JOURNAL OF LABELLED COMPOUNDS AND RADIOPHARMACEUTICALS J Label Compd Radiopharm 2002; 45: 1303-1312 Journal of LABELLED COMPOUNDS and RADIOPHARMACEUTICALS The Official Journal of the International Isotope Society Volume Contents Volume 45, Issue Numbers 1-14 Copyright © 2002 John Wiley & Sons, Ltd 1304 Volume Contents ISSUE No. 1 Research Articles Fluorine-18 labeling of peptide nucleic acids B. Kuhnast, F. Dolle and B. Tavitian. 1 Preparation and a simple one-step purification of [His*-mono-’^^I-Tyr’°,Nle^^]-hGHRH (1-32)-NH2 J. Gardi, J. M. Krueger and R. C. Speth. 13 Synthesis of deoxyadenosine-5'-(^^S)-thiomonophosphate [dAMP('^^S)] of high specific activity — a key intermediate for the synthesis of Sp-deoxyadenosine-5'-(a-^^S)- thiotriphosphate [Sp-dATP (a-‘^^S)] K. M. Mathew, S. Ravi, C. V. Sontakke and H. Chander. 19 Synthesis of [C^H^Jmethotrexate and [C'H^JT-hydroxymethotrexate C. S. Elmore, D. C. Dean, Y. Zhang, C. Gibson, H. Jenkins, A. N. Jones and D. G. Melillo. 29 Synthesis of ["Cjatipamezole, a potential PET ligand for the a2-adrenergic receptor in the brain D. Roeda, H. T. Sipild, Y. Bramoulle, J. D. Enas, F. Vaufrey, F. Dolle and C. Crouzel. 37 A novel and efficient asymmetric synthesis of carbon-14 labeled {S, 5')-2,7-di-boc- diamino[l,8-'"‘C2]suberic acid A. J. Villani, D. Saunders, A. Y. L. Shu and J. R. Heys. 49 Tritiation of SR 141716 by metallation-iodination-reduction: tritium-proton nOe study FI. H. Seltzman, F. I. Carroll, J. P. Burgess, C. D. Wyrick and D. F. Burch. 59 Synthesis of deuterated-BCX-1777, a potent inhibitor of purine nucleoside phosphorylase H. S. Kezar III, T. L. Hutchison, P. C. Tyler and P. E. Morris Jr.! 71 Synthesis of all-/rart.v-[10'-‘^H]-8'-apo-/i-carotenoic acid P. V. Reddy, M. Rahago-Smith and B. Borhan. 79 ISSUE No. 2 Review Article Radiohalogenated carbohydrates for use in PET and SPECT M. J. Adam. 167 Research Articles Synthesis and characterization of 4,6-dichloroindole-based radioligands for imaging the glycine site of the NMDA ion channel R. N. Waterhouse, A. Sultana, N. Guo, B. Lee, N. Simpson, L. Collier and M. Larue lie. 91 Synthesis of ''^C-labelled cinnamonitrile E. M. Zippi and E. Kamperman. 103 Volume Contents 1305 Synthesis of morphine-[A^-methyl-'‘*C]-6-)ff-D-glucuronide J. R. Ferguson, S. J. Hollis, G. A. Johnston, K. W. Lumbard and A. V. Stachulski. 107 Synthesis, labelling and biological characteristics of derivatives of Mercaptoacetyltriglycine with two amide functions S. M. Okarvi, K. Verbeke, P. Adriaens and A. M. Verbruggen. 115 Synthesis of and ‘^N multilabeled 5-aminolevulinic acid K. lida and M. Kajiwara. 139 Synthesis of''H, '^C and '-'Q labelled Sch 58235 D. Hesk, G. Bignan, J. Lee, J. Yang, K. Voronin, C. Magatti, P. McNamara, D. Koharski, S. Hendershot, S. Saluja and S. Wang. 145 "C labelling of AG957 — a potential tyrphostin radiotracer for PET U. Ackermann, H. J. Tochon-Danguy, K. Young, J. I. Sachinidis, J. G. Chan and A. M. Scott. 157 ISSUE No. 3 Research Articles Synthesis of (±) 3-(6-nitro-2-quinolinyl)-[9-methyl-“C]-3,9-diazabicyclo-[4.2. l]-nonane (["C-methyl]NS 4194) S. B. Jensen, D. Bender, D. F. Smith, J. Scheel-Kriiger, E. 0. Nielsen, G. M. Olsen, D. Peters and A. Gjedde. 181 Isotopically labelled tropane alkaloids. The synthesis of (7?5)-[3', 3'-^H2]- and (/?5)-[r-'^C, 3', 3'-^H2]-hyoscyamines for metabolism studies in plants S. Patterson and D. O’Hagan. 191 Novel synthesis of [l-''C]7-vinyl-y-aminobutyric acid ([1-"C]GVG) for pharmacokinetic studies of addiction treatment Z. Zhang, Y.-S. Ding, A. R. Studenov, M. R. Gerasimov and R. A. Ferrieri. 199 Preparation of N4-["C]methyl-ciprofloxacin for positron emission tomography studies P. Goethals and A. Volkaert. 213 C-Terminal '^F-fluoroethylamidation exemplified on [Gly-OH'^j oxytocin M. Jelinski, K. Hamacher and H. H. Coenen. 217 Solid phase preparations of ‘^‘^"’Tc labeled radiopharmaceuticals P. S. Rao, H. Li, K. C. Reddy and M. L. Thakur. 231 Synthesis of selectively '^N- or '^C-labelled malachite green S. C. DeFina and T. Dieckmann. 241 Microbiotic synthesis of '"‘C-ringlabelled aminodinitrotoluenes (ADNT) and diaminonitrotoluenes (DANT) M. Kroger and G. Fels. 249 Photoconjugation of 3-azido-5-nitrobenzyl-['^F]fluoride to an oligonucleotide aptamer C. W. Lange, H. F. VanBrocklin and S. E. Taylor. 257 Abstract from the 9th Conference of the Central European Division e.V. of the International Isotope Society — Bad Soden, Germany, June 2001 R. Koermeling. 269 1306 Volume Contents ISSUE No. 4 Review Articles Proton and metal-ion activation of C-H exchange in five-membered azoles E. Buncel and I. Onyido. 291 Specific labelling of nucleosides and nucleotides with '^C and '^N J. Milecki. 307 Research Articles A combined loop-SPE method for the automated preparation of [“Cjdoxepin R. Iwata, C. Pascali, A. Bogni, K. Yanai, M. Kato, T. Ido and K. Ishiwata. 271 A convenient synthesis of ["CJparaquat and other [A-methyl-"C]bisquaternary ammonium compounds D. M. Jewett and M. R. Kilbourn. 281 Deterioration of storage phosphor screens with use I. Reinprecht, M. Windisch and M. Fahnestock. 339 Synthesis of A-(2,3-dihydro-1 -["‘C]methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin- 3-yl)-benzamide and A-(2,3-dihydro-l-[’'*C]methyl-2-oxo-5-phenyl-lH-l,4- benzodiazepin-3-yl)-A-[''*C]methyl-benzamide as novel carbon-14 labelled CCK antagonists H. Matlouhi, A. Khalaj, R. Dowlatahadi and G. Shirvani. 347 Radiolabelling of NNC 05-1869, a compound for treatment of diabetic neuropathy J. S. Valshorg and C. Foged. 351 ISSUE No. 5 Research Articles Regio- and stereoselective preparation of ascomycin-d, and FK 506-d, M. Acemoglu, H. Andres and T. Moenius. 361 Synthesis of A-(2-chloro-3,4-dimethoxybenzylideneamino)guanidinium acetate M. Almeida, A. Roman and T. Lundstedt. 371 Synthesis of two novel oxocyclam-binding technetium complexes containing an analogue of cocaine F. Turpin, F. Masri, F. Riche, E. Berthommier, P. Emond, M. Vidal, P. Auzeloux, C. Loc’h, N. Neuquelman and L. Mauclaire. 379 Synthesis of A-(2-chloro-5-methylthiophenyl)-A'-(3-methyl-thiophenyl)-A'- pH3]methylguanidine, {[^H3]CNS-5161} A. R. Gibbs, H. Morimoto, H. F. VanBrocklin, P. G. Williams and A. Biegon. 395 Synthesis and characterization of [vinylidine-^H] (—)-a-kainic acid at high specific activity D. G. Ahern, R. J. Seguin and C. N. Filer. 401 Synthesis, radiolabelling and biological evaluation of terminal oxamide derivatives of mercaptoacetyltriglycine S. M. Okarvi, P. Torfs, P. Adriaens and A. M. Verbruggen. 407 Volume Contents 1307 Synthesis of 3-[(2S)-azetidin-2-ylmethoxy]-5-[*'C]-methylpyridine, an analogue of A-85380, via a Stille coupling F. Karimi and B. Langstrom. 423 Fast ['**F]FDG synthesis by alkaline hydrolysis on a low polarity solid phase support C. Lemaire, Ph. Damhaut, B. Lauricella, C. Mosdzianowski, J-L. Morelle, M. Monclus, J. van Naemen, E. Mulleneers, J. Aerts, A. Plenevaux, C. Brihaye and A. Luxen. 435 ISSUE No. 6 Review Article Radiohalogen incorporation into organic systems R. Bolton. 485 Research Articles Synthesis of MMP inhibitor radiotracers [''C]methyl-CGS 27023A and its analogs, new potential PET breast cancer imaging agents X. Fei, Q-H. Zheng, G. D. Hutchins, X. Liu, K. L. Stone, K. A. Carlson. B. H. Mock, W. L. Winkle, B. E. Glick-Wilson, K. D. Miller, R. S. Fife, G. W. Sledge, H. B. Sun and R. E. Carr. 449 Radiosynthesis of [' 'C]paclitaxel H. T. Ravert, R. W. Klecker Jr, J. M. Collins, W. B. Mathews, M. G. Pamper, R. L. Wahl and R. F. Dannals. 471 Labelled compounds of interest as antitumour agents-VIII. Synthesis of ^H-isotopomers of pentamethylmelamine and of a potential prodrug thereof S. Ferrer, L). P. Naughton and M. D. Threadgill. 479 Rapid microwave-assisted cleavage of methyl phenyl ethers: new method for synthesizing desmethyl precursors and for removing protecting groups A. Fredriksson and S. Stone-Elander. 529 ISSUE No. 7 Research Articles A facile preparation of {2,4,6-''*C)-cyanuric acid under solvent-free conditions S. P. Patil and D. Padmanahhan. 539 Synthesis of PNU-159548 labelled with '“’C and “H C Fe lie ini and E. Fontana. 543 Synthesis of ' ^C- and '‘^C-labelled catechol R. Ji and A. Schaffer. 551 Synthesis of tritium labeled isotopomers of L-tyrosine W. Augustyniak, P. Suchecki, J. Jemielity, R. Kanski and M. Kahska. 559 Synthesis of 5-[4,5-‘^C2]- and 5-[l,5-‘^C2]aminolevulinic acid K. lida, S. Tokiwa, T. Ishii and M. Kajiwara. 569 1308 Volume Contents Synthesis of (± )-6,6-pH(i]dimethyl-l l-nor-A^-tetrahydrocannabivarin-9-carboxylic acid S. Feng and M. A. ElSohly. 577 Synthesis of [‘®F]-labeled 2'-deoxy-2'-fluoro-5-methyl-l-y9-D-arabinofuranosyluracil (['*F]-FMAU) M. M. Alauddin, P. S. Conti and J. D. Fissekis. 583 A short synthesis of ['“^CJ-labelled levamisole and its major metabolite Cor. G. M. Janssen, J. B. A. Thijssen and W. L. M. Verluyten. 591 Synthesis of [l-''^C]-/j«ra-xylene and [2-''^C]-/7ara-xylene M. Mormann and D. Kuck. 601 Synthesis of stable isotopically labelled versions of lamotrigine and its methylated metabolite C. O. Manning, A. H. Wadsworth and I. Fellows. 611 Stereoselective synthesis of l-[2,3,4,5-D4] ornithine M. Oha, T. Ishihara, H. Satake and K. Nishiyama. 619 ISSUE No. 8 Research Articles Synthesis of hydroxyl silylated rhenium and (^^'"Tcjtechnetium ‘3+1’ mixed ligand complexes T. Kniess, H. Spies, I. Santos and A. Zablotska. 629 Synthesis of doubly ’^C-labelled antalarmin isotopomers for pharmacokinetic studies E. Greiner, A. J. Atkinson Jr., A. Ayala, G. P. Chrousos, C. Contoreggi, W. C. Eckelman, P. W. Gold, K. E. Hahih, A. E. Jacobson, N. Whittaker, E. L. Webster and K. C. Rice. 637 Synthesis and "C-labelling of (£,£■)-l-(3',4'-dihydroxystyryl)-4-(3'-methoxy-4'- hydroxystyryl) benzene for PET imaging of amyloid deposits Y. Wang, C. A. Mathis, G. Huang, D. P. Holt, M. L. Debnath and W. E. Khmk. 647 Exchange radioiodination produces inversion at C-4 of l-(4-deoxy-4-iodo-/i-D- xylopyranosyl)-2-nitroimidazole R. F. Schneider, W. A. Price and J. D. Chapman. 665 Kidney uptake of '*^^’**Re(V)-DMSA is significantly reduced when the reducing agent is changed from stannous ion to metabisulfite K. Kothari, D. Satpati, A. Mukherjee, H. D. Sarnia, M. Venkate.sh and M. R. A. Pillai.. 675 Synthesis of 3-[[4-(4-['**F]fluorophenyl)piperazin-l-yl]methyl]-l//-pyrrolo[2,3-b]pyridine O. Eskola, J. Bergman, P. Lehikoinen, M. Haaparanta, T. Gronroos, S. Forsback and O. Solin. 687 Synthesis of 4-dihydroxyboryl-2-['*F]fluorophenylalanine with relatively high-specific activity J. K. Vdhdtalo, O. Eskola, J. Bergman, S. Forsback, P. Lehikoinen, J. Jddskeldinen and O. Solin. 697 Volume Contents 1309 Biographical Memoir Alfred P. Wolf — A Biographical Memoir J. S. Fowler and M. J. Welch. 705 ISSUE No. 9 Review Article Microwave applications in radiolabelling with short-lived positron-emitting radionuclides S. Stone-Blander and N. Blander. 715 Research Articles Synthesis of ['“^C]- and p^S]-labelled PI-88 for pharmacokinetic and tissue distribution studies V. Ferro, C. Li, B. Wang, K. Fewings, A. R. King, B. Hammond and B. R. Creese. 747 Improved synthesis of and “H3-salmeterol by Cs2C03-mediated monoalkylation of a primary amine T. F. Molinski and S. D. Stanley . 755 Radiosynthesis of l-(4-(2-['^F]fluoroethoxy)benzenesulfonyl)-3-butyl urea: a potential (3-cell imaging agent R. Schirrmacher, M. Weber, A. Schmitz, C-Y. Shiue, A. A. Alavi, P. Feilen, S. Schneider, P. Kann and F. Rosch. 763 Synthesis of ’^N and '"^C selectively labeled anandamide X-Q. Xie, H. Yang, G. Choi, S. Lin and A. Makriyannis. 775 Synthesis of covalent ['"'CJ-labeled diarylsulfonylurea (DASU) inhibitors of the processing and release of IL-1 J. F. Bggler, C. A. Gabel, K. Zandi, J. D. Weaver, H. McKechney, M. A. Dombroski, H. Peurano and N. Hawryluk. 785 Synthesis and mass spectra of labelled 4(5)-nitro-lH-imidazole-5(4)-carbonitriles J. Suwihski and K. Swierczek . 795 ISSUE No. 10 Review Article From chiral bromo['^’‘‘*C„]acetyl sultams to complex molecules singly/multiply labelled with isotopic carbon R. Voges. 867 Research Articles Efficient synthesis and formulation of (/?)-(- )-[’'C]Deprenyl, a selective radioligand for the quantification of MAO-B activity using PET F Dolle, Y. Bramoulle, F. Hinnen and J. S. Fowler. 803 Synthesis of a '-^C labeled A-cyclopropylamine tetrahydropyridine derivative 5. Kuttab and S. Mabic. 813 1310 Volume Contents Synthesis of [3'-'‘*C] coenzyme Q,o K. Hamamura, /. Yamatsu, N. Minami, Y. Yamagishi, Y. Inai, S. Kijima and T. Nakamura. 823 Synthesis of deuterium-labelled coenzyme Q|o K. Hamamura, Y. Yamagishi, S. Kijima, T. Suzuki, Y. Mori and T. Nakamura. 831 Synthesis of ^H-, and stable-isotope-labelled galantamine Cor. G. M. Janssen, J. B. A. Thijssen and W. L. M. Verluyten. 841 Synthesis and preliminary PET study of the S-HTj receptor antagonist ["C]DR4446 M.-R. Zhang, T. Haradahira, J. Maeda, T. Okauchi, T. Kida, S. Ohaya,shi, K. Suzuki and T. Sahara. 857 ISSUE No. 11 Research Articles Synthesis of Brostallicin (PNU-166196A) Labelled with and '"’C E. Fontana and A. Pignatti. 899 Synthesis of tritium labelled zaleplon V. P. Shevchenko, /. Y. Nagaev, N. F. Myasoedov and A. Susan. 911 The first synthesis of all possible isotopically labelled [D, '-^C] methyl group combinations of 2,2-dimethyl tetralone G. S. Coumbarides, J. Fames and N. Weerasooriya. 917 Increased selectivity in inflammatory site identification via labelling of IgG with yV-succinimidyl-4-[’^^I]iodobenzoate D. Beiki, S. Shahhosseini, A. Khalaj and M. Eftekhari. 927 The synthesis and characterization of 2-Trideuteriomethyl and 2,2-Di(trideuteriomethyl) Aryl Ketones G. S. Coumbarides, J. Fames and N. Weerasooriya. 935 New and convenient synthesis of a tritiated photoactivatable nicotinic agonist: ['^HJ-ACS A. Mourot, F. Kotzyba-Hibert, E. Doris and M. Goeldner. 943 Synthesis of [''C] A-(2-chloro-5-thiomethylphenyl)-A'-(3-methoxyphenyl)-A'- methylguanidine (["C]GMOM): a candidate PET tracer for imaging the PCP site of the NMDA ion channel R. N. Waterhouse, F. Dumont, A. Sultana, N. Simpson and M. Laruelle. 955 Investigations into the regioselective C-deuteriation of enolates using a diisopropyl- ammonium salt G. S. Coumbarides, J. Fames and N. Weerasooriya. 965 Design and synthesis of fluorine-18 labeled matrix metalloproteinase inhibitors for cancer imaging S. Furumoto, R. Iwata and T. Ido. 975 Synthesis of radio-iodinated melatonergic agents D. D. Dischino, R. J. Mattson, M. D. Ogan, M. F. Parker and J. P. Yevich. 987 Volume Contents 1311 ISSUE No. 12 Review Article Computer simulation tools as applied to radioisotope production target design C W. A Ivord. 995 Research Articles Preparation of '*0-labelled nicotinamide M. Kolodziejska-Huben, Z. Kaminski and P. Paneth. 1005 Radiosynthesis of [‘^^l]yV-(3-iodoprop-{2£)-enyl)-2a-(imino-methyl)-3P- (3',4'-dichlorophenyl) nortropane as a potential SPET tracer for dopamine transporter M Yu, A. J. Airaksinen, A. D. Gee, S. Lotjonen, J. T. Kuikka, J. J. Vepsdldinen, J. Hiltunen and K. A. Bergstrom. 1011 New preparation of ['^^I]PE2I: investigation of the oxidation and purification steps E. Berthommier, C. Lot ’ll, S. Chalon, C. Olivier, P. Emond, H. Dao Boulanger, M. A. Lelait and L. Mauclaire. 1019 Preparation, characterization and biodistribution of a new technetium-99 m nitrido complex with 2-methoxyisobutylisonitrile and comparison with ^‘^"’Tc-MIBI A'. Zh. Zhang, X. B. Wang, F. Jia, Z. G. Tang, J. B. Zhang, B. L Liu and X. Y. Wang ... 1029 Hydroacylation of 4-['*F]fluorobenzaldehyde: a novel method for the preparation of 4'-[' *^F]phenylketones N.-U. H. Khan, B. C. Lee, S.-Y. Lee, Y. S. Choe, C.-H. Jim and D. Y. Chi. 1045 Syntheses of stable-isotope labeled [M + 7] and [M + 6] 2-(methylamino)imidazole Y. Zhang. 1055 Synthesis of side chain specifically deuterated (- )-A^-tetrahydrocannabinols S. P. Nikas, G. A. Thakur and A. Makriyannis. 1065 Preparation of the iodine-124 derivative of the Bolton-Hunter reagent (['““^IJl-SHPP) and its use for labelling a VEGF antibody as a PET tracer M. O. Glaser, V. A. Carroll, D. R. Collingridge, E. O. Ahoagye, P. Price, R. Bicknell, A. L. Harris, S. K. Luthra and F. Brady. 1077 ISSUE No. 13 Research Articles Critical evaluation of the chemical standardization procedure for measuring gastric emptying of solids P. Goethals, A. Volkaert, B. Van Vlem and R. Vanholder. 1091 Synthesis of '^^P-labeled intermediates on the purine biosynthetic pathway R. A. Me hi and T. P. Begley. 1097 Ort/?u-['^F]Fluoronitrobenzenes by no-carrier-added nucleophilic aromatic substitution with K['*F]F — K222—A comparative study M. Karramkan, F. Hinnen, Y. Bramoulle, S. Juheau and F. Dolle. 1103 Synthesis of [’“^Cj-labelled repinotan hydrochloride and its major metabolite M-6 D. Seidel, M. Conrad, Y. Schoof and R. Schohe-Loop. 1115 1312 Volume Contents Synthesis of (±) [5-'^H] A^'-nitrosoanatabine, a tobacco-specific nitrosamine D. Desai, G. Lin, H. Morimoto, P. G. Williams, K. El-Bayoumy and S. Amin. 1133 Synthesis of '"‘C-labeled 4-hydroxyindole as an intermediate for the preparation of (5)-2-[4-[2-[3-(indol-2-[*'*C]-4-yloxy)-2-hydroxypropylamino]-2-methylpropyl]- phenoxy]pryridine-5-carboxamide(LY368842-[indole-*"^C]) glycolate B. A. Czeskis, D. K. Clodfelter and W. J. Wheeler. 1143 Synthesis of [^H^j-dextromethorphan and its major urinary metabolites [^H3]-dextrorphan and [^H^J-dextrorphan-Z^-glucuronide G. Heinkele, G. Schdnzle and T. E. Miirdter. 1153 Abstracts lOth Conference of the Central European Division e.V. of the International Isotope Society, Bad Soden, Germany, 6-7 June 2002 Selected abstracts R. Voges and U. Pleiss. 1159 ISSUE No. 14 Research Articles Fully automated high yield synthesis of (/?)- and (S)-["C]verapamil for measuring P-glycoprotein function with positron emission tomography G. Luurtsema, A. D. Windhorst, M. P. J. Mooijer, J. D. M. Herscheid, A. A. Lammertsma and E. J. F. Franssen. 1199 Isotopic labeling of 2-desoxoparaherquamide A (PNU-141962) with deuterium B. H. Lee. 1209 Synthesis of '^F labelled FK960, a candidate anti-dementia drug, and PET studies in conscious monkeys Y. Murakami, S. Nishimura, A. Noda, N. Harada and H. Tsukada . 1219 Reaction of ['^F]4-fluorobenzenediazonium cations with cysteine or the cysteinyl group: preparation of '*F-labeled S-aryl-cysteine and a radiolabeled peptide J. T. Patt and M. Patt . 1229 Synthesis of radiolabeled O^-benzylguanine derivatives as new potential PET tumor imaging agents for the DNA repair protein O^-alkylguanine-DNA alkyltransferase Q. -H. Zheng, X. Liu, X. Fei, J.-Q. Wang, D. W. Ohannesian, L. C. Erickson, K. L. Stone, T. D. Martinez, K. D. Miller and G. D. Hutchins . 1239 Synthesis of tertiary '"*C-labelled nonylphenol isomers R. Vinken, B. Schmidt and A. Schaffer . 1253 An improved synthesis of [phenyl-’'*C(U)] Lawsone C Wright and G. V. Vilas. 1265 Cumulative Compound Index (October 2001-August 2002). 1269 Keyword Index. 1295 Author Index. 1299 Volume Contents. 1303