Synthesis and structure–activity relationships of N-{1-[(6-fluoro-2-naphthyl)methyl]piperidin-4-yl}benzamide derivatives as novel CCR3 antagonists

Add time:07/11/2019    Source:sciencedirect.com

A novel class of potent CCR3 receptor antagonists were designed and synthesized starting from N-{1-[(6-fluoro-2-naphthyl)methyl]piperidin-4-yl}benzamide (1),which was found by subjecting our chemical library to high throughput screening (HTS). The CCR3 inhibitory activity of the synthesized compounds against eotaxin-induced Ca2+ influx was evaluated using CCR3-expressing preB cells. Systematic chemical modifications of 1 revealed that the 6-fluoro-2-naphthylmethyl moiety was essential for CCR3 inhibitory activity in this new series of CCR3 antagonists. Further structural modifications of the benzamide and piperidine moieties of 1 led to the identification of N-{8-[(6-fluoro-2-naphthyl)methyl]-8-azabicyclo[3.2.1]oct-3- yl}biphenyl-2-carboxamide (31) as a potent CCR3 antagonist with an IC50 value of 0.020 μM.

We also recommend Trading Suppliers and Manufacturers of 4-(1-NAPHTHYL) PIPERIDINE HCL (cas 314083-21-1). Pls Click Website Link as below: cas 314083-21-1 suppliers

Prev:Dibenz[a,c]anthracene: Electrophilic substitution and synthesis of phenol isomers
Next:Preparation of 2,3-trans-substituted piperidines from optically active β-amino-α-methylene esters: Synthesis of optically active (2S,3R)-(−)-epi-CP-99,994)