4394-04-1

Basic information

• Product Name: Metanixin
• Synonyms: Metanixin;2-(2,6-Xylidino)nicotinic acid;2-(3,4-dimethylanilino)nicotinic acid;2-(3,4-dimethylanilino)pyridine-3-carboxylic acid
• CAS NO: 4394-04-1
• Molecular Formula: C₁₄H₁₄N₂O₂
• Molecular Weight: 242.2732
• Mol File: 4394-04-1.mol

Chemical Properties

• Boiling Point: 394°Cat760mmHg
• Flash Point: 192.1°C
• Appearance: /
• Density: 1.25g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.646
• CAS DataBase Reference: Metanixin(CAS DataBase Reference)
• NIST Chemistry Reference: Metanixin(4394-04-1)
• EPA Substance Registry System: Metanixin(4394-04-1)

Safety Data

• Hazardous Substances Data: 4394-04-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H14N2O2/c1-9-5-3-6-10(2)12(9)16-13-11(14(17)18)7-4-8-15-13/h3-8H,1-2H3,(H,15,16)(H,17,18)

Upstream product

• 2942-59-8 2-chloronicotinic acid 
• 87-62-7 2,6-dimethylaniline 

Downstream Products

• 89109-28-4 3-Butyl-1-(2,6-dimethyl-phenyl)-4-hydroxy-1H-[1,8]naphthyridin-2-one 
• 115891-26-4 2-(2,6-Dimethyl-phenylamino)-nicotinic acid methyl ester 

Relevant articles and documents

Synthesis of 2-(arylamino)nicotinic acids in high-temperature water

In hydrothermal reactions at 150-180 °C, 2-(arylamino)nicotinic acids were synthesized by amination of 2-chloronicotinic acid with aromatic amine derivatives, with potassium carbonate as base. The procedure is efficient, environmentally friendly, and practical, with moderate to excellent yields (up to 98%). Springer Science+Business Media B.V. 2012.

Catalyst-free amination of 2-chloronicotinic acid in water under microwave irradiation

A simple, efficient and environmental friendly method for the synthesis of 2-arylaminonicotinic acids derivatives by reacting 2-chloronicotinic acid with anilines with potassium carbonate as the base and water as the media under microwave irradiation is described. The synthesis of 2-arylaminonicotinic acids is important because they are nonsteroidal anti-inflammatory drugs.

Antiallergy Agents. 1. Substituted 1,8-Naphthyridin-2(1H)-ones as Inhibitors of SRS-A Release

A novel class of antiallergy agents, the substituted 1,8-naphthyridin-2(1H)-ones, is described.The present compounds are orally active, potent inhibitors of allergic and nonallergic bronchospasm in animal models.Structure-activity studies of the lead compound in this sereis, 1-phenyl-3-n-butyl-4-hydroxynaphthyridin-2(1H)-one (11), identified three compounds of interest, 1-phenyl-3-(2-propenyl)-4-acetoxy-1,8-naphthyridin-2(1H)-one (12), 1-(3'-chlorophenyl)-3-(2-propenyl)-4-acetoxy-1,8-naphthyridin-2(1H)-one (87), and 1-(3'-methoxyphenyl)-3-(2-propenyl)-4-acetoxy-1,8-naphthyridin-2(1H)-one (89).The mechanism of antiallergy activity may involve inhibition of the release of the sulfidopeptide leukotrienes. 1-Phenyl-3-(2-propenyl)-4-acetoxy-1,8-naphthyridin-2(1H)-one, Sch 33303 (12), was selected for preclinical development as an antiallergy agent.