55285-35-3

Usage

Originator

Butanixin,ZYF Pharm Chemical

Manufacturing Process

5 g 2-chloronicotinic acid and 9.4 g p-n-butyl aniline were heated for 1 hour at 160°C by vigorous stirring under a nitrogen atmosphere. Then the mixture was dissolved in 2 N sodium hydroxide and extracted with benzene. The water layer was acidified and a precipitate obtained was filtered off, washed with water and dried. 5 g 2-[(4-butylphenyl)amino]-3-pyridinecarboxylic acid yielded. MP: 171°-173°C (deg.).

Therapeutic Function

Analgesic, Antiinflammatory

InChI:InChI=1/C16H18N2O2/c1-2-3-5-12-7-9-13(10-8-12)18-15-14(16(19)20)6-4-11-17-15/h4,6-11H,2-3,5H2,1H3,(H,17,18)(H,19,20)

Upstream product

• 2942-59-8 2-chloronicotinic acid 
• 104-13-2 4-Butylaniline 

Downstream Products

• 115891-27-5 2-(4-Butyl-phenylamino)-nicotinic acid methyl ester 
• 115891-94-6 3-Butyl-1-(4-butyl-phenyl)-4-hydroxy-1H-[1,8]naphthyridin-2-one 

Relevant academic research and scientific papers

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.