In vivo evaluation of [18F]1-(3-fluoropropyl)-4-(4-cyanophenoxymethyl)piperidine: A selective sigma-1 receptor radioligand for PET

Nuclear Medicine and Biology

Volumn 24, Issue 2, 1997, Pages 127-134

  Waterhouse, R N ^a   Collier, T L ^a  

^a DUKE UNIVERSITY MEDICAL CENTER   (United States)

Author keywords

Fluorine 18; PET; Radiotracers; Sigma receptors; Tumour imaging

Indexed keywords

1 (3 FLUOROPROPYL) 4 (4 CYANOPHENOXYMETHYL)PIPERIDINE; ATROPINE; FLUORINE 18; HALOPERIDOL; OPIATE; RITANSERIN; SIGMA RECEPTOR LIGAND; UNCLASSIFIED DRUG; 1-(3-FLUOROPROPYL)-4-(4-CYANOPHENOXYMETHYL)PIPERIDINE; DIAGNOSTIC AGENT; FLUORINE; PIPERIDINE DERIVATIVE; SIGMA 1 OPIATE RECEPTOR; SIGMA 2 OPIATE RECEPTOR; SIGMA OPIATE RECEPTOR; SIGMA-1 RECEPTOR; SIGMA-2 RECEPTOR;

ARTICLE; CONTROLLED STUDY; DRUG SYNTHESIS; INTRAVENOUS DRUG ADMINISTRATION; ISOTOPE LABELING; POSITRON EMISSION TOMOGRAPHY; RAT; ANALYSIS OF VARIANCE; ANIMAL; BRAIN; COMPUTER ASSISTED EMISSION TOMOGRAPHY; EXPERIMENTAL MELANOMA; HEART MUSCLE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; KIDNEY; LIVER; LUNG; MALE; METABOLISM; METHODOLOGY; MOUSE; NUDE MOUSE; RADIOASSAY; SCINTISCANNING; SKELETAL MUSCLE; SYNTHESIS; TISSUE DISTRIBUTION; WISTAR RAT;

ANALYSIS OF VARIANCE; ANIMALS; BRAIN; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; FLUORINE RADIOISOTOPES; KIDNEY; LIVER; LUNG; MALE; MELANOMA, EXPERIMENTAL; MICE; MICE, NUDE; MUSCLE, SKELETAL; MYOCARDIUM; PIPERIDINES; RADIOLIGAND ASSAY; RATS; RATS, WISTAR; RECEPTORS, SIGMA; TISSUE DISTRIBUTION; TOMOGRAPHY, EMISSION-COMPUTED;

EID: 0030610886     PISSN: 09698051     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0969-8051(96)00184-9     Document Type: Article

References (29)

1. W.T. Bem G.E. Thoman J.Y. Mamone S.M. Homan B.K. Levy F.E. Johnson C.J. Coscia Overexpression of s receptors in nonneural human tumours Cancer Res. 51 1991 6558 6562
2. B.G. Cambell D.H. Bobkeer F.M. Leslie I.N. Mefford E. Weber Both the sigma receptor-specific ligand (+)3-PPP and the PCP receptor-specific ligand TCP act in the mouse vas deferens via augmentation of electrically evoked norepinephrine release Eur. J. Pharmacol. 138 1987 447 449
3. 18F]1-(3-fluoropropyl)-4-(4-cyanophenoxymethyl)piperidine: A potential sigma-1 receptor radioligand for PET J. Labelled Compds Radiopharm. 38 1996 785 794
4. K. Hashimoto E.D. London Imaging sigma receptors and cerebral responses to sigma drugs Y. Itzhak Sigma Receptors: Neuroscience Perspectives 1994 Academic Press, Harcourt Brace & Co. Publishers New York 225 242 Series Editor Peter Jenner
5. X.S. He W.D. Bowen K.S. Lee W. Williams D.R. Weinberger B.R. de Costa Synthesis and binding characteristics of potential SPECT imaging agents for sigma-1 and sigma-2 binding sites J. Med. Chem. 36 1993 566 571
6. A. Jewell P. Wedlund L. Dwoskin Strain Differences in rat brain and liver simga binding: Lack of cytochrome P450-2D1 involvement Eur. J. Pharmacol. 243 1993 249 254
7. 125I] N -(benzylpiperidine-4-yl)-4-iodobenzamide, a new sigma receptor radiopharmaceutical: High affinity binding to MCF-7 breast tumor cells J. Med. Chem. 37 1994 1737 1739
8. C.S. John W.D. Bowen T. Saga S. Kinuya B.J. Vilner J. Baumgold C.H. Paik R.C. Reba R.D. Neumann V.M. Varma J.G. McAfee A malignant melanoma imaging agent: Synthesis, characterisation, in vitro binding and biodistribution of iodine-125-(2-Piperidinylaminoethyl)-4-Iodobenzamide J. Nucl. Med. 34 1993 2169
9. Y.-W Jung D.L. Gildersleeve M.E. Van Dort D.E. Kuhl D.M. Wieland Synthesis and In Vivo evaluation of radioiodinated (+)-7-iodobezovesamicol: A high-affinity ligand for the sigma binding site J. Labelled Compd. Radiopharm. 35 1994 204 207
10. B.L. Largent G. Wikstrom A.M. Snowman S.H. Snyder novel antispychotic drugs share high affinity for sigma receptors Eur. J. Pharmacol. 155 1988 345 347
11. M.L. Leitner A.G. Hohmann S.L. Patrick J.M. Walker Regional variation in the ratio of s-1 to s-2 binding in rat brain Eur. J. Pharmacol. 259 1994 65 69
12. D.C. Mash C.P. Zabetian Sigma Receptors are associated with the cortical limbic areas of the primate brain Synapse 12 1992 195 205
13. D.J. McCann A.D. Weissman T.-P. Su Sigma-1 and sigma-2 receptors in the rat brain: Comparison of regional, ontogenetic and subcellular patterns Synapse 17 1994 182 189
14. J.M. Michelot M.C. Moreau A.J. Veyre J.F. Bonafous F.J. Bacin J.C. Madelmont F. Bussiere P.A. Souteyrand L.P. Mauclaire F.M. Chossat J.M. Papon P.G. Labarre P. Kaufmann R. Plagne Phase II scintigarphic clinical trials of malignant melanoma and metastases with iodine-123-N(2-diethylaminoethyl-4-iodobenzamide) J. Nucl. Med. 34 1993 1260
15. J. Michelot J-F Moreau P. Labarre J-C Madelmont A. Veyre J. Papon D. Parry J. Bonafous J-Y Boire G. Desplanches S. Bertrand G. Meyniel Synthesis and evaluation of new iodine-125 radiopharmaceuticals as potential tracers for malignant melanoma J. Nucl. Med. 32 1991 1573 1580
16. 11C]-Cis- N -benzylnormetazocine: A selective ligand for sigma receptors In Vivo Life Sci. 55 1994 225 232
17. 18F]BMY14802, its enantiomers and their anatomical distributions in rodents Nucl. Med. Biol. 20 1993 625 630
18. 18F]-haloperidol Synapse 11 1992 10
19. H. Shibuya H. Mori M. Toru Sigma receptors in the postmortem schizophrenic brain Neuropschychopharmacology 10 1994 839S
20. S.H. Snyder B.L. Largent Receptor mechanisms in antipsychotic drug action: Focus on sigma receptors J. Neuropsych. 1 1989 7 15
21. G.F. Steinfels W.S. Tam Selective sigma receptor agonists and antagonists effect dopamine neuronal activity Eur. J. Pharmacol. 163 1989 167 170
22. J.E. Taylor S.R. Keyes Identification and characterization of sigma recognition sites on established tumors and tumors cell lines Soc. Neurosci. Abstr. 18 1992 455
23. B. Vilner C. John W.D. Bowen Sigma receptors are expressed in a wide variety of human and rodent tumour cell lines Cancer Res. 55 1995 408 413
24. 3H]1-(Cyclopropylmethy)l-4-(2′(4′-fluorophenyl)-2′-oxoethyl)piperidine HBr (DuP 734). A selective ligand for sigma receptors in mouse brain In Vivo J. Pharmacol. Exp. Ther. 266 1993 1541 1548
25. 123I]-1-( trans -iodoprope N -2-yl)-4-(4-cyanophenoxymethyl)piperidine: A selective sigma receptor radioligand for SPECT J. Labelled Compds. Radiopharm. 38 1996 215 226
26. 123I]-1-(2-hydroxyethyl)-4-(4-iodophenoxymethyl)piperidine J. Labelled Compds. Radiopharm. 38 1996 595 605
27. 123I]-1-(2-hydroxyethyl)-4-[(4-iodophenoxy)-methyl]piperidine: A novel sigma receptor ligand that exhibits high uptake in B16 melanoma in mice J. Labelled Compds Radiopharm. 37 1995 266 268
28. R.N. Waterhouse T.L. Collier K. Mardon J.C. O'Brien In Vivo evaluation of three novel [I-123]-labeled sigma receptor ligands exhibiting high cortical uptake in rats J. Nucl. Med. 36 1995 124P
29. A.D. Weissman M.F. Casonova J.E. Kleinman E.D. London E.B. DeSouza Selective loss of cerebral cortical sigma but not PCP binding sites in schizophrenia Biol. Psychiatry 29 1991 41 54