74859-51-1

Basic information

• Product Name: 2-((4-ETHOXYPHENYL)AMINO)-4-NITROBENZOIC ACID
• Synonyms: Benzoic acid, 2-[(4-ethoxyphenyl)aMino]-4-nitro-;N-(4-ETHOXYPHENYL)-4-NITROANTHRANILIC ACID
• CAS NO: 74859-51-1
• Molecular Formula: C₁₅H₁₄N₂O₅
• Molecular Weight: 302.29
• Mol File: 74859-51-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 479.2°C at 760 mmHg
• Flash Point: 243.6°C
• Appearance: /
• Density: 1.371g/cm³
• Vapor Pressure: 5.43E-10mmHg at 25°C
• Refractive Index: 1.65
• CAS DataBase Reference: 2-((4-ETHOXYPHENYL)AMINO)-4-NITROBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((4-ETHOXYPHENYL)AMINO)-4-NITROBENZOIC ACID(74859-51-1)
• EPA Substance Registry System: 2-((4-ETHOXYPHENYL)AMINO)-4-NITROBENZOIC ACID(74859-51-1)

Safety Data

• Hazardous Substances Data: 74859-51-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-((4-Ethoxyphenyl)amino)-4-nitrobenzoic acid is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique chemical structure allows it to be a key component in the development of new medications, potentially offering novel therapeutic options for various medical conditions.
Used in Organic Synthesis:
In the field of organic synthesis, 2-((4-Ethoxyphenyl)amino)-4-nitrobenzoic acid serves as a versatile building block for the creation of complex organic molecules. Its reactivity and functional groups enable chemists to synthesize a wide range of compounds with diverse applications, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used as a Dye Precursor:
2-((4-Ethoxyphenyl)amino)-4-nitrobenzoic acid is used as a dye precursor in the dye manufacturing industry. Its ability to form colored compounds makes it a valuable starting material for the production of various dyes and pigments, which can be used in textiles, plastics, and other applications requiring coloration.
Used in Scientific Research:
As a subject of ongoing research, 2-((4-Ethoxyphenyl)amino)-4-nitrobenzoic acid is used in various scientific studies to explore its potential applications and properties. Researchers in different fields are investigating its chemical behavior, reactivity, and potential uses in new technologies and materials, contributing to the advancement of scientific knowledge and innovation.

InChI:InChI=1/C15H14N2O5/c1-2-22-12-6-3-10(4-7-12)16-14-9-11(17(20)21)5-8-13(14)15(18)19/h3-9,16H,2H2,1H3,(H,18,19)

Upstream product

• 99-60-5 2-chloro-4-nitrobenzoic acid 
• 156-43-4 4-Ethoxyaniline 
• 51282-79-2 2-chloro-4-nitrobenzoic acid sodium salt 

Downstream Products

• 100968-98-7 6-amino-2-ethoxyacridine 
• 20304-70-5 9-amino-2-ethoxy-6-nitroacridine 
• 442-16-0 6,9-diamino-2-ethoxyacridine 
• 20304-69-2 9-chloro-2-ethoxy-6-nitro-acridine 

Relevant articles and documents

Development of WNK signaling inhibitors as a new class of antihypertensive drugs

Pseudohypoaldosteronism type II (PHAII) is characterized by hyperkalemia and hypertension despite a normal glomerular filtration rate. Abnormal activation of the signal cascade of with-no-lysine kinase (WNK) with OSR1 (oxidative stress-responsive kinase 1)/SPAK (STE20/SPS1-related proline/alanine-rich kinase) and NCC (NaCl cotransporter) results in characteristic salt-sensitive hypertension. Thus, inhibitors of the WNK-OSR1/SPAK-NCC cascade are candidates for a new class of antihypertensive drugs. In this study, we developed novel inhibitors of this signal cascade from the 9-aminoacridine lead compound 1, one of the hit compounds obtained by screening our chemical library for WNK-SPAK binding inhibitors. Among the synthesized acridine derivatives, several acridine-3-amide and 3-urea derivatives, such as 10 (IC50: 6.9?μM), 13 (IC50: 2.6?μM), and 20 (IC50: 4.8?μM), showed more potent inhibitory activity than the lead compound 1 (IC50: 15.4?μM). Compounds 10 and 20 were confirmed to inhibit phosphorylation of NCC in vivo.