Synthesis of novel analogues of the delta opioid ligand SNC-80 using REM resin.
作者： J Cottney , Z Rankovic , J.R Morphy
DOI: 10.1016/S0960-894X(99)00173-0
关键词: Opioid 、 Carboxamide 、 Opioid receptor 、 Chemical synthesis 、 SNC-80 、 Selectivity 、 Ligand 、 Tertiary amine 、 Stereochemistry 、 Chemistry
摘要: Focused libraries of delta opioid ligands were synthesised using REM resin methodology. Several high affinity compounds identified with good selectivity over the μ receptor. Automated recycling was used to synthesise larger amounts ligand for in vivo studies.
elsevier.com
sci-hub.se 参考文章(7)
Angus R. Brown, David C. Rees, Zoran Rankovic, J. Richard Morphy, Synthesis of Tertiary Amines Using a Polystyrene (REM) Resin Journal of the American Chemical Society. ,vol. 119, pp. 3288- 3295 ,(1997) , 10.1021/JA963829F
Silvia N. Calderon, Kenner C. Rice, Richard B. Rothman, Frank Porreca, Judith L. Flippen-Anderson, Heng Xu, Karen Becketts, Larren E. Smith, Edward J. Bilsky, Peg Davis, Robert Horvath, Probes for narcotic receptor mediated phenomena. 23.1 Synthesis, opioid receptor binding, and bioassay of the highly selective δ agonist (+)-4-[(αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-methoxybenzyl]-N,N-diethylbenzamide (SNC 80) and related novel nonpeptide δ opioid receptor ligands Journal of Medicinal Chemistry. ,vol. 40, pp. 695- 704 ,(1997) , 10.1021/JM960319N
Yousuke Katsura, Xiaoyan Zhang, Koichi Homma, Kenner C. Rice, Silvia N. Calderon, Richard B. Rothman, Henry I. Yamamura, Peg Davis, Judith L. Flippen-Anderson, Heng Xu, Karen Becketts, Eric J. Foltz, Frank Porreca, Probes for Narcotic Receptor-Mediated Phenomena. 25.1 Synthesis and Evaluation of N-Alkyl-Substituted (α-Piperazinylbenzyl)benzamides as Novel, Highly Selective δ Opioid Receptor Agonists Journal of Medicinal Chemistry. ,vol. 40, pp. 2936- 2947 ,(1997) , 10.1021/JM970106D
J.Richard Morphy, Zoran Rankovic, David C. Rees, A NOVEL LINKER STRATEGY FOR SOLID-PHASE SYNTHESIS Tetrahedron Letters. ,vol. 37, pp. 3209- 3212 ,(1996) , 10.1016/0040-4039(96)00497-2
Silvia N Calderon, Richard B Rothman, Frank Porreca, Judith L Flippen-Anderson, Robert W McNutt, Heng Xu, Larren E Smith, Edward J Bilsky, Peg Davis, Kenner C Rice, None, Probes for Narcotic Receptor Mediated Phenomena. 19. Synthesis of (+)-4-[(.alpha.R)-.alpha.-((2S,5R)-4-Allyl-2,5-dimethyl-1-piperazinyl)-3-methoxybenzyl]-N,N-diethylbenzamide (SNC 80): A Highly Selective, Nonpeptide .delta. Opioid Receptor Agonist Journal of Medicinal Chemistry. ,vol. 37, pp. 2125- 2128 ,(1994) , 10.1021/JM00040A002
Rao S. Rapaka, Frank Porreca, Development of delta opioid peptides as nonaddicting analgesics. Pharmaceutical Research. ,vol. 8, pp. 1- 8 ,(1991) , 10.1023/A:1015809702296
Hormoz Azizian, Colin Eaborn, Alan Pidcock, Synthesis of organotrialkylstannanes. The reaction between organic halides and hexaalkyldistannanes in the presence of palladium complexes Journal of Organometallic Chemistry. ,vol. 215, pp. 49- 58 ,(1981) , 10.1016/S0022-328X(00)84615-X