849473-06-9

Upstream product

• 142342-55-0 diethyl {5-[(tert-butoxycarbonyl)amino]pentyl }-propanedioate 
• 103-67-3 benzyl-methyl-amine 
• 2508-29-4 5-hydroxypentylamine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 75178-90-4 N-(tert-butyloxycarbonyl)-5-aminopentanol 

Downstream Products

• 34987-10-5 N¹-benzyl-N¹-methylpentane-1,5-diamine 

Relevant academic research and scientific papers

Synthesis and pharmacological evaluation of Tic-hydantoin derivatives as selective σ1 ligands. Part 2

Herein is described a new class of selective σ1 ligands consisting of tetrahydroisoquinoline-hydantoin (Tic-hydantoin) derivatives. Compound 1a has high affinity (IC50 = 16 nM) for σ1 receptor and is selective in a large panel of therapeutic targets. This study presents structural changes on the side chain of the Tic-hydantoin core. Analogs of higher affinity could be identified (IC50 ≈ 2-3 nM).

Optimized synthesis of tetrahydroisoquinoline-hydantoins

Several methods have been developed and compared for the solution synthesis of tetrahydroisoquinoline-hydantoin derivatives. The best yields were obtained when the imidazolidine-2,4-dione ring was synthesized in two steps: (1) reaction of Tic-OH with the appropriate amine and (2) cyclization with 1,1′-carbonyldiimidazole.