Rapid progress in the field of organophosphate compounds has made this new edition necessary. Particular attention has been paid to new developments in biologically active products as this is probably of greatest interest to practical chemists. I have therefore updated the chapter on chemistry and, in connection with this, rewritten the chapter on metabolism. I should especially like to thank Professor Dr. HELLMUT HOFFMANN for his constant encouragement and interest in my work and for many fruitful discus sions. The co-author to the 1st edition, Dr. KARL-JULIUS SCHMIDT, died suddenly on November 21, 1980. I treasure the memory of a valued colleague of many years standing. Elberfeld, January 1982 CHRISTA FEST VII Preface to the First Edition Our intention has been to provide a short introduction to the chemistry and mode of action of insecticidal phosphoric acid compounds, with particular ref erence to the relationship between structure and activity. The yearly produc tion of these pesticides is now approaching 100,000 tons and thus offers an im portant example of applied research. If, however, one examines the historical development of these compounds, it is apparent that this was preceded by a hundred years of pure chemistry of phosphorus.
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Für höhere Schule und Studium
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ISBN-13
978-3-540-11303-4 (9783540113034)
DOI
10.1007/978-3-642-68441-8
Schweitzer Klassifikation
1. Introduction.- 1.1. Historical Development.- 2. General Section.- 2.1. Background.- a) Electronic Structure, Types of Compounds.- b) Bond Properties.- 2.2. Reactivity.- a) Hydrolysis, Alcoholysis.- b) Alkylating Properties.- c) Phosphorylating Properties.- 2.3. Nomenclature.- 3. Chemical Section.- 3.1. Starting Materials.- a) Phosphorochlorido(thio)ates and Phosphonochlorido(thio)ates.- b) Phosphoro and Phosphono(thioic) Acids.- c) Di- and Trialkyl Phosphites and Phosphorothioites.- 3.2. Insecticides.- a) Cyanidates and Fluoridates.- b) Anhydrides.- c) O-Aryl Phosphor(n)o(thion)ates.- d) O-Aryl Phosphorothiolates and -dithioates.- e) Heterocyclic Phosphor(n)o(thion)ates.- f) O-Phosphorylated Hydroxylamine Derivatives.- g) S-Alkyl (subst.) Phosphoro(di)thioates.- h) Enolphosphates and -phosphorothioates.- i) Miscellaneous.- 3.3. Other Compounds.- a) Fungicides.- b) Herbicides.- c) Chemosterilants.- 4. Biochemistry.- 4.1. Mechanism of Action.- a) Mechanism of Action in Mammals.- b) Mechanism of Action in Arthropods.- 4.2. Structure and Activity.- 4.3. Mixtures of Active Substances (Synergism, Antagonism).- 4.4. Resistance.- 4.5. Metabolism.- a) Oxidation.- b) Reduction.- c) Isomerization.- d) Hydrolysis.- e) Dealkylation and Dearylation.- f) Degradation at the Carboxy Group.- g) Conjugation.- 4.6. Toxic Action.- 4.7. Neurotoxic Action.- 5. Appendix.- 5.1. Trade Names and Common Names.- 5.2. Bibliography.- a) Chemistry of Phosphorus-Compounds.- b) Insecticides (Activity, Biology, Metabolism).- c) Biochemistry and Enzyme Inhibition.- d) Biochemistry of Insects.- e) Statistical Analysis.- 5.3. References.- 5.4. Author Index.- 5.5. Subject Index.
