Modern crop protection compounds: 3 [Insecticides]
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| Format: | Buch |
| Sprache: | English |
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Weinheim
Wiley-VCH
2012
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| Ausgabe: | 2., rev. and enl. ed. |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | XXXVII S., S. 929-1498 Ill., graph. Darst. |
| ISBN: | 9783527329656 |
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| 020 | |a 9783527329656 |9 978-3-527-32965-6 | ||
| 035 | |a (OCoLC)772963694 | ||
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| 049 | |a DE-1028 |a DE-11 |a DE-20 |a DE-1029 | ||
| 245 | 1 | 0 | |a Modern crop protection compounds |n 3 |p [Insecticides] |c edited by Wolfgang Krämer [und weiteren] |
| 250 | |a 2., rev. and enl. ed. | ||
| 264 | 1 | |a Weinheim |b Wiley-VCH |c 2012 | |
| 300 | |a XXXVII S., S. 929-1498 |b Ill., graph. Darst. | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 700 | 1 | |a Kraemer, Wolfgang |4 edt | |
| 700 | 1 | |a Jeschke, Peter |d 1956- |0 (DE-588)1181831407 |4 edt | |
| 773 | 0 | 8 | |w (DE-604)BV022395385 |g 3 |
| 856 | 4 | 2 | |m DNB Datenaustausch |q application/pdf |u http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=024630562&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |3 Inhaltsverzeichnis |
| 943 | 1 | |a oai:aleph.bib-bvb.de:BVB01-024630562 | |
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| _version_ | 1812898700825985024 |
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IMAGE 1
CONTENTS IX
VOLUME 3
III INSECTICIDES 929
OVERVIEW 931 PETER JESCHKE
BIBLIOGRAFISCHE INFORMATIONEN HTTP://D-NB.INFO/1018414436
DIGITALISIERT DURCH
IMAGE 2
X I CONTENTS
27 IR AC: INSECTICIDE RESISTANCE, AND MODE OF ACTION CLASSIFICATION OF
INSECTICIDES 935 RALFNAUEN, ALFRED ELBERT, ALAN MCCAFFERY, RUSSELL
SLATER, AND THOMAS C. SPARKS
27.1 INTRODUCTION 935
27.2 OBJECTIVES OF THE IRAC 935
27.3 STRUCTURE AND ORGANIZATION OF THE IRAC 936 27.3.1 PROJECT AND
FUNCTIONAL TEAMS 936 27.3.2 COUNTRY GROUPS 936 27.4 ACTIVITIES 937
27.4.1 RESISTANCE-MONITORING METHODS 937 27.4.2 IRAC AND THE REGULATORY
REQUIREMENTS OF RESISTANCE MANAGEMENT 938 27.4.3 EDUCATION AND
COMMUNICATION 938 27 A A RESISTANCE DATABASE MANAGED BY MICHIGAN STATE
UNIVERSITY AND
SUPPORTED BY IRAC 93 9 27.4.5 THE MODE OF ACTION CLASSIFICATION SCHEME
939 27.5 PRINCIPLES OF RESISTANCE 940
27.5.1 MODE OF ACTION, TARGET-SITE RESISTANCE, AND CROSS-RESISTANCE 940
27.5.2 NON-TARGET-SITE RESISTANCE MECHANISMS 940 27.6 THE MODE OF ACTION
(MOA) CLASSIFICATION SCHEME V7.0, AUGUST 2010 941
27.6.1 RULES FOR INCLUSION OF A COMPOUND IN THE MOA LIST 941 27.6.2
ORGANOPHOSPHATES AND CARBAMATES 950 27.6.3 PYRETHROIDS 951
27.7 EFFECTIVE IRM STRATEGIESAND APPROVED PRINCIPLES 952 27.8 FUTURE
MARKET TRENDS 953
27.9 CONCLUSIONS 954
REFERENCES 954
28 INSECT MOLTING AND METAMORPHOSIS 957
28.1 BISACYLHYDRAZINES: NOVEL CHEMISTRY FOR INSECT CONTROL 957 TARLOCHAN
SINGH DHADIALLA AND RONALD ROSSJR
28.1.1 INTRODUCTION 957
28.1.1.1 PHYSIOLOGICAL AND MOLECULAR BASIS OF INSECT MOLTING HORMONE
ACTION 957 28.1.2 DISCOVERY AND STRUCTURES OF COMMERCIALIZED
BISACYLHYDRAZINE INSECTICIDES 960 28.1.3 SYNTHESIS OF COMMERCIAL
BISACYLHYDRAZINES 960 28.1.4 STRUCTURE-ACTIVITY RELATIONSHIP OF
ECDYSTEROIDS AND
BISACYLHYDRAZINES 962
IMAGE 3
CONTENTS XI
28.1.4.1 STRUCTURE-ACTIVITY RELATIONSHIP (SAR) OF THE
ECDYSTEROIDS 964
28.1.4.2 STRUCTURE-ACTIVITY RELATIONSHIP (SAR) OF THE BISACYLHYDRAZINES
964 28.1.5 MODE OF ACTION OF BAH INSECTICIDES 966 28.1.5.1
WHOLE-ORGANISM EFFECTS 972 28.1.5.2 BASIS FOR SELECTIVE INSECT TOXICITY
OF BISACYLHYDRAZINE
INSECTICIDES 973
28.1.6 SPECTRUM OF ACTIVITY OF COMMERCIAL BISACYLHYDRAZINE INSECTICIDES
974 28.1.6.1 TEBUFENOZIDE (MIMIC*; CONFIRM*; ROMDAN*; RH-5992),
METHOXYFENOZIDE (RUNNER*; INTREPID*; PRODIGY*; FALCON"
RH-2485), AND CHROMAFENOZIDE (MATRIC; KILLAT; ANS-118; CM-001) 975
28.1.6.2 HALOFENOZIDE (MACH 2*; RH-0345) 975 28.1.7 ECOTOXICOLOGICAL AND
MAMMALIAN REDUCED-RISK PROFILES 975 28.1.8 RESISTANCE MECHANISMS AND
RESISTANCE POTENTIAL 977 28.1.9 FUFENOZIDE: A NEW BISACYLHYDRAZINE IN
DEVELOPMENT 978
28.1.10 OTHER CHEMISTRIES AND POTENTIAL FOR NEW ECDYSONE AGONIST
INSECTICIDES 979 28.1.11 CONCLUSIONS AND FUTURE PROSPECTS OF ECDYSONE
AGONIST CHEMISTRIES 980
ACKNOWLEDGMENTS 980 REFERENCES 980
28.2 PYRIPROXYFEN: A NEW JUVENOID 983 MAKOTO HATAKOSHI
28.2.1 INTRODUCTION 983
28.2.2 HISTORY OF JUVENOID RESEARCH 984 28.2.3 PROCESS OF PYRIPROXYFEN
RESEARCH 985 28.2.4 ACTIVITY OF OPTICAL ISOMERS 987
28.2.5 MECHANISM OF ACTION 987 28.2.6 BIOLOGICAL ACTIVITY 990 28.2.6.1
LABORATORY EVALUATIONS 990 28.2.6.2 FIELD EVALUATIONS 991 28.2.6.3
RESISTANCE 995 28.2.7 SYNTHESIS 995
28.2.8 PHYSICO-CHEMICAL PROPERTIES AND FORMULATION 995 28.2.8.1
PHYSICO-CHEMICAL PROPERTIES 995 28.2.8.2 STABILITY 996 28.2.8.3
FORMULATION 996 28.2.9 TOXICOLOGY 996
28.2.10 CONCLUSIONS 996 REFERENCES 997
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XII I CONTENTS
29 CHITIN SYNTHESIS 999
29.1 CHITIN SYNTHESIS AND INHIBITORS 999 JOELJ. SHEETS
29.1.1 INTRODUCTION 999
29.1.2 CHITIN STRUCTURE AND BIOSYNTHESIS 1000 29.1.2.1 CHITIN SYNTHASE
1000 29.1.3 INHIBITORS OF CHITIN SYNTHESIS 1002 29.1.3.1 BENZOYLPHENYL
UREAS 1003 29.1.3.2 OTHER CHITIN SYNTHESIS INHIBITORS 1004 29.1 A THE
FUTURE OF CHITIN SYNTHESIS INHIBITORS FOR CROP PROTECTION 3005
ACKNOWLEDGMENTS I 006 REFERENCES 1007
29.2 MITE GROWTH INHIBITORS: CLOFENTEZINE, HEXYTHIAZOX, ETOXAZOLE 1012
THOMAS BRETSCHNEIDER AND RALFNAUEN
29.2.1 INTRODUCTION 1012
29.2.2 TETRAZINES (CLOFENTEZINE, DIFLOVIDAZIN = FLUTENZINE) 1013
29.2.2.1 BIOLOGY AND BIOCHEMISTRY 2034 29.2.3 THIAZOLIDINONES
(HEXYTHIAZOX) 3028 29.2.3.1 BIOLOGY AND BIOCHEMISTRY 3039
29.2.4 OXAZOLINES (ETOXAZOLE) 1020 29.2.4.1 BIOLOGY AND BIOCHEMISTRY
1023 REFERENCES 1026
30 MIDGUT-TRANSGENIC CROPS EXPRESSING BACILLUS THURINGIENSIS CRY
PROTEINS 1029 JEROEN VAN RIE AND STEFAN JANSENS
30.1 INTRODUCTION 1029
30.2 PLANT ENGINEERING 3029
30.3 INSECTICIDAL CRYSTAL PROTEINS FROM B. THURINGIENSIS 1030 30.4 BT
PLANTS 1032
30.5 INSECT RESISTANCE TO BT 1039
30.6 RESISTANCE MANAGEMENT WITH BT PLANTS 2040 30.7 SAFETY OF BT PLANTS
2043
30.8 CONCLUSIONS 2050
REFERENCES 2050
31 METABOLIC PROCESSES 2059
31.1 INHIBITORS OF OXIDATIVE PHOSPHORYLATION 2059 JOSEF EHRENFREUND
31.1.1 INTRODUCTION 3059
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CONTENTS XIII
31.1.2 MITOCHONDRIAL ATP SYNTHASE AS A TARGET FOR INSECTICIDES AND
ACARICIDES 1059
31.1.3 DIAFENTHIURON: MODE OF ACTION 1061 31.1.4 DIAFENTHIURON:
DISCOVERY, STRUCTURE-ACTIVITY RELATIONSHIPS, AND PRODUCTION PROCESS
CHEMISTRY 1063 31.1.5 DIAFENTHIURON: MAMMALIAN TOXICOLOGY AND
ECOTOXICOLOGY 1066 31.1.6 DIAFENTHIURON: BIOLOGICAL ACTIVITY AND
SIGNIFICANCE FOR CROP
PROTECTION 3066 REFERENCES 3068
31.2 INHIBITORS OF OXID AT I VE PHOSPHORYLATION VIA DISRUPTION OF THE
PROTON GRADIENT 1070 DAVID KUHN AND NIGEL ARMES
31.2.1 INTRODUCTION 1070 31.2.2 BIOCHEMICAL MODE OF ACTION 3072 31.2.3
CHEMISTRY 1073
31.2.4 PEST SPECIES AND MARKETS 1073 31.2.5 CHLORFENAPYR RESISTANCE 1076
31.2.6 CONCLUSIONS 3076 REFERENCES 1077
31.3 INHIBITORS OF MITOCHONDRIAL ELECTRON TRANSPORT: ACARICIDES AND
INSECTICIDES 1078 THOMAS C. SPARKS AND CARL V. DEAMIDS
31.3.1 INTRODUCTION 1078 31.3.2 COMPLEX I INHIBITORS 1078 31.3.2.1
FENPYROXIMATE 1079 31.3.2.2 PYRIDABEN 2085 31.3.2.3 FENAZAQUIN 2086
31.3.2.4 TEBUFENPYRAD 2086 31.3.2.5 TOLFENPYRAD 2087
31.3.2.6 PYRIMIDIFEN 2087 31.3.2.7 FLUFENERIM 1090 31.3.2.8 EXPERIMENTAL
MET COMPLEX I COMPOUNDS 1092 31.3.3 COMPLEX II INHIBITORS 2092 31.3.3.1
CYENOPYRAFEN 1092 31.3.3.2 CYFLUMETOFEN 2093 31.3.3.3 EXPERIMENTAL AND
OTHER MET COMPLEX II COMPOUNDS 1093 31.3.4 COMPLEX III INHIBITORS 3095
31.3.4.1 ACEQUINOCYL 2095 31.3.4.2 FLUACRYPYRIM AND
/J-METHOXYACRYLATE/STROBILURIN-BASED
COMPOUNDS 3096
31.3.4.3 HYDRAMETHYLNON 1097
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XIV CONTENTS
31.3.4.4 BIFENAZATE 1097
31.3.5 METABOLISM 2097
31.3.5.1 MET-I INHIBITORS 2097 31.3.5.2 MET-II INHIBITORS 1200 31.3.5.3
MET-III INHIBITORS 1100 31.3.6 RESISTANCE AND RESISTANCE MECHANISMS 1100
31.3.7 THE FUTURE FOR MET ACARICIDES AND INSECTICIDES 2202
ACKNOWLEDGMENTS 2 2 03 REFERENCES 2203
31.4 INHIBITORS OF LIPID SYNTHESIS: ACETYL-COA-CARBOXYLASE INHIBITORS
2208 THOMAS BRETSCHNEIDER, REINER FISCHER, AND RALFNAUEN
31.4.1 INTRODUCTION 1208
31.4.2 THE CYCLIC KETOENOLS, SPIRODICLOFEN, AND SPIROMESIFEN: A NEW
GENERATION OF ACCASE INHIBITORS 1208 31.4.3 SYNTHESIS OF SPIRODICLOFEN
AND SPIROMESIFEN 2222 31.4.4 BIOLOGY AND MODE OF ACTION 2314 31.4.5
DEVELOPMENT, REGISTRATION, AND INTEGRATED PEST MANAGEMENT
SUITABILITY OF ENVIDOR* AND OBERON* 1116 31.4.6 DISCOVERY OF
SPIROTETRAMAT 3128 31.4.7 SYNTHESIS OF SPIROTETRAMAT 3320 31.4.8 BIOLOGY
AND MODE OF ACTION OF SPIROTETRAMAT 1222 31.4.9 DEVELOPMENT AND IPM
SUITABILITY OF MOVENTO* 2 2 23 31.4.10 CONCLUSIONS 2224
REFERENCES 2225
32 NERVOUS SYSTEM 2227
32.1 NICOTINIC ACETYLCHOLINE RECEPTOR AGONISTS: TARGET AND SELECTIVITY
ASPECTS 1227 PETER JESCHKE AND RALFNAUEN
32.1.1 INTRODUCTION 1127
32.1.2 STRUCTURE OF THE NICOTINIC ACETYLCHOLINE RECEPTOR 1232 32.1.2.1
AGONIST-BINDING SITES 1135 32.1.3 INSECT NACHRS 3337
32.1.3.1 CONSIDERATION OF ACHBP VERSUS NACHR A-SUBUNIT 3 138 32.1.3.2
INTERACTION OF LOOP D OF THE CE7 NACHR WITH NEONICOTINOIDS 2 239 32.1.4
NICOTINIC PHARMACOPHORE MODELS 1140 32.1.5 MODE OF ACTION IN INSECTS
1242 32.1.5.1 NEREISTOXIN AND ANALOGS 1242 32.1.5.2 NEONICOTINOIDS 1243
32.1.5.3 SPINOSYNS AND SEMI-SYNTHETIC ANALOGS (SPINOSOIDS) 3344
IMAGE 7
CONTENTS XV
32.1.6 SELECTIVITY FOR INSECT VERSUS VERTEBRATE NACHRS 3 145
32.1.6.1 NEONICOTINOIDS 1145 32.1.6.2 SPINOSYNS 1147 32.1.7 INSECT
SELECTIVITY IN RECOMBINANT NACHRS 3 147 32.1.8 WHOLE-CELL VOLTAGE-CLAMP
OF NATIVE NEURON PREPARATIONS 2 249 32.1.8.1 CORRELATION BETWEEN
ELECTROPHYSIOLOGY AND RADIOLIGAND-BINDING
STUDIES 1252
32.1.8.2 NACHR AGONISTS VERSUS ANTAGONISTS 1253 32.1.9 MOLECULAR
FEATURES OF A NACHR AGONISTS 1254 32.1.10 CONCLUSIONS 2256 REFERENCES
2257
32.2 CHEMICAL STRUCTURAL FEATURES OF COMMERCIALIZED NEONICOTINOIDS 2365
PETER JESCHKE
32.2.1 32.2.2
32.2.1
32.2.1.1 32.2.1.2 32.2.1.3 32.2.1.4 32.2.1.5 32.2.1.6
INTRODUCTION 2365 THE TERM NEONICOTINOID 1166 REFERENCES 3168
OPEN-CHAIN COMPOUNDS 3369 PETER JESCHKE
INTRODUCTION NITENPYRAM ACETAMIPRID CLOTHIANIDIN
DINOTEFURAN
3 269 1269 3373 1175
1181
OPEN-CHAIN COMPOUNDS VERSUS RING SYSTEMS REFERENCES 1186 1184
32.2.2 FIVE-MEMBERED COMPOUNDS: IMIDACLOPRID AND THIACLOPRID 2389 PETER
JESCHKE AND KOICHI MORIYA
32.2.2.1 INTRODUCTION 1189 32.2.2.2 IMIDACLOPRID 1189 32.2.2.3
THIACLOPRID 1196 REFERENCES 1200
32.2.3 SIX-MEMBERED HETEROCYCLES: THIAMETHOXAM AND AKD 1022 1203 PETER
MAIENFISCH
32.2.3.1 INTRODUCTION 1203 32.2.3.2 HISTORY OF SIX-MEMBERED
NEONICOTINOIDS 3203 32.2.3.3 BIOLOGICAL ACTIVITY AND STRUCTURE-ACTIVITY
RELATIONSHIP 3207
32.2.3.4 SYNTHESIS 1208
IMAGE 8
XVI CONTENTS
32.2.3.5 HYDROLYTIC STABILITY OF THE SIX-MEMBERED NITROIMINO-
HETEROCYCLE 1210 32.2.3.6 AKD-1022 1220 32.2.3.7 THIAMETHOXAM (CGA
293343) 1211
REFERENCES 1222
32.3 SULFOXAFLOR 3226
THOMAS C. SPARKS, MICHAEL R. LOSO, GERALD B. WATSON, JONATHAN M.
BABCOCK, VINCENT KRAMER, YUANMING ZHU, BENJAMIN NUGENT, AND JAMES THOMAS
32.3.1 INTRODUCTION 1226
32.3.2 CHEMISTRY, STRUCTURE-ACTIVITY RELATIONSHIPS, AND TOXICOLOGY 3226
32.3.2.1 SYNTHESIS 1226 32.3.2.2 STRUCTURE-ACTIVITY RELATIONSHIPS 3228
32.3.2.3 PHYSICO-CHEMICAL PROPERTIES OF SULFOXAFLOR 1228
32.3.3 MAMMALIAN AND ENVIRONMENTAL TOXICOLOGY 1230 32.3.3.1 MAMMALIAN
TOXICOLOGY 1230 32.3.3.2 ENVIRONMENTAL TOXICOLOGY: BEES 2230 32.3.3.3
ENVIRONMENTAL TOXICOLOGY: OTHER NONTARGET ORGANISMS 2232 32.3.4 MODE OF
ACTION 2232
32.3.5 BIOLOGY AND FIELD USE PATTERNS 2233 32.3.5.1 BIOLOGY 1233
32.3.5.2 FIELD USE PATTERNS 1233 32.3.6 EFFICACY ON RESISTANT PESTS 1233
32.3.7 CONCLUSIONS 2236
ACKNOWLEDGMENTS 2236 REFERENCES 1236
32.4 SPINOSAD AND SPINETORAM, A NEW SEMI-SYNTHETIC SPINOSYN 2238 GARY D.
GROUSE, JAMES E. DRIPPS, THOMAS C. SPARKS, GERALD B. WATSON, AND CLIVE
WALDRON
32.4.1 INTRODUCTION 1238
32.4.2 BIOLOGICAL ACTIVITY AND PRIMARY USES OF SPINOSAD 1239 32.4.3 MODE
OF ACTION OF SPINOSYNS 1240 32.4.4 SPINOSYN ANALOGS 1241 32.4.4.1
CORE-MODIFIED ANALOGS (AGLYCONE) 1242
32.4.4.2 MODIFICATIONS INVOLVING THE C17 SUGAR 1244 32.4.4.3
MODIFICATIONS INVOLVING THE C9 SUGAR: RHAMNOSE DERIVATIVES 1245 32.4.5
SPINETORAM 2247
32.4.6 BIOSYNTHESIS AND GENETICS OF THE SPINOSYNS 2249 32.4.7 METABOLISM
AND PENETRATION OF THE SPINOSYNS 2252 32.4.8 SUMMARY 2253
REFERENCES 2254
IMAGE 9
CONTENTS | XVII
32.5 SODIUM CHANNEL-BLOCKING INSECTICIDES 2257
32.5.1 SODIUM CHANNEL-BLOCKING INSECTICIDES: INDOXACARB 2257 STEPHEN F.
MCCANN, DANIEL CORDOVA, JOHN T. ANDALORO, AND GEORGE P. LAHM
32.5.1.1 HISTORY AND DISCOVERY OF THE SODIUM CHANNEL BLOCKERS 1257
32.5.1.2 DISCOVERY OF INDOXACARB 1260 32.5.1.3 INSECTICIDAL ACTIVITY AND
PROPERTIES OF INDOXACARB 1263 32.5.1.4 INDOXACARB: MODE OF ACTION 1265
32.5.1.5 CONCLUSIONS 2270
REFERENCES 2272
32.5.2 SEMICARBAZONE INSECTICIDES: METAFLUMIZONE 1273 DAVID KUHN, K.
TAKAGI, TOMOKAZU HINO, AND NIGEL ARMES
32.5.2.1 INTRODUCTION 1273 32.5.2.2 DISCOVERY 2273 32.5.2.3 INSECTICIDAL
ACTIVITY 1280 32.5.2.4 MODE OF ACTION 1280 32.5.2.5 CROSS-RESISTANCE
POTENTIAL 1282 32.5.2.6 CONCLUSIONS 1282
REFERENCES 2282
32.6 LIGAND-GATED CHLORIDE CHANNEL ANTAGONISTS (FIPROLES) 2283 VINCENT
L. SALGADO, STEFAN SCHNATTERER, AND KEITH A. HOLMES
32.6.1 DISCOVERY AND DEVELOPMENT OF FIPRONIL AND OTHER FIPROLES 1283
32.6.2 MODE OF ACTION 2284 32.6.2.1 DISCOVERY OF THE GABA RECEPTOR AS AN
INSECTICIDE TARGET SITE 1285
32.6.2.2 CLONING THE INSECT GABA RECEPTOR AND RESISTANCE MUTATIONS 2286
32.6.2.3 LIGAND-GATED CHLORIDE CHANNEL STRUCTURE AND CLASSIFICATION 2288
32.6.2.4 MECHANISM OF BLOCKADE 2290 32.6.2.5 STRUCTURE OF THE BINDING
SITE 2292 32.6.2.6 MECHANISM OF INSECT SELECTIVITY OF FIPRONIL 2293
32.6.3 CHEMISTRY 2293
32.6.3.1 CHEMISTRY AND SYNTHESIS OF FIPROLES AND INTERMEDIATES 1293
32.6.3.2 STRUCTURE-ACTIVITY RELATIONSHIPS 1295 32.6A BIOLOGICAL
PROPERTIES 1296 32.6.4.1 GENERAL 1296 32.6.4.2 BIOLOGICAL SPECTRUM 2297
32.6.4.3 SOIL APPLICATIONS 2297 32.6.4.4 SEED TREATMENT 2298 32.6.4.5
USE IN CROP BAITING SYSTEMS 2298
32.6.4.6 URBAN PEST CONTROL APPLICATIONS 1299
IMAGE 10
XVIII CONTENTS
32.6.4.7 TURF AND ORNAMENTAL APPLICATIONS 1299
32.6.4.8 ANIMAL AND HUMAN HEALTH USES 1300 32.6.4.9 RESISTANCE AND ITS
MANAGEMENT 2300 REFERENCES 2302
32.7 CHLORIDE CHANNEL ACTIVATORS/NEW NATURAL PRODUCTS: AVERMECTINS AND
MILBEMYCINS 2305 THOMAS PITTERNA
32.7.1 INTRODUCTION 1305
32.7.2 MODE OF ACTION 2306 32.7.3 DISCOVERY AND CHEMISTRY OF AVERMECTINS
1308 32.7 A DISCOVERY AND CHEMISTRY OF MILBEMYCINS 1312 32.7.5
ACARICIDAL AND INSECTICIDAL ACTIVITY 1315 32.7.6 SAFETY AND
BIOAVAILABILITY 1319 32.7.7 USE IN AGRICULTURE 1322
REFERENCES 1324
33 NEW UNKNOWN MODES OF ACTION 1327
33.1 SELECTIVE FEEDING BLOCKERS: PYMETROZINE, FLONICAMID, AND
PYRIFLUQUINAZON 1327 PETER MAIENFISCH
33.1.1 INTRODUCTION 1327
33.1.2 PYMETROZINE 1327 33.1.2.1 DISCOVERY 1327 33.1.2.2 PYRIDINE
AZOMETHINES: STRUCTURE-ACTIVITY RELATIONSHIPS 1328 33.1.2.3 SYNTHESIS OF
PYMETROZINE 1328 33.1.2.4 CHEMICAL AND PHYSICAL PROPERTIES OF
PYMETROZINE 1328
33.1.2.5 MODE OF ACTION AND RESISTANCE 1331 33.1.2.6 BIOLOGICAL ACTIVITY
AND USE RECOMMENDATIONS 1333 33.1.2.7 SAFETY PROFILE 1333 33.1.3
FLONICAMID 1333 33.1.3.1 DISCOVERY OF FLONICAMID AND THE
TRIFLUORORNETHYLNICOTINAMIDE
INSECTICIDES 1335
33.1.3.2 TRIFLUOROMETHYLNICOTINAMIDES: STRUCTURE-ACTIVITY RELATIONSHIPS
1335 33.1.3.3 SYNTHESIS OF FLONICAMID 1335 33.1.3.4 CHEMICAL AND
PHYSICAL PROPERTIES OF FLONICAMID 1335 33.1.3.5 MODE OF ACTION OF
FLONICAMID 1335 33.1.3.6 BIOLOGICAL ACTIVITY AND USE RECOMMENDATIONS
2338 33.1.3.7 SAFETY PROFILE OF FLONICAMID 1339 33.1.4 PYRIFLUQUINAZON
2340 33.1.4.1 DISCOVERY OF PYRIFLUQUINAZON 1340
IMAGE 11
CONTENTS XIX
33.1.4.2 STRUCTURE-ACTIVITY RELATIONSHIP 1340
33.1.4.3 SYNTHESIS OF PYRIFLUQUINAZON 1340 33.1.4.4 CHEMICAL AND
PHYSICAL PROPERTIES OF PYRIFLUQUINAZON 1342 33.1.4.5 MODE OF ACTION 2342
33.1.4.6 BIOLOGICAL ACTIVITY AND SAFETY PROFILE OF PYRIFLUQUINAZON 1343
REFERENCES 2344
33.2 ACARICIDES WITH UNDEFINED MODE OF ACTION: BIFENAZATE, CYFLUMETOFEN,
AND AMIDOFLUMET 2346 MARK A. DEKEYSER
33.2.1 INTRODUCTION 1346 33.2.2 BIFENAZATE 1347 33.2.2.1 DISCOVERY AND
STRUCTURE-ACTIVITY RELATIONSHIP 1347 33.2.2.2 BIOLOGY AND BIOCHEMISTRY
1349 33.2.2.3 ECOBIOLOGY 2350 33.2.2.4 REGISTRATION STATUS 2352 33.2.2.5
RESISTANCE BEHAVIOR 2352 33.2.3 CYFLUMETOFEN 2352
33.2.3.1 DISCOVERY 1353 33.2.3.2 BIOLOGY AND BIOCHEMISTRY 1353 33.2.3.3
ECOBIOLOGY 1354 33.2.3.4 REGISTRATION STATUS 2354 33.2.3.5 RESISTANCE
BEHAVIOR 2354 33.2.4 AMIDOFLUMET 2354 33.2.4.1 DISCOVERY AND DEVELOPMENT
1355 33.2.4.2 BIOLOGY AND BIOCHEMISTRY 1355
ACKNOWLEDGMENTS 1356 REFERENCES 2357
33.3 PYRIDALYL: DISCOVERY, INSECTICIDAL ACTIVITY, AND MODE OF ACTION
2358 SHIGERU SAITO AND NORIYASU SAKAMOTO
33.3.1 INTRODUCTION 1358 33.3.2 CHEMISTRY 1360
33.3.2.1 LEAD GENERATION 1360 33.3.2.2 OPTIMIZATION OF THE LEAD COMPOUND
TO PYRIDALYL 2360 33.3.2.3 PHYSICO-CHEMICAL PROPERTIES 2360 33.3.3
BIOLOGICAL ASPECTS 2362 33.3.3.1 INSECTICIDAL ACTIVITY AND USES 1362
33.3.3.2 MODE OF ACTION 1364 33.3.4 COMMERCIAL STATUS 1366 33.3.5
CONCLUSIONS 1366 REFERENCES 1366
IMAGE 12
XX I CONTENTS
33.4 RECENT NEMATICIDES 2367
OLIVIER LOISELEUR, BRIGITTE SLAATS, AND PETER MAIENFISCH
33.4.1 INTRODUCTION 1367
33.4.2 NEMATICIDE CHEMICAL CLASSES AND PRODUCTS 1368 33.4.2.1 FUMIGANTS
1369 33.4.2.2 CARBAMATES AND ORGANOPHOSPHATES 1370 33.4.2.3 ABAMECTIN
1374 33.4.3 EXPERIMENTAL NEMATICIDES 1376 33.4.3.1 SPIROTETRAMAT 1376
33.4.3.2 FLUENSULFONE 1377 33.4.3.3 BENCLOTHIAZ 1383
REFERENCES 1384
34 INSECTICIDES AFFECTING CALCIUM HOMEOSTASIS 2389
34.1 RYANODINE RECEPTOR MODULATORS: DIAMIDES 2389 HIROSHI HAMAGUCHI,
TAKASHI HIROOKA, AND TAKAO MASAKI
34.1.1 INTRODUCTION 1389
34.1.2 INSECTICIDES AFFECTING CALCIUM HOMEOSTASIS 1389 34.1.3 MODE OF
ACTION 2392 34.1.4 SELECTIVITY AND BINDING SITE 1393 34.1.5 CONCLUSIONS
2394
REFERENCES 2395
34.2 FLUBENDIAMIDE 2396 HIROSHI HAMAGUCHI AND TAKASHI HIROOKA
34.2.1 INTRODUCTION 1396
34.2.2 HISTORY OF THE INVENTION 1397 34.2.3 CHEMISTRY 1398
34.2.3.1 CHALLENGE OF CHEMISTRY 1399 34.2.3.2 STRUCTURE-ACTIVITY
RELATIONSHIP 1399 34.2.3.3 X-RAY STRUCTURAL ANALYSIS 1401 34.2.4
BIOLOGICAL PROFILES 1401 34.2.4.1 ACTIVITY AGAINST LEPIDOPTEROUS PESTS
1401
34.2.4.2 FAST-ACTING ACTIVITY AND PERSISTENCE 1402 34.2.4.3
CROSS-RESISTANCE 2406 34.2.5 TOXICITY TOWARDS BENEFICIAL ARTHROPODS 2406
34.2.6 TOXICOLOGICAL PROPERTIES 2407 34.2.7 CONCLUSIONS 2407
ACKNOWLEDGMENTS 2408 REFERENCES 2408
IMAGE 13
CONTENTS XXI
34.3 ANTHRANILIC DIAMIDE INSECTICIDES: CHLORANTRANILIPROLE AND
CYANTRANILIPROLE 1409 GEORGE P. LAHM, DANIEL CORDOVA, JAMES D. BARRY,
JOHN T. ANDALORO, I. BILLY ANNAN, PAULA C. MARCON, HECTOR E. PORTILLO,
THOMAS M. STEVENSON, AND THOMAS P. SELBY
34.3.1 INTRODUCTION 1409 34.3.2 DISCOVERY OF ANTHRANILIC DIAMIDES 2420
34.3.3 DISCOVERY OF CHLORANTRANILIPROLE (RYNAXYPYR ) 2422 34.3.4
DISCOVERY OF CYANTRANILIPROLE (CYAZYPYR*) 2423 34.3.5 CHEMICAL SYNTHESIS
2423 34.3.6 MODE OF ACTION 2425
(R)
34.3.7 BIOLOGICAL PROFILE OF CHLORANTRANILIPROLE (RYNAXYPYR ) 2428
34.3.7.1 INSECTICIDAL POTENCY AND ATTRIBUTES 1418 34.3.7.2 MAMMALIAN AND
ENVIRONMENTAL SAFETY 2420 34.3.7.3 INSECTICIDE RESISTANCE MANAGEMENT
2422 34.3.8 BIOLOGICAL PROFILE OF CYANTRANILIPROLE (CYAZYPYR*) 2422
34.3.9 CONCLUSIONS 2422
REFERENCES 2422
INDEX OF COMMON NAMES 2427
SUBJECT INDEX 2449 |
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| author2 | Kraemer, Wolfgang Jeschke, Peter 1956- |
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| edition | 2., rev. and enl. ed. |
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| id | DE-604.BV039769545 |
| illustrated | Illustrated |
| indexdate | 2024-10-14T14:08:48Z |
| institution | BVB |
| isbn | 9783527329656 |
| language | English |
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| physical | XXXVII S., S. 929-1498 Ill., graph. Darst. |
| publishDate | 2012 |
| publishDateSearch | 2012 |
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| publisher | Wiley-VCH |
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| spelling | Modern crop protection compounds 3 [Insecticides] edited by Wolfgang Krämer [und weiteren] 2., rev. and enl. ed. Weinheim Wiley-VCH 2012 XXXVII S., S. 929-1498 Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Kraemer, Wolfgang edt Jeschke, Peter 1956- (DE-588)1181831407 edt (DE-604)BV022395385 3 DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=024630562&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Modern crop protection compounds |
| title | Modern crop protection compounds |
| title_auth | Modern crop protection compounds |
| title_exact_search | Modern crop protection compounds |
| title_full | Modern crop protection compounds 3 [Insecticides] edited by Wolfgang Krämer [und weiteren] |
| title_fullStr | Modern crop protection compounds 3 [Insecticides] edited by Wolfgang Krämer [und weiteren] |
| title_full_unstemmed | Modern crop protection compounds 3 [Insecticides] edited by Wolfgang Krämer [und weiteren] |
| title_short | Modern crop protection compounds |
| title_sort | modern crop protection compounds insecticides |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=024630562&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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