclooxygenase-2 (COX-2) imaging. The synthesis of nimesulide and regioisomeric methoxy analogs was based on the copper-mediated arylation of phenolic derivatives for the construction of diaryl ethers. These isomeric methoxy analogs displayed lipophilicity similar to that of nimesulide itself, as evidenced by their HPLC log P7.4 values. In vitro inhibition studies using a colorimetric COX (ovine) inhibitor-screening assay demonstrated that the para-methoxy substituted analog retains the inhibition ability and selectivity observed for parent nimesulide toward COX-2 enzyme, whereas the meta- and ortho-methoxy substituents detrimentally affected COX-2-inhibition activity, which was further supported by molecular docking studies. Bidirectional transport cellular studies using Caco-2 cell culture model in the presence of the P-glycoprotein (P-gp) inhibitor, verapamil, showed that P-gp did not have a significant effect on the efflux of the para-methoxy substituted analog. Further investigations using the radiolabeled form of the para-methoxy substituted analog is warranted for in vivo characterization.

HPLC analysis of a syrup containing nimesulide and its hydrolytic degradation product

The present paper deals with the evaluation of nimesulide, 2-phenoxy-4-nitroaniline, the main hydrolytic degradation product of nimesulide, of methylparaben and propylparaben, and eventually of 4-hydroxybenzoic acid by HPLC with UV detection at 254 nm in syrup as a pharmaceutical formulation. HPLC analysis was employed on the reversed phase C18 with methanol and 0. 01 M dibasic ammonium phosphate (ρr = 60: 40, pH 4. 0). Validation was performed using standards and a pharmaceutical preparation containing the compounds described above.

Arloxy p-phenylene diamines

There are provided substituted p-phenylene diamines of the formula STR1 wherein Ar is phenyl or phenoxyphenyl.

Succinimido azo dyestuffs

The invention relates to water-insoluble azo dyestuffs of the formula SPC1 In which A represents the residue of a diazo component of the azobenzene series, R1 a hydrogen atom or an alkyl group which may be substituted which may be substituted, R2 an alkyl group which may be substituted, R3 represents a divalent organic residue which together with the grouping EQU1 may form a 5- to 7-membered heterocycle, and X represents a hydrogen atom or an alkyl, alkoxy, aryloxy or arylmercapto group. The dyestuffs dye polyester fibre in orange, red or blue shades with good fastness: the use of such succinimido containing azo dyestuffs in imparting blue to red color to fibers or fabrics of wool, cellulose triacetate, polyamides and polyesters. The dyeings display excellent fastness to light, sublimation and abrasion on polyester fibers.