Journal of Labelled Compounds and Radiopharmaceuticals 1997: Vol 39 Table of Contents

9 Pages·1997·0.35 MB·English

VOLUME CONTENTS
JOURNAL OF LABELLED COMPOUNDS AND RADIOPHARMACEUTICALS
VOLUME XXXIX ISSUE NOS. 1-12
ISSUE No. 1
Synthesis of 9-cis-Retinoic Acid and C-20-[^H3C]-9-cts-Retinoic Acid with High
Specific Activity..1
P.K. Tadikonda, J.M. Lacy, M.G. Rigdon and H.F. DeLuca
Radiosynthesis of a New Radiobrominated Ligand for 5HT2a Receptors, A Potential Tracer
for PET.11
D. Terriere, A. Hermanne, M. Sonck, J.E. Leysen andJ. Mertens
A Practical Synthesis of ATB-[2-^H]BMPA, A Photolabelling Reagent for Exofacial
Glucose Transporters.21
RM. Sher and D.R. Kronenthal
Labelled Precursors for Biosynthetic Studies on Naphthylisoquinoline Alkaloids.29
G. Bringmann, F. Pokorny, M. Wenzel, K. Warm and C. Schneider
Synthesis of a Radioiodinated Analog of Epibatidine: (±)-ero-2-(2-iodo-5-pyridyl)-7-
azabicyclo[2.2.1]heptane for in vitro and in vivo Studies of Nicotinic Acetylcholine
Receptors.39
J. L. Musachio, A. Horti, E. D. London and R.F Dannals
Synthesis of Multidrug Resistance Modulator LY335979 Labeled with Deuterium and
Tritium.49
BA. Czeskis
Biosynthetic Production of ^^C and *'*C Erythronolide Labeled Erythromycin A.59
A.E. Walker, J.V. Pothuluri, T.M. Heinze, D. Volmer and C.E. Cerniglia
Synthesis of ^^C-Labelled Compounds having a Urea Unit, and Observation of ^^C-Isotope
Effect in Their Infrared Spectra.69
K. lida, T. Chiyoda, R. Hirasawa, A. Iwata and M. Kajiwara
The Synthesis of pH] Renzapride (BRL 24924).79
R. Freer and S. Nash
The Synthesis of [0-A/erAy/-^^C]Venlafaxine: A Non-Classical, Fast-Acting
Antidepressant.89
A.D. Gee, D.E Smith and A. Gjedde
BOOK REVIEW.97
Volume Contents
IV
ISSUE No. 2
Synthesis of Edatrexate (2-^3C-Glutamate).99
J.I. DeGraw, W.T Colwell and T Jue
Synthesis of [5-methyl-^H]-Nitrendipine.105
D. Wu and W. Wang
Synthesis of (S)-^-(enrfo-8-Methyl-8-Azabicyclo[3.2.1] Oct-3a-YL)-4-Amino-5-Chloro-2-
(l-Methyl-2-Butynloxy) [Carfcony/-^^CJBenzamide Monohydrochloride (*^C-E3620).109
Y. Hoshino, S. Miyazawa, H. Nakata, H. Etoh, M. Furitsu and S. Abe
Synthesis of Tritiated N1'-Alkyl Derivatives of the Delta Opioid Receptor Ligand
Naltrindole.115
J.R. Lever and S.M. Johnson
The Synthesis of Tritiated 2-Phenyl-4-[4-(2-pyrimidyl)piperazinyl]methylimidazole
(pH] NGD 94-1), a Ligand Selective for the Dopamine D4 Receptor Subtype.123
A. Thurkauf
i'*C-Labeling of a Novel Prostacyclin Ij Derivative, SM-10902.129
M. Kurosawa, H. Kanamaru and K. Nishioka
Synthesis and Rapid Purification of ^^p-Labeled Photoactive Analogs of Farnesyl
Pyrophosphate.139
T.C. Turek, I. Gaon and M.D. Distefano
Synthesis of Tritium-Labeled Azaline B Acetate.147
D.G. Walker, D.C. Hoerr, W.H. Leister and L.E. Wearier
The Synthesis of Taurine-Conjugated Bile Acids and Bile Acid Sulfates Labeled with
or in the Taurine Moiety.159
J. Zhang, WJ. Griffiths and J. Sjovall
Synthesis of ^^C-Felbamate.165
C. V. Magatti, M.J. Lauzon, S.S. Saluja and X. Wang
Synthesis of the Monosodium Salt of Carbon-14 Labeled Paclitaxel (Taxol®) 2'-Ethyl
Carbonate 7-Phosphonooxymethyl Ether, A Potential Prodrug of Paclitaxel.173
D. D. Dischino, S.H. Chen, J. Golik, D. W. Walker and H.S.L. Wong
ISSUE No. 3
Synthesis of (l-‘*C]-2-Octynoic Acid, [l-**C]-2-Decynoic Acid and [l-**C]-3-(R,S,)-
Methylocatanoic Acid as Potential Markers for PET Studies of Fatty Acid Metabolism.181
H. Kawashima, K. Yajima, Y. Kuge, N. Hashimoto and Y. Miyake
Synthesis of M N-Didemethylzolpidem-N-{2-{3-(4-Hydroxy-3-[*^I] lodophenyl)}Methyl
Propionate) for use in Radioimmunoassay..195
/. DeClerck and P. Daenens
Volume Contents V
Synthesis of [1,2-*^€2] Gly and [2,2-^li2] Gly Glutathione.205
X.-M. Lm, A.J. Fischman, M. Kenneway, R.G. Tompidns and VR. Young
Synthesis of Labeled Dihydrorotenone.215
J.P. 0‘Neil, H.F. VanBrocklin, H. Morimoto and P.G. Williams
Preparation of INvo Stereochemically Defined Isomers of Deuterium Labeled 5-Cadinene.223
R.D. Stipanovic, HJ. Williams, I. Sattler, A.I. Scott, S.B. \^nson and J. Liu
Preparation of Carbon-14 Labeled N-(2,6-Dichloro-3-Methylphenyl)-5,7-
Dimethoxy[ 1,2,4]Tria2olo[ 1,5-AlPyrimidine-2-Sulfonamide.231
LH. McKendry
Synthesis and Preliminary in vitro Evaluation of a New Memantine Derivative l-Amino-3-
[•*F]Fluoromethyl-5-Methyl-Adamantane: A Potential Ligand for Mapping the N-Metyl-D-
Aspareate Receptor Complex.241
S. Samnick, S. Ametamey, M.R. Gold aatxd PA. Schubiger
Synthesis of a Tritium-Labelled Diether Analog of Phosphatidylinositol 4,5-Bisphosphate.251
J. Chen and G.D. Prestwick
Synthesis of ''*C-Labelled (R)-a-Amino-6,7-Dimethyl-3-(Phosphonomethyl)-2-
Quinolinepropanoic Acid.259
B.-M. Swahn, F Anders son, B. Pelcman, J. Soderberg and A. Claesson
ISSUE No. 4
The Radiolabelled Synthesis of A/-Ethyl-2-Chloro-6-Trimethylsilylbenzamide[Ring-*^(U)l,
A Fungicide Candidate for Wheat Take-All Disease.267
B.D. Maxwell
The Synthesis of N^, N^^-Diethyl[6-*^]Norspermine([*'Hi;]CI-1006), A New Anticancer
Drug.275
J.L Hicks and Y. Huang
A Facile Synthesis of (S)- and f/f^-lb-^HlCarvones and (S)- and (’/?>-[2-2H]Limonenes.285
T. Hirata, T. Higata, K. Shimoda, D.I. Ito and S. Izjumi
Direct Tritium Labeling of Multifunctional Compounds using Organoiridium Catalysis.291
W. Chen, K.T Games, S.H. Levinson, D. Saunders, S.G. Senderoff, A.YL Shu,
A.J. Villani and J.R. Heys
Synthesis of l-Polyisobutenamine-(2-*'*C).299
R. Schlecker
Synthesis of [^*F1R041-0960, A Potent Catechol-O-Methyltransferase Inhibitor, for PET
Studies.303
Y.-S. Ding, Y. Sugano, J. Koomen, D. Aggarwal
VI Volume Contents
A General Method for Labeling Oligodeoxynucleotides With for In vivo PET Imaging.319
F. Dolle, F Hinnen, F Vaufrey, B. Tavitian and C. Crouzel
Synthesis of [17-*^] Nicergoline.331
P. Angiuli, E. Fontana and P. Dostert
Preparation and Characterization of (R,S)-[^^Br]BrQNB: An Analogue of QNB for PET..339
V. Strijckmans, K.S. Lee, C. Loc’h, M. Ottaviani, B.R. Zeeberg andB. Maziire
Synthesis of [2,3-^H]-n-Butyl Alcohol.349
D.W.W. Huang and W Wang
ISSUE No. 5
Preparation of 1-O-Acylglucuronides of '^C-Labelled (R)- and ^S>Ketoprofens.353
K. Akira, T. Taira, H. Hasegawa and Y. Shinohara
Synthesis of Tritiated N-[4-(2,4-Diaminopteridine-6-Methyl)-3,4-Dihydro-2//-
l,4-Benzothiazine-7-Carbonyl]-L-Homo Glutamic Acid (MX-68).363
H. Matsuoka, T. Kuroki, K. Yano and Y. Takeda
Synthesis of Deuterium Labeled Perillyl Alcohol and Dual C-13 and Deuterium Labeled
Perillic Acid, Major Metabolites of d-Limonene.369
H. Chen and K.K. Chan
The Novel Synthesis of the Protease Inhibitor (S)-l-Chloro-3-[(p-Tolylsulfonyl)Amino]-7-
Amino-2-[5,5,6,6-3H]Heptanone (pHjTLCK) Labeled to High Specific Activity with Tritium.379
A.J. Villani and J.R. Heys
Deuterium Labeling of Methyl 1,1,1,3,3,3-Hexafluoroisopropyl Ether..387
M.T. Baker, W.C. Ronnenberg, J.A. Ruzicka and J.H. Tinker
Synthesis of No-Carrier-Added [•*F]Fluoroacetate.395
J.M. Jeong, D.S. Lee, J.-K. Chung, M.C. Lee, C.-S. Koh, andS.S. Kang
Synthesis of (R) and (S) •'HZ-Labelled Ethyl Nipecotate, for Preparation of GABA
Uptake Ligands.401 j
J.S. Valsborg and C. Foged
)
Regioselective Deuterium Labeling of l,4-Disubstituted-l,2,3,6-Tetrahydropyridines.409 i
S. Mabic, J.M. Rimoldi and N. Castagnoli, Jr. \
Synthesis of 3-[(l-[**C]Methyl-2('Sj-Pyrrolidinyl)Methoxy]Pyridine and 3-[(l-[**C]Methyl-
2('/?j-Pyrrolidinyl)Methoxy]Pyridine: Radioligands for/n Vivo Studies of Neuronal Nicotinic
Acetylcholine Receptors.425
M. Kassiou, H.T Ravert, W.B. Mathews, J.L Musachio, E.D. London andR.F. Dannals
Stable-Isotope Labeled Metabolites of the Phytohormone, Indole-3-Acetic Acid.433
N. Hie, V. Magnus, A. Ostin and G. Sandberg
Volume Contents VII
Synthesis of Tritium Labelled Phosphonate Analogues of Sphinganine-1-Phosphate.441
A. Schick, G. Schwarzmann, T. Kolter and K. Sandhoff
NOTE
Labelled Compounds of Interest as Antitumour Agents - V. Synthesis of [•*0]-5-
Methylisoquinolinone and l-(Furan-2-YL-[**0]-Methoxy)-5-Methylisoquinoline: Correction.453
J.M. Berry and M.D. Threadgill
ISSUE No. 6
Synthesis of a Tritium Labelled Analog of the Novel Hematoregulatory Agent SB 209978.455
D. Heerding and D. Saunders
Synthesis of High Specific Radioactivity 3,5-[^H6]Dimethoxy-4-Hydroxyacetopbcnone,
An Inducing Compound of the vir Gene in Agrobacterium tumefaciens.461
S. Lee, H. Morimoto and P.G. Williams
The Synthesis of [^H]KW-2189, A Novel Active Antitumor Antibiotic.471
S. Nagamura, M. Kinugawa, T. Ogasa and H. Saito
Synthesis of (R)-(2,3.4,5,6-Pentadeuterophenyl)Oxirane.479
L Matthews, M.K. Ellis, P.N. Cullis and PB. Farmer
A Synthesis of 4-Deoxy-4-Iodo-D-Glucose Suitable for Radiolabelling.487
M. Abbadi, J.-P. Mathieu and C. Morin
A Facile Synthesis of 2,5-Dimethyl-4-Hydroxy-3(2//)-Furanone [2- (or 5-) Methyl
(Furaneol [2- (or 5-) Methyl •'HZ!]).493
R. Roscher, P. Schreier and W. Schwab
Synthesis of a Radiolabelled Retinoid X Receptor (RXR) Specific Ligand.501
P. Held, M.-P. Heck, J. Iyer, H. Gronemeyer, L. Lebeau and C. Mioskowski
Synthesis of Saturated Fatty Acids **C ('^CLLabelled in the (O-Methyl Position.509
H. Neu, T. Kihlberg and B. L&ngstrdm
Synthesis of mem-Iodobenzyl [**C]Guanidine.525
G. Westerberg and B. L&ngstrdm
Enzymatic Synthesis of Dioxygen-18 Labeled 8-Epi-Prostanglandin F2a and its use in
Quantitative GC-Tandem MS.531
D. Tsikas, E. Schwedhelm, F.-M. Gutzki, O. Jahn, P. Fakistas and J.C. Frdlich
via Volume Contents
ISSUE No. 7
The Synthesis and Radiolabeling of Novel Markers of Tissue Hypoxia of the lodinated
Azomycin Nucleoside Qass.541
R.F. Schneider, E.L. Engelhardt, C.C. Stobbe, M.C. Penning and J.D. Chapman
Synthesis of 4-Tert-Butyl-3-(2-Chloro-[-2-l^]Ethyl)Ureido Benzene.559
E. Azim, J.-M. Dupuy, J.-C. Maurizis, R. C.-Gaudreault, A. Veyre and J.-C. Madelmont
Automated Radiosynthesis of No-carrier-added [S-fluoromethyl-^^F]Fluticasone Propionate
as a Radiotracer for Lung Deposition Studies with PET..567
EL Aigbirhio, R.M. Carr, V.W. Pike, C.J. Steel and D.R. Sutherland
N.C.A. **C-Labelling of Benzenoid Compounds in Ring Positions: [*lC]Anisole
Derivatives.585
P. Mdding, J. Steinbach and B. Johannsen
lododestannylation: An Improved Synthesis of [*25i]iodoproxyfan, A Specific Radioligand
of the Histamine H3 Receptor..601
M. Krause, H. Stark and W. Schunack
Synthesis of [18-**C/(*^C)]Linoleic Acid.607
H. Neu, T. Kihlberg and B. L&ngstrdm
New Chemo-Enzymic Synthesis of Very High Specific Radioactivity
[35S] (S) Methionine [1].621
C. Boullais, M. Riva and J.-P. Noel
ISSUE No. 8
Synthesis of Polydeuterated Benzothiazoles via Supercritical Deuteration of Anilines.625
T. Junk, WJ. Catallo and LD. Civils
Catalytic Effect of Copper(II) Chloride on the Radioiodination of L-p-Iodophenylalanine.631
A.S. El-Wetery, A.A. El-Mohty, S. Ayyoub and M. Raieh
Synthesis, Characterization and Biodistribution of New 99mjc Nitride Complexes with
Derivatives of Alkyl Xanthates.645
J. He, Y. Wu, X. Wang and Y Liu
Synthesis of Tritium, Deuterium, and Carbon-14 Labeled (S)-N-Ethyl-N-Methyl-3-[l-
(Dimethylamino)Ethyl]Carbamic Acid, Phenyl Ester, (L)-2,3-Dihydroxybutanedioic Acid Salt
(SDZ ENA 713 hta). An Investigational Drug for the Treatment of Alzheimer’s Disease.651
G. Ciszewska, H. Pfefferkom, YS. Tang, L Jones, R. Tarapata and U.B. Sunay
Synthesis of [1,2-*^C] and [2,3-*3C]-Labeled 5-Aminolevulinic Acid.669
R.A. Bunce, C.L. Schilling III and M. Rivera
Synthesis of Derivatives of Indolealkylamines for Brain Mapping.677
J.A. Sintas and A. A. Vitale
Volume Contents IX
Synthesis of a Novel Antiinflammatory Agent, BTS 71321, Singly Labelled with Carbon-14
in Two Positions.685
M.W. Baker, M.V. Mewse, 5.W Shutler, LM. Taylor and R.B. Titman
Synthesis of [21-**C] and [21-*3C]Progesterone.695
P. Lidstrom, H. Neu and B. Ldngstrdm
A Biosynthetic Route to [*^]-Labelled Rhamnolipids.705
T. Schenk, A. Breitschwerdt, G. Kessels, I. Schuphan and B. Schmidt
ISSUE No. 9
Synthesis, Attempted Kinetic Resolution and Evaluation of [•23l]-MK-447 Analogues
as Inflammation Radiopharmaceuticals.711
A.F.M. Siu, R.M. Lambrecht, J. Shani, S.G. Pyne and LA.P. Kane-Maguire
Synthesis of Perdeuterated Analogues of the Epoxide Metabolites of Butadiene:
l,2-Epoxybut-3-Ene-<l5 and 1,2,3,4-Diepoxybutane-d^.731
R. Sangaiah, N.l. Christova-Gueorguieva, A. Ranasinghe, N. Yu. Tretyakova, A. Gold,
LM. Ball and J.A. Swenberg
Synthesis of •'HZ-Labelled ER-30346, A Novel Antifungal Triazole.741
T. Naito, A. Tsuruoka, H. Sakurai and R. Sakai
Synthesis of Tritiated l-Octadecyl-Phosphothiolyl-myo-[l-3H]-Inositol. A New Inhibitor of
Phosphatidylinositol-Specific Phospholipase-C*.lAH
G. Angelini, A. Margonelli, P. Ragni, C. Sparapani, L Cellai, M.A. lannelli,
M.C. Cesta and S. Lappa
Synthesis of lodinated and Radioiodinated (£)-N-(3-Iodoprop-2-Enyl)-2P-Carbomethoxy-3P-
(3’, 4’-Dichlorophenyl) Nortropane (p-CDIT): A Ligand for the Dopamine Transporter..757
P. Emond, M. Boazi, A. Duchine, S. Chalon, J.C. Besnard, D. Guilloteau and Y. Frangin
Synthesis of [•'^JAnthracycline Anticancer Agent 14-D-(P-Alanyl-N-HCL)-7-0-
(2',6'-Dideoxy-2'-Fluoro-a-L-Talopyranosyl) Adriamycinone-14-*'*C(DA-125-*'Hr).773
S.W. Rhee, K.J. Ryan, M. Tracy, A.B. Kelson, LA. Clizbe, M.-H. Chang, J.-S. Park,
J.-K. Roh, J.-Y. Kong, J. Yang, W.-B. Kim and K.-D. Ok
NOTE
Isotopic Labeling as a Probe in the Study of a Degenerate Payne Rearrangement in a
Tertiary Epoxide System.787
J.S. Bajwa and U.B. Sunay
Volume Contents
X
ISSUE No. 10
Synthesis of [3H2]-21-Diazoprogesterone as a Potent Photoaffinity Labelling Reagent for
the Mineralocorticoid Receptor..791
J. Fagan, F Sobrio and A. Marquet
Synthesis of 5-[*5N]Aminolevulinic Acid Hydrochloride.797
K. lida, Y. Takao, T. Ogai and M. Kajiwara
Preparation of 4- and 6-[^^Br] Bromometaraminol, Two Potential Radiotracers for the Study
of the Myocardial Norepinephrine Neuronal Reuptake System with PET..803
O. Langer, F. Dolle, C. Loc 'h, C. Halldin, F. Vaufrey, C. Coulon, C. Crouzel, K. Nagren
and B. Maziire
Tritiated Dcitorphin Analogues with High Specific Radioactivity and High Affinity and
Selectivity for Delta Opioid Receptors.817
Z Darula, A. Peter and G. Toth
Synthesis of [*8F]Norchlorofluoroepibatidine and its N-methyl Derivative: New PET
Ligands for Mapping Nicotinic Acetylcholine Receptors.827
Y.-S. Ding, F Liang, J.S. Fowler, M.J. Kuhar and FI. Carroll
Radiolabelling Characteristics of Novel Iminophosphorane Ligands with Technetium-99m.833
S.M. Okarvi, C.M. Angelov. /. Akrani, R.G. Cavell, A.J.B. McEwan and M.R. Suresh
Comparison of the Labelling Characteristics of Mercaptoacetyltriglycine (MAG3) with
Different S-Protective Groups.853
S.M. Okarvi, P. Adriaens and A. Verbruggen
ISSUE No. 11
Synthesis of Carbon-14 Labeled I-(2-Hydroxyiminomethyl)-l-pyridino-3-(4-carbamoyl-l-
pyridino)-2-oxapropane Dichloride Monohydrate ([*^]HI-6»H20).875
M. Amin, C.E. Twine and J.A. Kepler
Synthesis of '^-Labelled CGS 16949A (Fadrozole HCl), A Potent Aromatase Inhibitor..885
B. Markus, A.J. Allentoff, M. Desai, N.K. Chaudhuri and T Duelfer
Synthesis of Isotopically Labeled C/S-(3a/?)-(-)-2,3,3a,4,5,9b-Hexahydro-3-(N-Propyl)-
17/-Benz[e]Indole-9-Carboxamide, A 5-HTj;^ Receptor Agonist.891
W.T. Stolle, J.A. Easter and M.J. Ackland
Synthesis of Dual ^'^C-Labeled (+)-Calanolide A, A Naturally Occurring Anti-HIV Agent.901
S. Goddam. A. Khilevich, C. Filer, J.D. Rizzo, J. Giltner, M.T. Flavin and Z.-Q. Xu
Synthesis of 6-Chloro 2(-Ethylamino)-4-Methyl-4-Phenyl-[-4-*^C]-4H,-3,l-Benzoxazine
(Etifoxine).907
E. Azim, J.M. Dupuy, F. Lepage, A. Veyre and J.C. Madelmont
Volume Contents XI
Copper Catalyzed Radioiodination of 3-Iodotyrosine and 4-Iodophenyl Alanine.915
K. Farah and N. Farouk
Synthesis of (131-I]-Iodinated Quercetin.927
M.G. Barolli and A.B. Pomilio
Production of Uniformly Stable Isotope Labelled Proteins From Mammalian Cells.935
B.L, Osbom and F.P. Abramson
NOTE
Synthesis of 2,6-Dimethylbenzamide N-(5-Methyl-3-Isoxazolyl) (D2916) Labelled with •'H2....955
E. Azim, J.C. Maurizis, J.M. Dupuy, F. Lepage, A. Veyre andJ.C. Madelmont
ISSUE No. 12
The Labelling of a Novel Tropane Derivative [’•CJNS 2214 (BMS-204756) - An Inhibitor
of the Dopamine Transp)orter..959
A.D. Gee, P Moldt and A. Gjedde
Synthesis of High-Specific Activity Tritium and Optically Pure [•'kI!]CP-101,606.
Enantioselective Crystallization of a Radiochemically Racemic Mixture.973
K.E. McCarthy, S.A. Miller, B.L Chenard, TW. Butler, M.L. Dumont and J.2L Stemple
Kinetics and Mechanism of the Nucleophilic Exchange Reaction of Iodide-131 with
15-(Para-Iodo-Phenyl) Pentadecanoic Acid.987
A.S. El-Wetery, Kh.M. El-Azoney and M. Raieh
Efficient Syntheses of Multiply ^H- and Labeled Acrylic Acid, Glyceric Acid,
Glycidic Acid and Glycerol.999
J. Pitlik and C.A. Townsend
Synthesis of Deramciclane Labelled with Radiocarbon in Various Positions.1011
J. Szammer, E. Simon-Trompler, J. Mate, M. Abermann, /. Urmds and /. Klebovich
Tetrahydro-Pyrrolo-[2,3-b]Indole-l,2,8-Tricarboxylic Acid Ester in the Enantiospecific
Preparation of a-Methyltryptophan: Application in the Preparation of Carbon-14
Labeled PD 145942 and PD 154075.1019
/. V. Ekhato and Y. Huang
Bi-Labelled Antibody and Bi-Labelled Streptavidin. Comparison of Targeting Efficacy
of a Lymphoma Cell Line in vitro.1039
G. Henriksen, S. Funderud and P. Hoff
VOLUME CONTENTS iii