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Microwave-assisted Synthesis of 4-chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide (B-355252): A New Potentiator of Nerve Growth Factor (NGF)-induced Neurite Outgrowth

Alfred L Williams, Srinivasa R Dandepally, Nailya Gilyazova, Sam M Witherspoon, Gordon Ibeanu

Tetrahedron. 2010 Dec 11;66(50):9577-9581.

PMID: 22973068

Abstract:

The synthesis of 4-chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide (B-355252) using a MW-assisted nucleophilic aromatic substitution (S(N)Ar) reaction will be discussed. Utilization of this method allowed for the rapid generation of B-355252 heteroaryl ether core structure in the presence of cesium carbonate in dimethylformamide or tripotassium phosphate in N-methyl-2-pyrrolidone in 94% yield. Evaluation of B-355252 enhancement of nerve growth factor's ability to stimulate neurite outgrowths was determined using NS-1 cells.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP1261576811 B355252 B355252 1261576-81-1 Price
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