1319746-14-9

Basic information

• Product Name: 2-isopropoxy-4-nitrobenzoic acid
• Synonyms: 2-isopropoxy-4-nitrobenzoic acid
• CAS NO: 1319746-14-9
• Molecular Weight: 225.201
• Mol File: 1319746-14-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-isopropoxy-4-nitrobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-isopropoxy-4-nitrobenzoic acid(1319746-14-9)
• EPA Substance Registry System: 2-isopropoxy-4-nitrobenzoic acid(1319746-14-9)

Safety Data

• Hazardous Substances Data: 1319746-14-9(Hazardous Substances Data)

Upstream product

• 619-19-2 2-hydroxy-4-nitrobenzoic acid 
• 1394990-44-3 isopropyl 2-isopropoxy-4-nitrobenzoate 
• 67-63-0 isopropyl alcohol 
• 13684-28-1 2-hydroxy-4-nitro-benzoic acid methyl ester 
• 1379520-42-9 methyl 2-isopropoxy-4-nitrobenzoate 
• 75-30-9 2-iodo-propane 

Downstream Products

• 1319746-16-1 4-amino-2-isopropoxybenzamide 
• 1319746-17-2 2-isopropoxy-N-methoxy-N-methyl-4-nitrobenzamide 
• 1319746-20-7 1-(2-isopropoxy-4-nitrophenyl)-5-methylhex-2-yn-1-one 
• 1319746-23-0 (Z)-2-isopropoxy-4-((1-(2-methoxy-4-nitrophenyl)-5-methyl-1-oxohex-2-en-3-yl)amino)benzamide 
• 1319746-25-2 (Z)-4-((1-(2-isopropoxy-4-nitrophenyl)-5-methyl-1-oxohex-2-en-3-yl)amino)-2-methoxybenzamide 
• 1319746-26-3 (Z)-2-isopropoxy-4-((1-(2-isopropoxy-4-nitrophenyl)-5-methyl-1-oxohex-2-en-3-yl)amino)benzamide 
• 1319746-27-4 (Z)-2-(benzyloxy)-4-((1-(2-isopropoxy-4-nitrophenyl)-5-methyl-1-oxohex-2-en-3-yl)amino)benzamide 
• 1319746-29-6 (Z)-4-((1-(2-(benzyloxy)-4-nitrophenyl)-5-methyl-1-oxohex-2-en-3-yl)amino)-2-isopropoxybenzamide 
• 1319746-32-1 (Z)-4-((1-(4-amino-2-methoxyphenyl)-5-methyl-1-oxohex-2-en-3-yl)amino)-2-isopropoxybenzamide 
• 1319746-34-3 (Z)-4-((1-(4-amino-2-isopropoxyphenyl)-5-methyl-1-oxohex-2-en-3-yl)amino)-2-methoxybenzamide 
• 1319746-35-4 (Z)-4-((1-(4-amino-2-isopropoxyphenyl)-5-methyl-1-oxohex-2-en-3-yl)amino)-2-isopropoxybenzamide 
• 1319746-36-5 (Z)-4-((1-(4-amino-2-isopropoxyphenyl)-5-methyl-1-oxohex-2-en-3-yl)amino)-2-(benzyloxy)benzamide 
• 1319746-38-7 (Z)-4-((1-(4-amino-2-(benzyloxy)phenyl)-5-methyl-1-oxohex-2-en-3-yl)amino)-2-isopropoxybenzamide 
• 1319746-15-0 2-isopropoxy-4-nitrobenzamide 

Relevant articles and documents

High yield synthesis of trans-Azoxybenzene versus 2-isopropoxy-4-nitrobenzoic acid: Influence of temperature and base concentration

The reported two-step synthesis of 2-isopropoxy-4-nitrobenzoic acid from 2-hydroxy-4-nitrobenzoic acid, using iodopropane/K2CO3 and subsequent hydrolysis of the isopropyl 2-isopropoxy-4-nitrobenzoate intermediate with 45% NaOH/THF-EtOH at 80 °C, was recon

New N-phenylpyrrolamide DNA gyrase B inhibitors: Optimization of efficacy and antibacterial activity

The ATP binding site located on the subunit B of DNA gyrase is an attractive target for the development of new antibacterial agents. In recent decades, several small-molecule inhibitor classes have been discovered but none has so far reached the market. We present here the discovery of a promising new series of N-phenylpyrrolamides with low nanomolar IC50 values against DNA gyrase, and submicromolar IC50 values against topoisomerase IV from Escherichia coli and Staphylococcus aureus. The most potent compound in the series has an IC50 value of 13 nM against E. coli gyrase. Minimum inhibitory concentrations (MICs) against Gram-positive bacteria are in the low micromolar range. The oxadiazolone derivative 11a, with an IC50 value of 85 nM against E. coli DNA gyrase displays the most potent antibacterial activity, with MIC values of 1.56 μM against Enterococcus faecalis, and 3.13 μM against wild type S. aureus, methicillin-resistant S. aureus (MRSA) and vancomycin-resistant Enterococcus (VRE). The activity against wild type E. coli in the presence of efflux pump inhibitor phenylalanine-arginine β-naphthylamide (PAβN) is 4.6 μM.

Conformational properties of O-alkylated benzamides

In this article, we report the synthesis, solid-state and solution-state conformational studies of O-alkylated aromatic benzamides based on two scaffolds. Intramolecular hydrogen bonding provides conformational pre-organization and side chains can interact with each other within a molecule. In the solid-state three-dimensional arrangement, the molecules further interact with each other through non-covalent interactions. Given, the demonstrated potential of this class of scaffolds to act as helix mimetics for the inhibition of protein-protein interactions (PPIs), these results provide key insight for future inhibitor design.