88964-90-3

Basic information

• Product Name: 2-(benzyloxy)-5-nitroaniline
• CAS NO: 88964-90-3
• Molecular Formula: C₁₃H₁₂N₂O₃
• Molecular Weight: 244.246
• Mol File: 88964-90-3.mol

Chemical Properties

• Boiling Point: 453.9°C at 760 mmHg
• Flash Point: 228.3°C
• Density: 1.297g/cm³
• Vapor Pressure: 1.99E-08mmHg at 25°C
• Refractive Index: 1.644
• CAS DataBase Reference: 2-(benzyloxy)-5-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(benzyloxy)-5-nitroaniline(88964-90-3)
• EPA Substance Registry System: 2-(benzyloxy)-5-nitroaniline(88964-90-3)

Safety Data

• Hazardous Substances Data: 88964-90-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(Benzyloxy)-5-nitroaniline is utilized as a key intermediate in the synthesis of pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications, contributing to the advancement of medicinal chemistry.
Used in Dye Industry:
In the dye industry, 2-(Benzyloxy)-5-nitroaniline is employed as a precursor for the production of various dyes. Its chemical properties enable the creation of dyes with specific color characteristics, meeting the demands of different applications such as textiles, plastics, and printing inks.
Safety Considerations:
Given its mutagenic and potentially carcinogenic properties, 2-(Benzyloxy)-5-nitroaniline requires careful handling and disposal to mitigate its impact on human health and the environment. It is essential to adhere to proper safety protocols, including the use of personal protective equipment, to prevent exposure and ensure the well-being of those working with this compound.

Upstream product

• 2734-78-3 1-(benzyloxy)-2,4-dinitrobenzene 
• 195882-75-8 acetic acid-(2-benzyloxy-5-nitro-anilide) 
• 100-51-6 benzyl alcohol 
• 34288-19-2 N-(2-(benzyloxy)phenyl)acetamide 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 882812-35-3 C₁₄H₈N₂O₅ 
• 1289485-56-8 C₂₁H₁₄N₂O₅ 
• 99-57-0 2-hydroxy-5-nitroaniline 
• 1141925-05-4 tert-butyl (2-hydroxy-5-nitrophenyl)carbamate 
• 1616380-74-5 tert-butyl (2-(benzyloxy)-5-nitrophenyl)carbamate 

Downstream Products

• 1289486-01-6 N-(2-(benzyloxy)-5-nitrophenyl)-N-(3-(4-methoxytetrahydro-2H-pyran-4-yl)benzyl)methanesulfonamide 
• 1289486-10-7 2-(benzyloxy)-N-(3-(4-methoxytetrahydro-2H-pyran-4-yl)benzyl)-5-nitroaniline 
• 1616380-79-0 N₄-(2-(benzyloxy)-5-nitrophenyl)-5-fluoro-N₂-(4-(2-methoxyethoxyl)phenyl)pyrimidine-2,4-diamine 
• 1616380-81-4 4-amino-2-((5-fluoro-2-((4-(2-methoxyethoxyl)phenyl)amino) pyrimidin-4-yl)amino)phenol 
• 1616380-39-2 N-(3-((5-fluoro-2-((4-(2-methoxyethoxyl)phenyl)amino)pyrimidin-4-yl)amino)-4-hydroxyphenyl)acrylamide 
• 1616380-77-8 N-(2-(benzyloxy)-5-nitrophenyl)-2-chloro-5-fluoropyrimidin-4-amine 

Relevant articles and documents

HETEROARYL COMPOUNDS AND USES THEREOF

The present invention provides compounds, pharmaceutically acceptable compositions thereof, and methods of using the same.

HETEROARYL COMPOUNDS AND USES THEREOF

The present invention provides compounds, pharmaceutically acceptable compositions thereof, and methods of using the same.

Syntheses and characterization of nimesulide derivatives for dual enzyme inhibitors of both cyclooxygenase-1/2 and 5-lipoxygenase

Cyclooxygenase-1/2 (COX-1/2) and 5-lipoxygenase (5-LOX) are enzymes in two different pathways in the inflammatory process. In the present study, a variety of new nimesulide derivatives were synthesized through incorporation of a 5-LOX pharmacophore into nimesulide followed with some structural modifications, which were then characterized for dual enzyme inhibitors for these two types of enzymes. Their structure-activity relationships (SARs) were studied, and compound 20f was found to be an excellent dual enzyme inhibitor. Its binding conformation and interaction mode were studied with molecular docking experiments. Compound 20f could become a lead compound for further development for potential anti-inflammatory drugs.

PARTIAL REDUCTION OF DINITROARENES TO NITROANILINES WITH HYDRAZINE HYDRATE.

Dinitroarenes containing substituents such as hydroxyl and amine groups could be conveniently reduced with 3 molar equivalents of hydrazine hydrate in presence of Raney nickel catalyst in ethanol/1,2-dichloro-ethane solvent mixture to give a product wherein one of the two nitro groups was reduced to the amino group. The yields of the partial reduction products are good. Under similar conditions alkoxyl substitutes in the o,p-position to the nitro groups were displaced by the hydrazine to give 2,4-dinitrophenyl-hydrazine as the main product. The details of the reduction reaction are described.