H.H. Coenen,
John Mertens,
Bernard Maziere,
Bernard Mazière
e.a.
Springer Netherlands
2006e druk, 2006
9781402045608
Radioionidation Reactions for Pharmaceuticals
Compendium for Effective Synthesis Strategies
Specificaties
Gebonden, 101 blz.
|
Engels
Springer Netherlands |
2006e druk, 2006
ISBN13: 9781402045608
Rubricering
Levertijd ongeveer 8 werkdagen
Samenvatting
This compendium describes the major production routes of the six most relevant iodine radio isotopes and the various methods of labeling molecules of biological, diagnostic or pharmaceutical interest with them. The chapters describe the basic reaction mechanisms, and the influence of iodine introduction on physical/chemical and pharmacological properties. They include examples of important reaction pathways for the preparation of radio-iodine compounds.
Specificaties
ISBN13:9781402045608
Taal:Engels
Bindwijze:gebonden
Aantal pagina's:101
Uitgever:Springer Netherlands
Druk:2006
Inhoudsopgave
INTRODUCTION.-
IODINE RADIONUCLIDES. Physical properties and areas of application. Radiochemical and radionuclidic purity. Specific radioactivity. Production of iodine radionuclides. Production of 120I. Production of 122I. Production of 123I. Production of 124I. Production of 125I. Production of 131I. References.-
IODINATED RADIOPHARMACEUTICALS. Physico-chemical properties. Carbon-iodine bond. Bond distances. Energy, stability. Steric hindrance and electronic density. Lipophilicity. Pharmaceutical properties. Chemical and radiochemical purity. Stability in vitro and shelf-life. Pharmacological characteristics. Pharmaceutical considerations. References.-
METHODS OF RADIOIODINATION. References. Nucleophilic substitution. General. Halogen exchange in aliphatic compounds. Isotopic exchange. Radioiodine-for-bromine exchange. Halogen exchange in aromatic compounds. Isotopic exchange. Radioiodine-for-bromine or -chlorine exchange. Copper assisted halogen exchange. Cu(I) assisted radioiodination. Cu(II) assisted radioiodination. Radioiodo-dediazonization. References. Electrophilic substitution. General considerations. Oxidising reagents. Iodine monohalide (ICl, IF). N-Chloroamides. Iodogen™ N-Halosuccinimides. Peracids. Other oxidants. Direct electrophilic radioiodination (radioiodo- deprotonation). Demetallation techniques (radioiodo-demetallation). Radioiodo-deboronation. Radioiodo-demetallation with group IV metals. Radioiodo-demetallation with mercury and thallium. References. Macromolecule labelling. Protein radioiodination. Direct radioiodination of proteins. Indirect radioiodination. Amine-reactive conjugates. Sulfhydryl-reactive conjugates. Carbohydrate-reactive conjugates. Nonspecific conjugates. Oligonucleotide radioiodination. References.-
IODINATED RADIOPHARMACEUTICALS. Examples of nucleophilic labelling. Interhalogen exchange. Meta-iodobenzylguanidine (MIBG). RO 43-0463.Benzamides. Iomazenil. Other methods. IQNB. Iodoethylspiperone. Examples of electrophilic labelling. Direct iodination. Iodo-lisuride,- 3-Iodo-alpha-methyl-L-tyrosine (IMT),- IBZM. Radioiodo-demetallation. Fatty acid. Epidepride. beta-CIT. PE2I. Succinimide activated para-iodobenzoic acid. Iomazenil. MIBG. References.-
EXPERT SYSTEM. General considerations. Activating effects of aromatic substituents. Aromatic nucleophilic substitution (SNAr). Aromatic electrophilic substitution (SEAr). Guidelines for radioiodination. Introduction. Examples.-
COMPOUND: R91150. COMPOUND: IBZM.-
Blank check-list.
IODINE RADIONUCLIDES. Physical properties and areas of application. Radiochemical and radionuclidic purity. Specific radioactivity. Production of iodine radionuclides. Production of 120I. Production of 122I. Production of 123I. Production of 124I. Production of 125I. Production of 131I. References.-
IODINATED RADIOPHARMACEUTICALS. Physico-chemical properties. Carbon-iodine bond. Bond distances. Energy, stability. Steric hindrance and electronic density. Lipophilicity. Pharmaceutical properties. Chemical and radiochemical purity. Stability in vitro and shelf-life. Pharmacological characteristics. Pharmaceutical considerations. References.-
METHODS OF RADIOIODINATION. References. Nucleophilic substitution. General. Halogen exchange in aliphatic compounds. Isotopic exchange. Radioiodine-for-bromine exchange. Halogen exchange in aromatic compounds. Isotopic exchange. Radioiodine-for-bromine or -chlorine exchange. Copper assisted halogen exchange. Cu(I) assisted radioiodination. Cu(II) assisted radioiodination. Radioiodo-dediazonization. References. Electrophilic substitution. General considerations. Oxidising reagents. Iodine monohalide (ICl, IF). N-Chloroamides. Iodogen™ N-Halosuccinimides. Peracids. Other oxidants. Direct electrophilic radioiodination (radioiodo- deprotonation). Demetallation techniques (radioiodo-demetallation). Radioiodo-deboronation. Radioiodo-demetallation with group IV metals. Radioiodo-demetallation with mercury and thallium. References. Macromolecule labelling. Protein radioiodination. Direct radioiodination of proteins. Indirect radioiodination. Amine-reactive conjugates. Sulfhydryl-reactive conjugates. Carbohydrate-reactive conjugates. Nonspecific conjugates. Oligonucleotide radioiodination. References.-
IODINATED RADIOPHARMACEUTICALS. Examples of nucleophilic labelling. Interhalogen exchange. Meta-iodobenzylguanidine (MIBG). RO 43-0463.Benzamides. Iomazenil. Other methods. IQNB. Iodoethylspiperone. Examples of electrophilic labelling. Direct iodination. Iodo-lisuride,- 3-Iodo-alpha-methyl-L-tyrosine (IMT),- IBZM. Radioiodo-demetallation. Fatty acid. Epidepride. beta-CIT. PE2I. Succinimide activated para-iodobenzoic acid. Iomazenil. MIBG. References.-
EXPERT SYSTEM. General considerations. Activating effects of aromatic substituents. Aromatic nucleophilic substitution (SNAr). Aromatic electrophilic substitution (SEAr). Guidelines for radioiodination. Introduction. Examples.-
COMPOUND: R91150. COMPOUND: IBZM.-
Blank check-list.