Modern crop protection compounds: 2 [Fungicides]
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Format: | Buch |
Sprache: | English |
Veröffentlicht: |
Weinheim
Wiley-VCH
2012
|
Ausgabe: | 2., rev. and enl. ed. |
Online-Zugang: | Inhaltsverzeichnis |
Beschreibung: | XXXIII S., S. 535-928 graph. Darst. |
ISBN: | 9783527329656 |
Internformat
MARC
LEADER | 00000nam a2200000 cc4500 | ||
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245 | 1 | 0 | |a Modern crop protection compounds |n 2 |p [Fungicides] |c edited by Wolfgang Krämer [und weiteren] |
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300 | |a XXXIII S., S. 535-928 |b graph. Darst. | ||
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700 | 1 | |a Kraemer, Wolfgang |4 edt | |
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Datensatz im Suchindex
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IMAGE 1
CONTENTS VII
VOLUME 2
II FUNGICIDES 535
OVERVIEW 537 PETER JESCHKE
14 FRAC MODE OF ACTION CLASSIFICATION AND RESISTANCE RISK OF FUNGICIDES
539 KART-HEINZ KUCK, ANDY LEADBEATER, AND ULRICH GISI
14.1 HISTORY OF FUNGICIDE USE 539 14.2 FUNGICIDES: IMPORTANCE OF
INDIVIDUAL MODES OF ACTION 540
BIBLIOGRAFISCHE INFORMATIONEN HTTP://D-NB.INFO/1018414398
DIGITALISIERT DURCH
IMAGE 2
VIII CONTENTS
14.3 FUNGICIDE RESISTANCE 543
14.3.1 MECHANISMS AND OCCURRENCE OF RESISTANCE 543 14.3.2 THE FUNGICIDE
RESISTANCE ACTION COMMITTEE (FRAC) 545 14.3.3 RESISTANCE RISK ASSESSMENT
546 14.3.4 RESISTANCE MANAGEMENT AND RISK MODIFIERS 546 14.4 FUNGICIDE
CLASSES AND MODES OF ACTION 547
REFERENCES 556
15 FUNGICIDES ACTING ON OXIDATIVE PHOSPHORYLATION 559
15.1 THE BIOCHEMISTRY OF OXIDATIVE PHOSPHORYLATION: A MULTIPLICITY OF
TARGETS FOR CROP PROTECTION CHEMISTRY 559 FERGUS EARLEY
15.1.1 INTRODUCTION 559
15.1.2 COMPONENTS OF THE MITOCHONDRIAL ELECTRON-TRANSPORT CHAINS 562
15.1.2.1 COMPLEX I AND ITS INHIBITORS 562 15.1.2.2 COMPLEX III
(CYTOCHROME BEI COMPLEX) AND ITS INHIBITORS 564 15.1.2.3 COMPLEX IV 569
15.1.2.4 SUCCINATE DEHYDROGENASE (COMPLEX II) AND ITS INHIBITORS 570
15.1.2.5 ALTERNATIVE ELECTRON-TRANSPORT CHAINS 572 15.1.3 ENERGY
CONSERVATION 573 15.1.3.1 FIF O ATP SYNTHASE AND ITS INHIBITORS 574
15.1.3.2 INHIBITORS OF THE MITOCHONDRIAL ADP/ATP CARRIER 575 15.1.4
CONCLUDING REMARKS 578 REFERENCES 579
15.2 STROBILURINS AND OTHER COMPLEX III INHIBITORS 584 HUBERT SAUTER
15.2.1 INTRODUCTION 584
15.2.2 EVOLUTION OF STROBILURINS AS AGRICULTURAL FUNGICIDES 587 15.2.3
STRUCTURE-ACTIVITY RELATIONSHIPS OF STROBILURINS 595 15.2.3.1 INTERPLAY
OF TARGET ACTIVITY AND BIOKINETIC BEHAVIOR 595 15.2.3.2 TARGET ACTIVITY
597 15.2.3.3 TRANSPORTATION AND DISTRIBUTION 603 15.2.3.4 METABOLIC
DEGRADATION RATES 607 15.2.3.5 SUMMARY OF STROBILURIN STRUCTURE-ACTIVITY
RELATIONSHIPS 608 15.2.4 BENEFICIAL INFLUENCES ON PLANT PHYSIOLOGY AND
CROP YIELD 609 15.2.5 INSECTICIDAL AND ACARICIDAL ACTIVITY 620 15.2.6
FUNGAL RESISTANCE 611 15.2.7 OTHER COMPLEX III INHIBITORS 613 15.2.7.1
AZOLONES 614 15.2.7.2 N-{N', N'-DIMETHYLAMINOSULFONYL)AZOLES 615
15.2.7.3 AMETOCTRADIN 617
IMAGE 3
CONTENTS IX
15.2.8 SYNTHESIS ROUTES 618
ACKNOWLEDGMENTS 621 REFERENCES 621
15.3 SUCCINATE DEHYDROGENASE INHIBITORS 627 JOACHIM RHEINHEIMER, HEIKO
RIECK, AND PIERRE-YVES COQUERON
15.3.1 SUCCINATE DEHYDROGENASE INHIBITORS: ANILIDES 627 JOACHIM
RHEINHEIMER
15.3.1.1 INTRODUCTION 627 15.3.1.2 ACTIVE INGREDIENTS 631 15.3.1.3
RESEARCH ACTIVITIES AND PATENT SITUATION 632 15.3.1.4 SYNTHESIS 632
15.3.1.5 BIOLOGICAL ACTIVITY AND APPLICATION 633
15.3.1.6 STRUCTURE-ACTIVITY RELATIONSHIPS 634 15.3.1.7 RESISTANCE 635
15.3.1.8 METABOLISM 635 15.3.1.9 DISCUSSION 636
ACKNOWLEDGMENTS 637 REFERENCES 637
15.3.2 SUCCINATE DEHYDROGENASE INHIBITORS: PYRIDINYL-ETHYL BENZAMIDE 639
HEIKO RIECK AND PIERRE-YVES COQUERON
15.3.2.1 INTRODUCTION 639 15.3.2.2 ORIGIN OF THE CHEMICAL STRUCTURE 639
15.3.2.3 INFLUENCE OF STRUCTURAL ELEMENTS ON THE BIOLOGICAL SPECTRUM 641
15.3.2.4 SYNTHESIS OF FLUOPYRAM 641 15.3.2.5 BIOLOGICAL ACTIVITY AND
APPLICATION RATES 644 15.3.2.6 CONCLUSIONS 645 ACKNOWLEDGMENTS 645
REFERENCES 645
15.4 UNCOUPLERS OF OXIDATIVE PHOSPHORYLATION 645 WILLIAM G. WHITTINGHAM
15.4.1 INTRODUCTION 645 15.4.2 MECHANISM OF ACTION OF UNCOUPLERS 646
15.4.3 SELECTIVITY AND TOXICITY 648 15.4.4 RESISTANCE 650
15.4.5 PHYSICO-CHEMICAL PROPERTIES OF PROTONOPHORIC UNCOUPLERS 651
15.4.6 CHEMICAL UNCOUPLERS 653 15.4.7 DINITROPHENOLS 659
IMAGE 4
X CONTENTS
15.4.8 ARYLHYDRAZONES, INCLUDING FERIMZONE 660
15.4.9 DIARYLAMINES, INCLUDING FLUAZINAM 662 REFERENCES 664
15.5 NADH INHIBITORS (COMPLEX I) 670 HARALD WALTER
15.5.1 INTRODUCTION 670
15.5.2 THE AMINOALKYLPYRIMIDINES 671 15.5.2.1 THE COMPETITORS'
CONTRIBUTIONS IN THE AMINOALKYLPYRIMIDINE AREA 675 15.5.2.2 SUMMARY:
AMINOALKYLPYRIMIDINES 677 15.5.3 ARYLACETIC ACID AMIDES DERIVED FROM
4-AMINOPYRIDINES AND
4-AMINOQUINOLINES 677 15.5.4 PHENYLACETIC ACID AMIDES DERIVED FROM
AMINOPYRIMIDINES AND AMINOQUINAZOLINES 681 15.5.5 ARYLSULFONYL ACID
AMIDES DERIVED FROM
HETEROARYLMETHYLAMINES 683 15.5.6 OTHER LEADS IN THE AREA OF COMPLEX I
INHIBITORS 686 15.5.7 CONCLUSIONS AND SUMMARY 687
REFERENCES 687
16 FUNGICIDES ACTING ON AMINO ACIDS AND PROTEIN SYNTHESIS 693
16.1 NATURAL COMPOUNDS USED IN AGRICULTURE INTERFERING IN PROTEIN
SYNTHESIS OF FUNGI AND BACTERIA 693 HEINRICH BUCHENAUER AND FRANK WALKER
16.1.1 INTRODUCTION 693
16.1.2 GENERAL MECHANISMS OF PROTEIN BIOSYNTHESIS 693 16.1.3 BLASTICIDIN
S 694
16.1.4 KASUGAMYCIN 696 16.1.5 MILDIOMYCIN 698 16.1.6 CYCLOHEXIMIDE 699
16.1.7 STREPTOMYCIN 700
REFERENCES 703
16.2 ANILINOPYRIMIDINES: METHIONINE BIOSYNTHESIS INHIBITORS 706 ULRICH
GISI AND URS MUELLER
16.2.1 INTRODUCTION 706
16.2.2 CHEMISTRY OF THE ANILINOPYRIMIDINES 706 16.2.3 BIOLOGICAL
ACTIVITY 709 16.2.4 STRUCTURE-ACTIVITY RELATIONSHIPS 710 16.2.5 MODE OF
ACTION AND MECHANISM OF RESISTANCE 711 16.2.6 DEGRADATION AND METABOLISM
723
REFERENCES 723
IMAGE 5
CONTENTS \ XI
17 FUNGICIDES ACTING ON SIGNAL TRANSDUCTION 725
17.1 MODE OF ACTION 725
ANDREW CORRAN
17.1.1 PHENYLPYRROLES AND DICARBOXIMIDES 715 17.1.2 QUINOXYFEN 719
REFERENCES 720
17.2 CHEMISTRY AND BIOLOGY OF FLUDIOXONIL, FENPICLONIL, AND QUINOXYFEN
722 GERTRUDE KNAUF-BEITER AND RONALD ZEUN
17.2.1 PHENYLPYRROLES: FENPICLONIL AND FLUDIOXONIL 722 17.2.1.1
CHEMISTRY 722 17.2.1.2 BIOLOGY 726 17.2.2 QUINOXYFEN 732 17.2.2.1
CHEMISTRY 731 17.2.2.2 BIOLOGY 732
REFERENCES 733
18 FUNGICIDES ACTING ON MITOSIS AND CELL DIVISION 739
18.1 ZOXAMIDE: AN ANTITUBULIN FUNGICIDE FOR THE CONTROL OF OOMYCETE
PATHOGENS 739 DAVID H. YOUNG
18.1.1 INTRODUCTION 739 18.1.2 MECHANISM OF ACTION 739 18.1.3 ANALYSIS
OF THE BENZAMIDE BINDING SITE USING RADIOLIGAND BINDING ASSAYS 740
18.1.4 CROSS-RESISTANCE RELATIONSHIPS BETWEEN ZOXAMIDE, CARBENDAZIM, AND
DIETHOFENCARB 742 18.1.5 STRUCTURE-ACTIVITY RELATIONSHIPS 743 18.1.6
SYNTHESIS OF ZOXAMIDE 744 18.1.7 RESISTANCE RISK 745 18.1.8 METABOLISM
AND TOXICOLOGY 746 18.1.9 BIOLOGY AND USE IN AGRICULTURE 746
REFERENCES 747
18.2 PENCYCURON: A PHENYLUREA FUNGICIDE FOR RHIZOCTONIA SOLANI 748 ISAO
UEYAMA AND YOSHIO KURAHASHI
18.2.1 INTRODUCTION 748 18.2.1.1 OVERVIEW OF THE COMPOUND 748 18.2.1.2
PENCYCURON: BACKGROUND TO THE DEVELOPMENT 749
IMAGE 6
XII CONTENTS
18.2.2 CHEMISTRY 750
18.2.2.1 DEVELOPMENTAL HISTORY 750 18.2.2.2 STRUCTURE-ACTIVITY
RELATIONSHIPS 753 18.2.3 CHEMICAL SYNTHESIS AND PHYSICO-CHEMICAL
PROPERTIES 755 18.2.3.1 PREPARATION OF PENCYCURON 755 18.2.3.2
PHYSICO-CHEMICAL PROPERTIES OF PENCYCURON 756 18.2.4 MODE OF ACTION AND
BIOLOGY 756 18.2.4.1 MODE OF ACTION 756 18.2.4.2 BIOLOGY 757 18.2.4.3
SENSITIVITY TO SEVERAL ANASTOMOSIS GROUPS (AGS) OF RHIZOCTONIA
SOLANI 757
18.2.5 TOXICOLOGY, ECOTOXICOLOGY, AND METABOLISM 758 18.2.5.1 TOXICOLOGY
AND ECOTOXICOLOGY 758 18.2.5.2 METABOLISM OF PENCYCURON 759 REFERENCES
760
19 STEROL BIOSYNTHESIS INHIBITORS 762 KARL-HEINZ KUCK, KLAUS STENZEL,
AND JEAN-PIERRE VORS
19.1 STEROL BIOSYNTHESIS INHIBITOR SBI FUNGICIDES IN AGRICULTURE 762
19.1.1 MARKET IMPORTANCE OF SBI FUNGICIDES 763 19.1.2 BIOCHEMICAL
TARGETS OF SBI FUNGICIDES 763 19.1.3 SBI CLASSES 764
19.2 SBI CLASS I: DMI FUNGICIDES 767
19.2.1 PIPERAZINES, PYRIDINES, PYRIMIDINES, AND IMIDAZOLES 770 19.2.1.1
PEFURAZOATE 773 19.2.1.2 OXPOCONAZOLE 774 19.2.2 TRIAZOLES 776
19.2.2.1 TRIAZOLES LAUNCHED BEFORE 1990 776 19.2.2.2 TRIAZOLE FUNGICIDES
LAUNCHED SINCE 1990 776 19.3 SBI CLASS II: AMINES 793
19.3.1 MORPHOLINES AND PIPERIDINES 793 19.3.2 BIOCHEMICAL TARGETS OF
AMINES 793 19.3.3 SPIROXAMINE: THE FIRST OF THE SPIROKETALAMINES 795
19.4 SBI CLASS III: HYDROXYANILIDES 796 19.4.1 FENHEXAMID: THE FIRST OF
THE HYDROXYANILIDES 796 19.4.2 BIOCHEMICAL TARGET OF FENHEXAMID 798
19.4.3 BIOLOGY 798
19.5 SBI CLASS IV: SQUALENE EPOXIDASE INHIBITORS 801 REFERENCES 802
20 CARBOXYLIC ACID AMIDE (CAA) FUNGICIDES 807 ULRICH GISI, CLEMENS
LAMBERTH, ANDREAS MEHL, AND THOMAS SEITZ
20.1 INTRODUCTION 807
20.2 CHEMISTRY OF THE CARBOXYLIC ACID AMIDES 809
IMAGE 7
CONTENTS XIII
20.2.1 CINNAMIC ACID AMIDES 809
20.2.1.1 DIMETHOMORPH 809 20.2.1.2 FLUMORPH 810 20.2.1.3 PYRIMORPH 812
20.2.2 AMINO ACID AMIDES 822 20.2.2.1 IPROVALICARB 812 20.2.2.2
BENTHIAVALICARB 814 20.2.2.3 VALIFENALATE 826 20.2.2.4 AMINOSULFONES
(EXPERIMENTAL COMPOUNDS) 827 20.2.2.5 N-SULFONYL AMINO ACID AMIDES
(EXPERIMENTAL COMPOUNDS) 828 20.2.3 MANDELIC ACID AMIDES 828 20.2.3.1
MANDIPROPAMID 818 20.2.3.2 GLYOXYLIC ACID DERIVATIVES (EXPERIMENTAL
COMPOUNDS) 822 20.3 BIOLOGICAL ACTIVITY OF CARBOXYLIC ACID AMIDES 824
20.4 MODE OF ACTION AND MECHANISM OF RESISTANCE OF THE CAA
FUNGICIDES 825 REFERENCES 828
21 FLUOPICOLIDE: A NEW ANTI-OOMYCETES FUNGICIDE? 832 VALERIE TOQUIN,
MARIE-PASCALE LATORSE, AND ROLAND BEFFA
21.1 INTRODUCTION 831
21.2 CHEMICAL AND PHYSICAL PROPERTIES 831 21.3 TOXICOLOGY/ECOTOXICOLOGY
832 21.4 SPECTRUM OF ACTIVITY 833 21.4.1 EFFECT ON ZOOSPORES AND
MYCELIAL GROWTH OF P. INFESTANS 833
21.5 EFFECT OF FLUOPICOLIDE ON SPECTRIN-IIKE PROTEIN DISTRIBUTION 834
21.5.1 CHARACTERIZATION OF SPECTRIN-LIKE PROTEINS IN P. INFESTANS BY
BIOANALYSIS 835 21.6 CONCLUSION 837
REFERENCES 838
22 MELANIN SYNTHESIS IN THE CELL WALL 839 MICHAEL SCHINDLER, HARUKO
SAWADA, AND KLAUS TIETJEN
22.1 BIOLOGICAL OCCURRENCE AND FUNCTION OF MELANIN IN FUNGI 839 22.2
OVERVIEW: FUNGICIDES INHIBITING DHN MELANIN BIOSYNTHESIS 842
22.3 BIOLOGY OF SCYTALONE DEHYDRATASE INHIBITORS 842 22 A BIOCHEMICAL
REACTION MECHANISM OF SCYTALONE DEHYDRATASE AND STRUCTURE-BASED
INHIBITOR DESIGN 850 22.4.1 X-RAY STRUCTURES AND THE ACTIVE SITE OF
SCYTALONE
DEHYDRATASE 850
22.4.2 COMPUTATIONAL INVESTIGATIONS OF THE ENZYME MECHANISM 854 22.4.3
COMPARISON OF INHIBITOR STRUCTURES IN THE SD BINDING NICHE 855
IMAGE 8
XIV CONTENTS
22.4.4 COMPLEMENTARY INFORMATION BY SITE-DIRECTED
MUTATIONS 857
22.5 CHEMISTRY AND STEREOCHEMISTRY OF CARPROPAMID 857 22.6 RESISTANCE
PROBLEMS AND SUCCESSFUL MANAGEMENT IN JAPAN 858 22.7 FINAL REMARKS 860
REFERENCES 861
23 FUNGICIDES WITH UNKNOWN MODE OF ACTION 865 STEFAN HILLEBRAND,
JEAN-LUC ZUNDEL, AND KLAUS TIETJEN
23.1 23.2 23.3 23.4
23.5 23.6 23.7
INTRODUCTION 865 CYMOXANIL 865 FOSETYL-ALUMINUM 869 FLUSULFAMIDE 873
DIDOMEZINE 875 TRIAZOXIDE 877 TEBUFLOQUIN 879
REFERENCES 882
24 RECENTLY INTRODUCED POWDERY MILDEW FUNGICIDES 887 JOCHEN DIETZ
24.1 INTRODUCTION 887
24.2 CYFLUFENAMID 887
24.2.1 DISCOVERY 887
24.2.2 CROSS-RESISTANCE AND MODE OF ACTION 889 24.2.3 MANUFACTURING
PROCESS 890 24.2.4 FUNGICIDAL PROFILE 890 24.2.5 REGISTRATION, PRODUCTS,
FORMULATIONS, AND CROPS 890
24.3 METRAFENONE 891
24.3.1 CROSS-RESISTANCE AND MODE OF ACTION 892 24.3.2 MANUFACTURING
PROCESS 892 24.3.3 FUNGICIDAL PROFILE 892 24.3.4 REGISTRATION, PRODUCTS,
FORMULATION, AND CROPS 893 24.4 PYRIOFENONE 893
24.5 PROQUINAZID 893
24.5.1 DISCOVERY 894
24.5.2 MANUFACTURING PROCESS 895 24.5.3 CROSS-RESISTANCE AND MODE OF
ACTION 895 24.5.4 FUNGICIDAL PROFILE 896 24.5.5 REGISTRATION, PRODUCTS,
FORMULATION, AND CROPS 896
24.6 FLUTIANIL 896
IMAGE 9
CONTENTS XV
24.7 CONCLUSIONS 897
ACKNOWLEDGMENTS 898 REFERENCES 898
25 NEWEST ASPECTS OF NUCLEIC ACID SYNTHESIS INHIBITORS: METALAXYL-M 902
URS MUELLER AND ULRICH GISI
25.1 INTRODUCTION 902
25.2 CHEMISTRY OF METALAXYL-M/MEFENOXAM 902 25.3 BIOLOGICAL ACTIVITY 904
25.4 MODE OF ACTION AND MECHANISM OF RESISTANCE 904 25.5 DEGRADATION AND
METABOLISM OF THE TWO ENANTIOMERS 906
REFERENCES 907
26 HOST DEFENSE INDUCERS 909
VALERIE TOQUIN, CATHERINE SIRVEN, LUTZ ASSMANN, AND HARUKO SAWADA
26.1 INTRODUCTION 909
26.2 GENERAL MECHANISM OF INDUCED RESISTANCE 920 26.2.1 INDUCED
RESISTANCE 910 26.2.2 SYSTEMIC SIGNALS IN SYSTEMIC ACQUIRED RESISTANCE
922 26.2.3 SIGNAL PERCEPTION AND TRANSDUCTION 912 26.2.4 BIOCHEMICAL
CHANGES IN SYSTEMIC ACQUIRED RESISTANCE 922 26.2.5 PRIMING IN SYSTEMIC
ACQUIRED RESISTANCE 923 26.3 MARKET PRODUCTS 923
26.3.1 PROBENAZOLE 913 26.3.1.1 SYNTHESIS OF PROBENAZOLE 914 26.3.1.2
SYSTEMIC ACQUIRED RESISTANCE INDUCTION BY PROBENAZOLE 914 26.3.2
ACIBENZOLAR-S-METHYL 925 26.3.2.1 SYNTHESIS OF ACIBENZOLAR-S-METHYL 925
26.3.2.2 SYSTEMIC ACQUIRED RESISTANCE INDUCTION BY
ACIBENZOLAR-S-METHYL 926 26.3.3 TIADINIL 927
26.3.3.1 SYNTHESIS OF TIADINIL 917 26.3.3.2 SYSTEMIC ACQUIRED RESISTANCE
BY TIADINIL 928 26.3.4 ISOTIANIL 929
26.3.4.1 SYNTHESIS OF ISOTIANIL 919 26.3.4.2 SYSTEMIC ACQUIRED
RESISTANCE BY ISOTIANIL 929 26.3.4.3 GENE EXPRESSION PROFILING
EXPERIMENTS 920 26.4 SUMMARY AND OUTLOOK 925
REFERENCES 926 |
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indexdate | 2024-10-14T14:08:48Z |
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publisher | Wiley-VCH |
record_format | marc |
spelling | Modern crop protection compounds 2 [Fungicides] edited by Wolfgang Krämer [und weiteren] 2., rev. and enl. ed. Weinheim Wiley-VCH 2012 XXXIII S., S. 535-928 graph. Darst. txt rdacontent n rdamedia nc rdacarrier Kraemer, Wolfgang edt Jeschke, Peter 1956- (DE-588)1181831407 edt (DE-604)BV022395385 2 DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=024630557&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 2 [Fungicides] edited by Wolfgang Krämer [und weiteren] |
title_fullStr | Modern crop protection compounds 2 [Fungicides] edited by Wolfgang Krämer [und weiteren] |
title_full_unstemmed | Modern crop protection compounds 2 [Fungicides] edited by Wolfgang Krämer [und weiteren] |
title_short | Modern crop protection compounds |
title_sort | modern crop protection compounds fungicides |
url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=024630557&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
volume_link | (DE-604)BV022395385 |
work_keys_str_mv | AT kraemerwolfgang moderncropprotectioncompounds2 AT jeschkepeter moderncropprotectioncompounds2 |