N-(3-[18F]fluoropropyl)-spiperone: The preferred 18F labeled spiperone analog for positron emission tomographic studies of the dopamine receptor

Arnett, 1987, Improved delineation of human dopamine receptors using [18F]-N-methylspiroperidol and PET, J. Nucl. Med., 27, 1878 Chi, 1986, Halofluorination of olefins: elucidation of reaction characteristics and applications in labeling with the positron-emitting radionuclide fluorine-18, J. Fluorine Chem., 31, 99, 10.1016/S0022-1139(00)85091-5 Chi, 1987, A rapid and efficient method for the fluoroalkylation of amines and amides Development of a method suitable for incorporation of the short-lived positron-emitting radionuclide F-18, J. Org. Chem., 52, 658, 10.1021/jo00380a030 Chi, 1986, Synthesis of no-carrier-added N-([18F]fluoroalkyl)spiperone derivatives, Appl. Radiat. Isot., 37, 1173, 10.1016/0883-2889(86)90002-X Coenen, 1987, 3-N-(2-[18F]Fluoroethyl)-spiperone: a novel ligand for cerebral dopamine receptor studies with PET, Life Sci., 40, 81, 10.1016/0024-3205(87)90255-4 Crone, 1963, The permeability of capillaries in various organs as determined by the use of the indicator dilution technique, Acta Physiol. Scand., 58, 292, 10.1111/j.1748-1716.1963.tb02652.x Dischino, 1983, Relationship between lipophilicity and brain extraction of C-11 labeled radiopharmaceuticals, J. Nucl. Med., 24, 1030 Eichling, 1974, Evidence of the limitations of water as a freely diffusible tracer in brain in the rhesus monkey, Circ. Res., 35, 358, 10.1161/01.RES.35.3.358 Gol, 1972, 27 Katzenellenbogen, 1974, Photoreactivity of some light-sensitive estrogen derivatives. Use of an exchange assay to determine their photointeraction with rat uterine estrogen binding protein, Biochemistry, 13, 2986, 10.1021/bi00711a031 Kiesewetter, 1986, Syntheses and D2 receptor affinities of derivatives of spiperone containing aliphatic halogens, Appl. Radiat. Isot., 37, 1181, 10.1016/0883-2889(86)90003-1 Kraak, 1986, Reversed-phase four-pair systems for the prediction of the n-octanol-water partition coefficients of basic compounds by high performance liquid chromatography, J. Chromatogr., 352, 455, 10.1016/S0021-9673(01)83401-4 Leo, 1971, Partition coefficients and their uses, Chem. Rev., 21, 525, 10.1021/cr60274a001 Lowry, 1951, Protein measurement with the folin phenol reagent, J. Biol. Chem., 193, 265, 10.1016/S0021-9258(19)52451-6 Nahum, 1980, Evaluation of octanol-water partition coefficients by using high performance liquid chromatography, J. Chromatogr., 192, 315, 10.1016/S0021-9673(80)80006-9 Pasqualini, 1984, Anterior pituitary dopamine receptors during the rat estrous cycle. A detailed analysis of proestrus changes, Neuroendocrinology, 38, 29, 10.1159/000123863 Perlmutter, 1986, Strategies for in vivo measurement of receptor binding using positron emission tomography, J. Cereb. Blood Flow Metab., 6, 154, 10.1038/jcbfm.1986.29 Raichle, 1976, Blood brain barrier permeability of 11C-labeled alcohols and 15O-labeled water, Am. J. Physiol., 230, 543, 10.1152/ajplegacy.1976.230.2.543 Raichle, 1981, The significance of the NH3-NH+4 equilibrium on the passage of 13N-ammonia from blood to brain A new regional residue detection model, Circ. Res., 48, 913, 10.1161/01.RES.48.6.913 Renkin, 1959, Transport of potassium-42 from blood to tissue in isolated mammalian skeletal muscles, Am. J. Physiol., 197, 1205, 10.1152/ajplegacy.1959.197.6.1205 Satyamurthy, 1986, No-carrier-added 3-(2′-[18F]fluoroethyl)spiperone, a new dopamine receptor-binding tracer for positron emission tomography, Nucl. Med. Biol., 13, 617 Saunders, 1972, 351 Seeman, 1980, Brain dopamine receptors, Pharmacol. Rev., 37, 230 Sejrsen, 1970, 256 Shiue, 1986, Application of the nucleophilic substitution reactions to the synthesis of no-carrier-added (NCA) 18F-labeled radioligands, J. Labeled Compd. Radiopharm., 23, 1038 Snyder, 1975, “S,” Absorbed dose per unit cumulated activity for selected radionuclides and organs Ter-Pogossian M. M. (1987) Unpublished data. Tewson, 1980, Preparation of preliminary biodistribution of “no-carrier-added” fluorine-18 fluoroethanol, J. Nucl. Med., 21, 559 Toney, 1987, An evaluation of the interactions of antiestrogens with pituitary and striatal dopamine receptors, J. Receptor Res., 10.3109/10799898709056780 Wagner, 1984, Assessment of dopamine receptor densities in the human brain with carbon-11-labeled N-methylspiperone, Ann. Neurol., 15, S79, 10.1002/ana.410150715 Welch, 1986, Biodistribution of N-alkyl and N-fluoroalkyl derivatives of spiroperidol; radiopharmaceuticals for PET studies of dopamine receptors, Nucl. Med. Biol., 13, 523 Wettstein, 1972, 30 Wong, 1986, Positron emission tomography reveals elevated D2 dopamine receptors in drugnaive schizophrenics, Science, 234, 1558, 10.1126/science.2878495 Yamamoto, 1982, Performance studies of PETT VI, a positron computed tomography with 288 cesium fluoride detectors, IEEE Trans. Nucl. Sci., 29, 529, 10.1109/TNS.1982.4335901 Zierler, 1965, Equation for measuring blood flow by external monitoring of radioisotopes, Circ. Res., 16, 309, 10.1161/01.RES.16.4.309