1301178-77-7Relevant academic research and scientific papers
PHENYL CARBAMATES AND THEIR USE AS INHIBITORS OF THE FATTY ACID AMIDE HYDROLASE (FAAH) ENZYME AND MODULATORS OF THE D3 DOPAMINE RECEPTOR (D3DR)
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, (2015/02/02)
The invention provides compounds of Formula (I) or pharmaceutically acceptable salts thereof wherein Ar', R1, R2, R3, R4, X, Y are as defined in the description of invention, as multi-target directed ligands (MT
Chiral resolution and serendipitous fluorination reaction for the selective dopamine d3 receptor antagonist BAK2-66
Kumar, Vivek,Banala, Ashwini K.,Garcia, Erick G.,Cao, Jianjing,Keck, Thomas M.,Bonifazi, Alessandro,Deschamps, Jeffery R.,Newman, Amy Hauck
, p. 647 - 651 (2014/07/07)
The improved chiral synthesis of the selective dopamine D3 receptor (D3R) antagonist (R)-N-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)-3-hydroxybutyl)1H- indole-2-carboxamide ((R)-PG648) is described. The same chiral secondary alcohol intermediate was used to prepare the enantiomers of a 3-F-benzofuranyl analogue, BAK 2-66. The absolute configurations of the 3-F enantiomers were assigned from their X-ray crystal structures that confirmed retention of configuration during fluorination with N,N-diethylaminosulfur trifluoride (DAST). (R)-BAK2-66 showed higher D3R affinity and selectivity than its (S)-enantiomer; however, it had lower D3R affinity and enantioselectivity than (R)-PG648. Further, importance of the 4-atom linker length between the aryl amide and 4-phenylpiperazine was demonstrated with the 4-fluorobutyl-product (8). This article not subject to U.S. Copyright. Published 2014 by the American Chemical Society.
N -(3-Fluoro-4-(4-(2-methoxy or 2,3-dichlorophenyl)piperazine-1-yl)butyl) arylcarboxamides as selective dopamine D3 receptor ligands: Critical role of the carboxamide linker for d3 receptor selectivity
Banala, Ashwini K.,Levy, Benjamin A.,Khatri, Sameer S.,Furman, Cheryse A.,Roof, Rebecca A.,Mishra, Yogesh,Griffin, Suzy A.,Sibley, David R.,Luedtke, Robert R.,Newman, Amy Hauck
, p. 3581 - 3594 (2011/07/29)
N-(3-Fluoro-4-(4-(2,3-dichloro- or 2-methoxyphenyl)piperazine-1-yl)butyl) arylcarboxamides were prepared and evaluated for binding and function at dopamine D3 receptors (D3Rs) and dopamine D2 receptors (D2Rs). In this series, we discovered some of the mos
