861306-45-8

Upstream product

• 67-56-1 methanol 
• 62176-39-0 5-chloro-2-(methylsulfanyl)benzoic acid 
• 394-30-9 5-chloro-2-fluorobenzoic acid 
• 57381-36-9 methyl 5-chloro-2-fluorobenzoatone 
• 5188-07-8 sodium thiomethoxide 
• 855197-61-4 5-chloro-2-(methylsulfanyl)benzonitrile 

Downstream Products

• 1192347-44-6 [5-chloro-2-(methylsulfonyl)phenyl]methanol 
• 1192347-45-7 2-(bromomethyl)-4-chloro-1-(methylsulfonyl)benzene 
• 720689-28-1 5-chloro-2-(methylsulfonyl)benzoic acid 
• 1192347-43-5 methyl 5-chloro-2-(methylsulfonyl)benzoate 
• 123-09-1 4-chlorophenyl methyl sulfide 
• 861622-10-8 tris-(5-chloro-2-methylsulfanyl-phenyl)-methanol 

Relevant academic research and scientific papers

Structure determination, synthesis, and biological evaluation of a metabolite of the selective α1Dadrenoceptor antagonist TAK-259

5-Chloro-1-(5-chloro-2-(methylsulfonyl)benzyl)-2-imino-1,2-dihydropyridine-3-carboxamide hydrochloride (TAK-259) is a novel, selective, and orally active α1Dadrenoceptor antagonist with anti-urinary frequency effect. A metabolite (2) of TAK-259 was identified from monkey urine samples. To elucidate the structure of 2, extraction and purification of the metabolite from TAK-259-treated monkey urine was conducted. Structural analysis of the purified compounds using NMR indicated the compound to be 2-amino-5-chloro-1-[5-chloro-2-(methylsulfonyl)benzyl]-4-oxo-1,4-dihydropyridine-3-carboxamide (2a). An authentic sample of compound 2a was synthesized via regioselective alkylation of 4-methoxypyridin-2-amine. The biological activity of metabolite 2a was also evaluated, and the compound found not to possess affinity toward any known α1adrenoceptor subtype.