765258-37-5Relevant academic research and scientific papers
SAR studies of piperidine-based analogues of cocaine. Part 3: Oxadiazoles
Petukhov, Pavel A.,Zhang, Mei,Johnson, Kenneth J.,Tella, Srihari R.,Kozikowski, Alan P.
, p. 2079 - 2083 (2001)
The synthesis of novel 4β-aryl-1-methyl-3α-(3-substituted-1,2,4-oxadiazol-5-yl) piperidines, bioisosteres of ester (+)-1, is described. The synthesized oxadiazoles were evaluated for their affinity to the DAT and their ability to inhibit monoamine reuptake at the DAT, NET, and 5HTT. The results show that affinity to the DAT and ability to inhibit the reuptake at the DAT, NET, and 5HTT is a function of the size of the substituent in the oxadiazole ring. (+)-(3R,4S)-4β-(4-Chlorophenyl)-1-methyl-3α-(3-methyl-1,2,4- oxadiazol-5-yl)piperidine [(+)-2a], which is structurally and pharmacologically most similar to the ester (+)-1 in this series, showed at least a 2-fold longer duration of action when compared to ester (+)-1.
A convenient procedure for the synthesis of nonsymmetrical bivalent selective serotonin reuptake inhibitors using polymer-supported reagents
Tamiz, Amir P,Conti, Paola,Zhang, Mei,Johnson, Kenneth M,Kozikowski, Alan P
, p. 2741 - 2743 (2007/10/03)
A convenient synthesis of nonsymmetrical bivalent inhibitors of the serotonin transporter is described. The synthesis utilizes polymer-supported reagents that allow for rapid access to novel bivalent ligands without the need for isolation or purification of synthetic intermediates. (C) 2000 Elsevier Science Ltd.
