Synthesis, pharmacological activity and structure affinity relationships of spirocyclic σ1 receptor ligands with a (2-fluoroethyl) residue in 3-position

Bioorganic and Medicinal Chemistry

Volumn 19, Issue 1, 2011, Pages 393-405

  Maestrup, Eva Große ^a   Wiese, Christian ^a   Schepmann, Dirk ^a   Brust, Peter ^b   Wünsch, Bernhard ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

^b INSTITUTE OF ION BEAM PHYSICS AND MATERIALS RESEARCH   (Germany)

Author keywords

1 Receptor ligands; 18F Radiotracer; Neuroimaging; Ring contraction; Spirocyclic piperidines; Structure affinity relationships

Indexed keywords

1 (CYCLOHEXYLMETHYL)PIPERIDIN 4 ONE; 1 BENZYL 4 [2 [2 (1,3 DIOXOLAN 2YL)VINYL] PHENYL] PIPERIDIN 4 OL (11A); 1' (4 FLUOROBENZYL) 3 (2 FLUOROETHYL) 3H SPIRO[(2)BENZOFURAN 1,4' PIPERIDINE]; 1' (CYCLOHEXYLMETHYL) 3 (2 FLUOROETHYL) 3H SPIRO[(2) BENZOFURAN 1,4' PIPERIDINE]; 1' BENZYL 3 (2 CHLOROETHYL) 3H SPIRO[(2)BENZOFURAN 1,4' PIPERIDINE]; 2 [1' (1 PHENYLETHYL) 3H SPIRO[(2)BENZOFURAN 1,4' PIPERIDIN] 3 YL]ACETALDEHYDE; 2 [1' (1 PHENYLETHYL) 3H SPIRO[(2)BENZOFURAN 1,4' PIPERIDIN] 3 YL]ACETALDEHYDE ETHYLENE ACETAL; 2 [1' (1 PHENYLETHYL) 3H SPIRO[(2)BENZOFURAN 1,4' PIPERIDIN]3 YL]ETHAN 1 OL; 2 [1' (1 PHENYLETHYL) 3H SPIRO[(2)BENZOXEPINE 1,4' PIPERIDIN]3 YLOXY]ETHANOL; 2 [1' (4 FLUOROBENZYL) 3H SPIRO[(2)BENZOFURAN 1,4' PIPERIDIN] 3 YL]ACETALDEHYDE; 2 [1' (4 FLUOROBENZYL) 3H SPIRO[(2)BENZOFURAN 1,4' PIPERIDIN] 3 YL]ETHANOL; 2 [1' (4 FLUOROBENZYL) 3H SPIRO[(2)BENZOXEPINE 1,4' PIPERIDIN] 3 YLOXYL]ETHANOL; 2 [1' (CYCLOHEXYLMETHYL) 3H SPIRO[(2) BENZOXEPINE 1,4' PIPERIDIN] 3 YL OXYL]ETHANOL; 2 [1' (CYCLOHEXYLMETHYL) 3H SPIRO[(2)BENZOFURAN 1,4' PIPERIDIN 3 YL]] ETHAN 1 OL; 2 [1' (CYCLOHEXYLMETHYL) 3H SPIRO[(2)BENZOFURAN 1,4' PIPERIDIN] 3 YL]ACETALDEHYDE; 2 [1' BENZYL 3H SPIRO[(2) BENZOXEPINE 1,4' PIPERIDIN] 3 YL OXYL]ETHANOL; 2 [1' BENZYL 3H SPIRO[(2)BENZOFURAN 1,4' PIPERIDIN] 3 YL] ACETALDEHYD DIMETHYL ACETAL; 2 [1' BENZYL 3H SPIRO[(2)BENZOFURAN 1,4' PIPERIDIN] 3 YL] ACETALDEHYDE; 2 [1' BENZYL 3H SPIRO[(2)BENZOFURAN 1,4' PIPERIDIN] 3 YL] ETHAN 1 OL; 2 [1' BUTYL 3H SPIRO[(2)BENZOFURAN 1,4' PIPERIDIN] 3 YL] ETHAN 1 OL; 3 (2 CHLOROETHYL) 1' (CYCLOHEXYLMETHYL) 3H SPIRO[(2) BENZOFURAN 1,4' PIPERIDINE]; 3 (2 FLUOROETHYL) 1' (1 PHENYLETHYL) 3H SPIRO[(2)BENZOFURAN 1,4' PIPERIDINE]; 4 BUTYLPIPERIDIN 4 OL; [2 [1' (CYCLOHEXYLMETHYL) 3H SPIRO[(2)BENZOFURAN 1,4' PIPERIDIN] 3 YL]ETHYL] 4 TOLUENESULFONATE; [2 [1' BENZYL 3H SPIRO[(2)BENZOFURAN 1,4' PIPERIDIN] 3 YL] ETHYL] 4 TOLUENESULFONATE; DELTA OPIATE RECEPTOR; FLUSPIDINE; PIPERIDINE DERIVATIVE; TRACER; UNCLASSIFIED DRUG; UNINDEXED DRUG; WMS 1824; WMS 1825; WMS 1827; WMS 1828; WMS 1829; WMS 1830; WMS 1831; WMS 1832; WMS 1833; WMS 1834; WMS 1835; WMS 1838; WMS 1839; WMS 1840; WMS 1843; WMS 1844;

ARTICLE; ATOM; DRUG ACTIVITY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; DRUG TRANSFORMATION; GUINEA PIG; LIGAND BINDING; NEUROIMAGING; NONHUMAN; POSITRON EMISSION TOMOGRAPHY; RAT; RECEPTOR AFFINITY; STRUCTURE ACTIVITY RELATION;

LIGANDS; MAGNETIC RESONANCE SPECTROSCOPY; RECEPTORS, SIGMA; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 78650741615     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2010.11.013     Document Type: Article

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