91-42-9

Basic information

• Product Name: 2-(4-METHOXY-PHENYLAMINO)-4-NITRO-BENZOIC ACID
• Synonyms: N-(4-METHOXYPHENYL)-4-NITROANTHRANILIC ACID;2-(4-METHOXY-PHENYLAMINO)-4-NITRO-BENZOIC ACID
• CAS NO: 91-42-9
• Molecular Formula: C₁₄H₁₂N₂O₅
• Molecular Weight: 288.25548
• Product Categories: pharmacetical
• Mol File: 91-42-9.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 470.794°C at 760 mmHg
• Flash Point: 238.528°C
• Appearance: /
• Density: 1.414g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.666
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(4-METHOXY-PHENYLAMINO)-4-NITRO-BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-METHOXY-PHENYLAMINO)-4-NITRO-BENZOIC ACID(91-42-9)
• EPA Substance Registry System: 2-(4-METHOXY-PHENYLAMINO)-4-NITRO-BENZOIC ACID(91-42-9)

Safety Data

• Hazardous Substances Data: 91-42-9(Hazardous Substances Data)

Usage

Organic compound

It is an organic compound because it is primarily composed of carbon atoms along with hydrogen, nitrogen, and oxygen atoms.

Benzene ring structure

The compound has a benzene ring as its core structure, which is a six-membered aromatic ring with alternating single and double bonds.

Methoxy group

A methoxy group (-OCH3) is attached to the benzene ring, which consists of an oxygen atom bonded to a methyl group (-CH3).

Amino group

An amino group (-NH2) is also attached to the benzene ring, which is a nitrogen atom bonded to two hydrogen atoms.

Nitro group

A nitro group (-NO2) is another substituent on the benzene ring, consisting of an oxygen atom double-bonded to a nitrogen atom.

Potential biological activity

2-(4-Methoxy-phenylamino)-4-nitro-benzoic acid has potential biological activity, meaning it may interact with biological systems and have pharmacological effects.

Medicinal properties

The compound may possess medicinal properties, making it a candidate for use in the development of new drugs or therapies.

Building block for other chemical compounds

Due to its unique structure and functional groups, 2-(4-Methoxy-phenylamino)-4-nitro-benzoic acid can be used as a building block or intermediate in the synthesis of other chemical compounds.

Valuable tool in organic chemistry research

The compound's properties and behavior in various chemical reactions make it a valuable tool for researchers in the field of organic chemistry, aiding in the development of new synthetic methods and the study of reaction mechanisms.

InChI:InChI=1/C14H12N2O5/c1-21-11-5-2-9(3-6-11)15-13-8-10(16(19)20)4-7-12(13)14(17)18/h2-8,15H,1H3,(H,17,18)

Upstream product

• 118210-83-6 C₁₅H₁₄N₂O₅ 
• 100959-22-6 methyl 2-bromo-4-nitrobenzoate 
• 16426-64-5 2-bromo-4-nitrobenzoic acid 
• 99-60-5 2-chloro-4-nitrobenzoic acid 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 195370-43-5 C₁₅H₁₅N₅O₄S 
• 15463-20-4 (2-methoxy-6-nitro-acridin-9-yl)-(4-methoxy-phenyl)-amine 

Relevant articles and documents

A highly acidic acridine for efficient site-selective activation of RNA leading to an eminent ribozyme mimic

9-Amino-2-methoxy-6-nitroacridine (1a) is conjugated with oligonucleotide for site-selective RNA hydrolysis. When this conjugate forms a duplex with complementary RNA, the phosphodiester linkage of the RNA in front of 1a is activated and selectively hydro

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.

A rapid, chromatography-free route to substituted acridine-isoalloxazine conjugates under microwave irradiation

Microwave irradiation was applied to a sequence of condensation reactions from readily available 9-chloroacridines to provide a range of novel acridine-isoalloxazine conjugates. The combination of these two moieties, both of biological interest, was achieved by a chromatography-free route.

Regioselective copper-catalyzed amination of chlorobenzoic acids: Synthesis and solid-state structures of N-aryl anthranilic acid derivatives

A chemo- and regioselective copper-catalyzed cross-coupling reaction for effective amination of 2-chlorobenzoic acids with aniline derivatives has been developed. The method eliminates the need for acid protection and produces a wide range of N-aryl anthranilic acid derivatives in up to 99% yield. The amination was found to proceed with both electron-rich and electron-deficient aryl chlorides and anilines and also utilizes sterically hindered anilines such as 2,6-dimethylaniline and 2-tert-butylaniline. The conformational isomerism of appropriately substituted N-aryl anthranilic acids has been investigated in the solid state. Crystallographic analysis of seven anthranilic acid derivatives showed formation of two distinct supramolecular architectures exhibiting trans-anti and unprecedented trans-syn dimeric structures.