1391062-92-2

Basic information

• Product Name: 2-aminonicotinic acid methyl ester N-oxide
• CAS NO: 1391062-92-2
• Molecular Weight: 168.152
• Mol File: 1391062-92-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-aminonicotinic acid methyl ester N-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-aminonicotinic acid methyl ester N-oxide(1391062-92-2)
• EPA Substance Registry System: 2-aminonicotinic acid methyl ester N-oxide(1391062-92-2)

Safety Data

• Hazardous Substances Data: 1391062-92-2(Hazardous Substances Data)

Upstream product

• 14667-47-1 methyl 2-aminonicotinate 
• 5345-47-1 2-aminopyridin-3-carboxylic acid 

Downstream Products

• 906728-31-2 2-aminonicotinic acid N-oxide 

Relevant articles and documents

2-Aminonicotinic acid 1-oxides are chemically stable inhibitors of quinolinic acid synthesis in the mammalian brain: A step toward new antiexcitotoxic agents

3-Hydroxyanthranilic acid 3,4-dioxygenase (3-HAO) is the enzyme responsible for the production of the neurotoxic tryptophan metabolite quinolinic acid (QUIN). Elevated brain levels of QUIN are observed in several neurodegenerative diseases, but pharmacological investigation on its role in the pathogenesis of these conditions is difficult because only one class of substrate-analogue 3-HAO inhibitors, with poor chemical stability, has been reported so far. Here we describe the design, synthesis, and biological evaluation of a novel class of chemically stable inhibitors based on the 2-aminonicotinic acid 1-oxide nucleus. After the preliminary in vitro evaluation of newly synthesized compounds using brain tissue homogenate, we selected the most active inhibitor and showed its ability to acutely reduce the production of QUIN in the rat brain in vivo. These findings provide a novel pharmacological tool for the study of the mechanisms underlying the onset and propagation of neurodegenerative diseases.

DERIVATIVES OF NICOTINIC ACID N-OXIDE, THEIR PREPARATION AND THEIR USE AS INHIBITORS OF ENZYME 3-HYDROXYANTHRANILATE-3, 4-DIOXYGENASE

A derivative of nicotinic acid N-oxide is described having formula (I): that acts as inhibitor of enzyme 3-hydroxyanthranilate-3,4-dioxygenase (3HAO), and is thus able to reduce QUIN biosynthesis in vivo under excitotoxic or pathological conditions, said compound being at the same time also chemically stable towards auto-oxidation.