Synthesis and stereoselective κ-receptor binding of methylated analogues of GR-89.696

Stereoselective synthesis of all four stereoisomers of methylated analogues 8 of the κ-receptor agonist GR-89.696 is presented. Starting with orthogonally protected piperazine derivatives (R,R)- 4 and (S,S)- 4, the reaction sequence involves oxidation, reductive amination and modification of the pip...

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Veröffentlicht in:	European journal of medicinal chemistry 2001-02, Vol.36 (2), p.211-214
Hauptverfasser:	Röhr, Caroline, Soukara, Stella, Wünsch, Bernhard
Format:	Artikel
Sprache:	eng
Schlagworte:	2-[1-(pyrrolidin-1-yl)ethyl]-piperazines Adrenergic alpha-Agonists - chemical synthesis Adrenergic alpha-Agonists - metabolism Analgesics, Non-Narcotic - chemical synthesis Analgesics, Non-Narcotic - metabolism Animals Biological and medical sciences Brain - cytology Crystallography, X-Ray diastereoselective synthesis Guinea Pigs Medical sciences Membranes - chemistry Neuropharmacology Neurotransmitters. Neurotransmission. Receptors Peptidergic system (neuropeptide, opioid peptide, opiates...). Adenosinergic and purinergic systems Pharmacology. Drug treatments Piperazines - chemical synthesis Piperazines - metabolism Protein Binding Pyrrolidines - chemical synthesis Pyrrolidines - metabolism Radioligand Assay Receptors, Opioid, kappa - metabolism Stereoisomerism stereoselective κ-receptor binding Structure-Activity Relationship X-ray crystal structure κ-receptor agonists
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