59361-45-4

Basic information

• Product Name: 3-Pyridinecarboxylic acid, 2-[[3-(trifluoromethyl)phenyl]amino]-, methyl ester
• Synonyms: niflumic acid methyl ester;methylester of 2-[3-(trifluoromethyl) phenylamino]-nicotinic acid;MSI 2213;MSI-2213
• CAS NO: 59361-45-4
• Molecular Formula: C14H11F3N2O2
• Molecular Weight: 296.249
• Mol File: 59361-45-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-Pyridinecarboxylic acid, 2-[[3-(trifluoromethyl)phenyl]amino]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Pyridinecarboxylic acid, 2-[[3-(trifluoromethyl)phenyl]amino]-, methyl ester(59361-45-4)
• EPA Substance Registry System: 3-Pyridinecarboxylic acid, 2-[[3-(trifluoromethyl)phenyl]amino]-, methyl ester(59361-45-4)

Safety Data

• Hazardous Substances Data: 59361-45-4(Hazardous Substances Data)

Upstream product

• 40134-18-7 methyl 2-chloropyridine-3-carboxylate 
• 98-16-8 3-trifluoromethylaniline 
• 52718-95-3 2-bromonicotinic acid methyl ester 
• 4394-00-7 Niflumic Acid 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 469867-29-6 MSI 2215 
• 4394-00-7 Niflumic Acid 
• 204928-98-3 2-(3-(trifluoromethyl)anilino)nicotinic acid hydrazide 
• 115892-13-2 4-Allyloxy-1-(3-trifluoromethyl-phenyl)-1H-[1,8]naphthyridin-2-one 
• 115892-07-4 4-hydroxy-1-[3-(trifluoromethyl)phenyl]-1,8-naphthyridin-2(1H)-one 
• 115891-54-8 2-[Acetyl-(3-trifluoromethyl-phenyl)-amino]-nicotinic acid methyl ester 

Relevant articles and documents

Development of LM98, a Small-Molecule TEAD Inhibitor Derived from Flufenamic Acid

The YAP-TEAD transcriptional complex is responsible for the expression of genes that regulate cancer cell growth and proliferation. Dysregulation of the Hippo pathway due to overexpression of TEAD has been reported in a wide range of cancers. Inhibition of TEAD represses the expression of associated genes, demonstrating the value of this transcription factor for the development of novel anti-cancer therapies. We report herein the design, synthesis and biological evaluation of LM98, a flufenamic acid analogue. LM98 shows strong affinity to TEAD, inhibits its autopalmitoylation and reduces the YAP-TEAD transcriptional activity. Binding of LM98 to TEAD was supported by 19F-NMR studies while co-crystallization experiments confirmed that LM98 is anchored within the palmitic acid pocket of TEAD. LM98 reduces the expression of CTGF and Cyr61, inhibits MDA-MB-231 breast cancer cell migration and arrests cell cycling in the S phase during cell division.

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.