Further Radiopharmaceuticals for Positron Emission Tomography and - New Strategies for Their Production, Volume

Informationen zum Autor Peter J. H. Scott is an Assistant Professor in the Department of Radiology at the University of Michigan Medical School (USA), Director of the University of Michigan PET Center (USA) and a member of the Interdepartmental Program in Medicinal Chemistry. Professor Scott edited Linker Strategies in Solid-Phase Organic Synthesis (also from Wiley) and is the series editor for both the Wiley Series on Radiochemical Syntheses and the Wiley Series on Solid Phase Organic Syntheses. Klappentext This book describes methods and procedures for preparing PET radiopharmaceuticals, and highlights new methods for conducting radiochemical reactions with carbon-11 (C11) and fluorine-18 (F18), which are two of the most commonly used radionuclides in positron emission tomography (PET) imaging.* Provides reliable methods for radiochemical syntheses and reactions, including all essential information to duplicate the procedure* Eliminates the time-consuming process of searching journal articles and extracting pertinent details from lengthy experimental sections or supporting information* Focuses on an emerging and important area for pharmaceutical and medical applications* Encompasses technical, regulatory, and application aspects* Includes solid-phase radiochemistry, transition-metal catalyzed radiochemistry, microfluidics, click chemistry, green radiochemistry and new strategies for radiopharmaceutical quality control Zusammenfassung This book provides reliable methods, including information to duplicate procedures, for synthesizing radiopharmaceuticals used in positron emission tomography (PET) imaging and saves chemists time by eliminating the time-consuming process of searching journal articles and extracting details from lengthy experimental sections. Inhaltsverzeichnis Contributors xi Editorial Preface xvii Abbreviations xix PART I FLUORINE-18 LABELED RADIOPHARMACEUTICALS 1 1. Synthesis of (¿)-[18F]Flubatine ([18F]FLBT) 3 Megan N. Stewart, Brian G. Hockley, and Peter J. H. Scott 2. Synthesis of [18F]-(¿)Fluoroethoxy Benzovesamicol ([18F]FEOBV) 13 Brian G. Hockley, Megan N. Stewart, and Peter J. H. Scott 3. Synthesis of [18F]Fluoromethylcholine ([18F]FCH) via [18F]Fluoromethyl Tosylate 21 Melissa E. Rodnick, Allen F. Brooks, Brian G. Hockley, Bradford D. Henderson, and Peter J. H. Scott 4. Radiosynthesis of [18F]Flotegatide ([18F]RGD-K5) 29 Hartmuth C. Kolb, Fanrong Mu, Umesh Gangadharmath, Vani P. Mocharla, Zhihong Zhu, Ashok Chaudhary, and Joseph C. Walsh 5. Synthesis of 3-[18F]Fluoro-5-(2-Pyridinylethynyl) Benzonitrile ([18F]FPEB) 41 Steven H. Liang, Daniel L. Yokell, Raul N. Jackson, Peter A. Rice, Eli Livni, David Alagille, Gilles Tamagnan, Thomas Lee Collier, and Neil Vasdev 6. Radiosynthesis of 2¿-Deoxy-2¿-[18F]Fluoro-5-Methyl-1-ß-d-Arabinofuranosyluracil ([18F]FMAU) 53 Kai Chen and Peter S. Conti PART II CARBON-11 LABELED RADIOPHARMACEUTICALS 63 7. Synthesis of N-[11C]Methyl-4-Piperidinyl Propionate ([11C]PMP) 65 Xia Shao and Peter J. H. Scott 8. Synthesis of 1-(2,4-Dichlorophenyl)-4-Cyano-5-(4-[11C]methoxyphenyl)-N-(Piperidin-1-yl)-1H-Pyrazole-3-Carboxamide ([11C]OMAR) 73 Xia Shao, Keunsam Jang, and Peter J. H. Scott 9. Synthesis of Carbon-11 Labeled (+)-4-Propyl-3,4,4a,5,6,10b-Hexahydro-2H-Naphtho[1,2-b][1,4]Oxazin-9-Ol ([11C]-(+)-PHNO) 81 Christophe Plisson, Joaquim Ramada-Magalhaes, and Jan Passchier 10. Synthesis of (R)-[N-Methyl-11C]PK11195 93 Vítor H. Alves, Antero J. Abrunhosa, and Miguel Castelo-Branco PART III OTHER RADIOPHARMACEUTICALS 103 11. Synthesis of Oxygen-15 Water ([15O]H2O) 105 David W. Dick and G. Leonard Watkins PART IV NEW METHODS FOR THE SYNTHESIS AND QUALITY CONTROL OF...

List of contents

Contributors xi
 
Editorial Preface xvii
 
Abbreviations xix
 
PART I FLUORINE-18 LABELED RADIOPHARMACEUTICALS 1
 
1. Synthesis of (.)-[18F]Flubatine ([18F]FLBT) 3
Megan N. Stewart, Brian G. Hockley, and Peter J. H. Scott
 
2. Synthesis of [18F]-(.)Fluoroethoxy Benzovesamicol ([18F]FEOBV) 13
Brian G. Hockley, Megan N. Stewart, and Peter J. H. Scott
 
3. Synthesis of [18F]Fluoromethylcholine ([18F]FCH) via [18F]Fluoromethyl Tosylate 21
Melissa E. Rodnick, Allen F. Brooks, Brian G. Hockley, Bradford D. Henderson, and Peter J. H. Scott
 
4. Radiosynthesis of [18F]Flotegatide ([18F]RGD-K5) 29
Hartmuth C. Kolb, Fanrong Mu, Umesh Gangadharmath, Vani P. Mocharla, Zhihong Zhu, Ashok Chaudhary, and Joseph C. Walsh
 
5. Synthesis of 3-[18F]Fluoro-5-(2-Pyridinylethynyl) Benzonitrile ([18F]FPEB) 41
Steven H. Liang, Daniel L. Yokell, Raul N. Jackson, Peter A. Rice, Eli Livni, David Alagille, Gilles Tamagnan, Thomas Lee Collier, and Neil Vasdev
 
6. Radiosynthesis of 2'-Deoxy-2'-[18F]Fluoro-5-Methyl-1-ß-d-Arabinofuranosyluracil ([18F]FMAU) 53
Kai Chen and Peter S. Conti
 
PART II CARBON-11 LABELED RADIOPHARMACEUTICALS 63
 
7. Synthesis of N-[11C]Methyl-4-Piperidinyl Propionate ([11C]PMP) 65
Xia Shao and Peter J. H. Scott
 
8. Synthesis of 1-(2,4-Dichlorophenyl)-4-Cyano-5-(4-[11C]methoxyphenyl)-N-(Piperidin-1-yl)-1H-Pyrazole-3-Carboxamide ([11C]OMAR) 73
Xia Shao, Keunsam Jang, and Peter J. H. Scott
 
9. Synthesis of Carbon-11 Labeled (+)-4-Propyl-3,4,4a,5,6,10b-Hexahydro-2H-Naphtho[1,2-b][1,4]Oxazin-9-Ol ([11C]-(+)-PHNO) 81
Christophe Plisson, Joaquim Ramada-Magalhaes, and Jan Passchier
 
10. Synthesis of (R)-[N-Methyl-11C]PK11195 93
Vítor H. Alves, Antero J. Abrunhosa, and Miguel Castelo-Branco
 
PART III OTHER RADIOPHARMACEUTICALS 103
 
11. Synthesis of Oxygen-15 Water ([15O]H2O) 105
David W. Dick and G. Leonard Watkins
 
PART IV NEW METHODS FOR THE SYNTHESIS AND QUALITY CONTROL OF RADIOPHARMACEUTICALS 115
 
12. Direct, Nucleophilic Radiosynthesis of [18F]Trifluoroethyl Tosylate 117
Patrick J. Riss, Waqas Rafique, and Franklin I. Aigbirhio
 
13. Synthesis of [18F]N-Methyl Lansoprazole via Generation of a [18F]Trifluoromethyl Group 123
Allen F. Brooks, Melissa E. Rodnick, Garret M. Carpenter, and Peter J. H. Scott
 
14. [18F]Fluorination of (Mesityl)(Aryl)Iodonium Salts 129
Naoko Ichiishi, Allen F. Brooks, Joseph J. Topczewski, Melissa E. Rodnick, Melanie S. Sanford, and Peter J. H. Scott
 
15. Pd(IV)-Mediated Fluorination of Arenes with [18F]F- for PET Imaging 139
Nathan J. Schauer, Stephen M. Carlin, Hong Ren, and Jacob M. Hooker
 
16. Silicon Fluoride Acceptors (SIFAs) for Peptide and Protein Labeling with 18F 149
Ralf Schirrmacher, Alexey Kostikov, Carmen Wängler, Klaus Jurkschat, Vadim Bernard-Gauthier, Esther Schirrmacher, and Björn Wängler
 
17. Solid Phase Synthesis of [18F]-2-Fluoro-2-Deoxy-d-Glucose: A Resin-Linker-Vector (RLV) Approach 163
Lynda J. Brown, Imtiaz Khan, Harry J. Wadsworth, Alexander Jackson, Nianchun Ma, Nicolas Millot, Sue M. Champion, Denis R. Bouvet, Alex M. Gibson, and Richard C. D. Brown
 
18. Production and Reaction of [11C]Carbon Disulfide for the Synthesis of [11C]Dithiocarbamates 177
Philip W. Miller
 
19. One-Pot, Direct Incorporation of [11CO2] into Carbamates 185
Christian K. Moseley and Jacob M. Hooker
 
20. Radiosynthesis of [11C]Carboxamides via Reaction of [11C]CO2 Captured by a Cu(I)-Based Catalyst System with Boronic Acid Ester Precursors 197
Patrick J. Riss, Shuiyu Lu, Sanjay Telu, Franklin I. Aigbirhio, and Victor W. Pike
 
21. Ethanol as a Solvent for Carbon-11 Radiochemistry 207
Xia Shao, Maria V. Fawaz, Keunsam Jang, and Peter J. H. Scott<

Product details

• Authors: Michael R. Kilbourn, Peter J. H. Scott, PJH Scott
• Assisted by: Pete J H Scott (Editor), Peter J H Scott (Editor), Michael R. Kilbourn (Editor), R Kilbourn (Editor), R Kilbourn (Editor), Peter J. H. Scott (Editor), Scott Peter J. H. (Editor), Michael R. Kilbourn (Editor of the series), Kilbourn Michael R. (Editor of the series)
• Publisher: Wiley, John and Sons Ltd
• Languages: English
• Product format: Hardback
• Released: 08.06.2015
• EAN: 9781118237847
• ISBN: 978-1-118-23784-7
• No. of pages: 288
• Series: Wiley Series on Radiochemical Syntheses; Wiley Series on Radiochemical Syntheses
• Subjects: Natural sciences, medicine, IT, technology > Chemistry > General, dictionaries; Chemie, Radiologie, Medizin, Radiochemie, chemistry, Medical Science, Pharmaceutical & Medicinal Chemistry, Pharmazeutische u. Medizinische Chemie, Radiologie u. Bildgebende Verfahren, Radiology & Imaging, Kern- u. Radiochemie, Nuclear and Radiochemistry