Combinatorial chemistry: from theory to application
Gespeichert in:
| Format: | Buch |
|---|---|
| Sprache: | English |
| Veröffentlicht: |
Weinheim
Wiley-VCH
2006
|
| Ausgabe: | 2., rev. ed. |
| Schriftenreihe: | Methods and principles in medicinal chemistry
26 |
| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | XXII, 672 S. Ill., graph. Darst. |
| ISBN: | 3527306935 |
Internformat
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| 245 | 1 | 0 | |a Combinatorial chemistry |b from theory to application |c Willi Bannwarth ...(eds.) |
| 250 | |a 2., rev. ed. | ||
| 264 | 1 | |a Weinheim |b Wiley-VCH |c 2006 | |
| 300 | |a XXII, 672 S. |b Ill., graph. Darst. | ||
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| 490 | 1 | |a Methods and principles in medicinal chemistry |v 26 | |
| 650 | 7 | |a Chimie combinatoire - Technique |2 ram | |
| 650 | 7 | |a Composés organiques - Synthèse |2 ram | |
| 650 | 4 | |a Combinatorial Chemistry Techniques | |
| 650 | 4 | |a Combinatorial chemistry | |
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Datensatz im Suchindex
| _version_ | 1817704598147694592 |
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WILLI BANNWARTH, BERTHOLD HINZEN (EDS.) COMBINATORIAL CHEMISTRY FROM
THEORY TO APPLICATION SECOND REVISED EDITION WILEY- VCH WILEY-VCH VERLAG
GMBH & CO. KGAA SERIES EDITORS: PROF. DR. RAIMUND MANNHOLD BIOMEDICAL
RESEARCH CENTER MOLECULAR DRUG RESEARCH GROUP HEINRICH-HEINE-UNIVERSITAET
UNIVERSTAETSSTRASSE 1 40225 DUESSELDORF GERMANY
RAIMUND.MANNHOLD@UNI-DUESSELDORF.DE PROF. DR. HUGO KUBINYI
DONNERSBERGSTRASSE 9 67256 WEISENHEIM AM SAND GERMANY
KUBINYI@T-ONLINE.DE PROF. DR. GERD FOLKERS COLLEGIUM HELVETICUM STW/ETH
ZENTRUM 8092 ZUERICH SWITZERLAND FOLKERS @ COLLEGIUM. ETHZ.CH VOLUME
EDITORS: PROF. DR. WILLI BANNWARTH INSTITUT FUER ORG. CHEMIE UND
BIOCHEMIE UNIVERSITAET FREIBURG ALBERTSTRASSE 21 79104 FREIBURG GERMANY
WILLI.BANNWARTH@ORGANIK.CHEMIE.UNI- FREIBURG.DE DR. BERTHOLD HINZEN
BAYER AG POSTFACH 101709 42096 WUPPERTAL
BERTHOLD.HINZEN@BAYERHEALTHCARE.COM THIS BOOK WAS CAREFULLY PRODUCED.
NEVERTHE- LESS, AUTHORS, EDITORS AND PUBLISHER DO NOT WARRANT THE
INFORMATION CONTAINED THEREIN TO BE FREE OF ERRORS. READERS ARE ADVISED
TO KEEP IN MIND THAT STATEMENTS, DATA, ILLUSTRA- TIONS, PROCEDURAL
DETAILS OR OTHER ITEMS MAY INADVERTENTLY BE INACCURATE. COVER
ILLUSTRATION: LIBRARY OF CONGRESS CARD NO. APPLIED FBR. BRITISH LIBRARY
CATALOGUING-IN-PUBLICATION DATA: A CATALOGUE RECORD FOR THIS BOOK IS
AVAILABLE FROM THE BRITISH LIBRARY DIE DEUTSCHE BIBLIOTHEK - CIP
CATALOGUING- IN-PUBLICATION-DATA: A CATALOGUE RECORD FOR THIS
PUBLICATION IS AVAILABLE FROM DIE DEUTSCHE BIBLIOTHEK ISBN 3-527-30693-5
2006 WILEY-VCH VERLAG GMBH & CO. KGAA, WEINHEIM PRINTED ON ACID-FREE
AND CHLORINE-FREE PAPER ALL RIGHTS RESERVED (INCLUDING THOSE OF TRANS-
LATION INTO OTHER LANGUAGES). NO PART OF THIS BOOK MAY BE REPRODUCED IN
ANY FORM - BY PHOTOPRINTING, MICROFILM, OR ANY OTHER MEANS - NOR
TRANSMITTED OR TRANSLATED INTO A MACHINE LANGUAGE WITHOUT WRITTEN
PERMIS- SION FROM THE PUBLISHERS. REGISTERED NAMES, TRADEMARKS, ETC.
USED IN THIS BOOK, EVEN WHEN NOT SPECIFICALLY MARKED AS SUCH, ARE NOT TO
BE CONSIDERED UNPROTECTED BY LAW. COVER: GRAFIK-DESIGN SCHULZ,
FUSSGOENHEIM COMPOSITION: TYPOMEDIA GMBH, OSTFILDEM PRINTING: STRAUSS
GMBH, MOERLENBACH BOOKBINDING: LITGES & DOPF BUCHBINDEREI GMBH,
HEPPENHEIM PRINTED IN THE FEDERAL REPUBLIC OF GERMANY. TABLE OF CONTENTS
1 1.1 1.2 1.2.1 1.2.2 1.2.3 1.2.4 1.3 1.3.1 1.3.2 1.3.3 1.4 1.4.1 1.5
1.5.1 1.5.2 1.6 1.7 2 2.1 2.2 2.2.1 2.2.2 2.2.2.1 2.2.2.2 2.2.2.3
2.2.2.4 2.2.2.5 2.2.2.6 2.2.3 2.2.3.1 2.2.3.2 PREFACE GENERAL
INTRODUCTION LIST OF AUTHORS PURIFICATION PRINCIPLES IN HIGH-SPEED
SOLUTION-PHASE SYNTHESIS STEFFEN WEINBRENNER AND C. CHRISTOPH TZSCHUCKE
INTRODUCTION LIQUID-LIQUID EXTRACTION AQUEOUS WORK-UP PHASE-SEPARATION
TECHNIQUES FLUOROUS BIPHASIC SYSTEMS IONIC LIQUIDS SOLID-PHASE
EXTRACTION SILICA GEL AND ALUMINA FLUOROUS SILICA GEL ION EXCHANGE
COVALENT SCAVENGERS SOLUTION SCAVENGERS POLYMER-ASSISTED SOLUTION-PHASE
CHEMISTRY (PASP) SCAVENGER RESINS RESIN CAPTURE COMPLEX PURIFICATION
STRATEGIES CONCLUSION AND OUTLOOK REFERENCES LINKERS FOR SOLID-PHASE
ORGANIC SYNTHESIS (SPOS) AND COMBINATORIAL APPROACHES ON SOLID SUPPORTS
WILLI BANNWARTH GENERAL LINKERS FOR FUNCTIONAL GROUPS LINKERS FOR
CARBOXYL FUNCTIONS LINKERS FOR AMINO FUNCTIONS LINKERS BASED ON
BENZYLOXYCARBONYL (Z) LINKER BASED ON TERT-BUTYLOXYCARBONYL (BOC) A
URETHANE LINKER CLEAVABLE BY FLUORIDE IONS BENZYL-LINKED APPROACHES FOR
SECONDARY AMINES LINKERS BASED ON ACETYLDIMEDONE TRITYL LINKER LINKERS
FOR THE ATTACHMENT OF ALCOHOLS OR PHENOLS LINKER BASED ON THE
TETRAHYDROPYRANYL (THP) GROUP SILYL LINKER FOR THE ATTACHMENT OF
ALCOHOLS XV XVII XXI 1 1 2 2 6 6 9 10 10 11 14 19 19 21 21 24 26 29 29
33 33 34 34 36 36 40 41 42 44 46 50 50 53 2.2.3.3 2.2.3.4 2.2.3.5 2.2.4
2.3 2.3.1 2.3.2 2.3.3 2.3.4 2.3.5 2.3.6 2.3.7 2.3.8 2.3.9 2.3.10 2.3.11
2.4 2.4.1 2.4.2 2.4.3 2.5 2.6 2.7 3 3.1 3.2 3.2.1 3.2.2 3.2.3 3.2.4
3.2.5 3.2.6 3.2.7 3.2.8 3.2.9 3.2.10 3.2.11 3.2.12 MISCELLANEOUS LINKERS
FOR ALCOHOLS SERINE-BASED LINKER FOR PHENOLS CARBOXY-FUNCTIONALIZED
RESINS FOR THE ATTACHMENT OF PHENOLS ACETAL LINKER FOR THE PREPARATION
OF ALDEHYDES TRACELESS LINKER SYSTEMS APPLICATION OF HOFMANN ELIMINATION
IN LINKER DESIGN TRACELESS LINKERS BASED ON SILYL FUNCTIONALIZATION
TRACELESS LINKERS BASED ON C*C COUPLING STRATEGIES TRACELESS LINKERS
BASED ON IR-COMPLEXATION TRACELESS LINKERS BASED ON OLEFIN METATHESIS
TRACELESS SYNTHESIS USING POLYMER-BOUND TRIPHENYLPHOSPHINE
DECARBOXYLATION-BASED TRACELESS LINKING TRACELESS LINKER BASED ON ARYL
HYDRAZIDES TRIAZENE-BASED TRACELESS LINKER TRACELESS LINKER BASED ON
SULFONES TRACELESS CONCEPT BASED ON CYCLOADDITION-CYCLOREVERSION
PHOTOLABILE LINKER UNITS INTRODUCTION LINKERS BASED ON O -NITROBENZYL
PHOTOCLEAVABLE LINKER BASED ON PIVALOYL GLYCOL SAFETY-CATCH LINKERS DUAL
LINKERS AND ANALYTICAL CONSTRUCTS SUMMARY AND OUTLOOK REFERENCES
CYCLATIVE CLEAVAGE: A VERSATILE CONCEPT IN SOLID-PHASE ORGANIC CHEMISTRY
JOSEF PERNERSTORFER PRINCIPLES CARBON-HETEROATOM BOND FORMATION
HYDANTOINS PYRAZOLONES 2-AMINOIMIDAZOLONES URAZOLES AND THIOURAZOLES
OXAZOLIDINONES DIKETOPIPERAZINE DERIVATIVES 4,5-DIHYDRO-3(2 H
)-PYRIDAZINONES DIHYDROPYRIDINES 5,6-DIHYDROPYRIMIDINE-2,4-DIONES 2,4-(1
H ,3 H )-QUINAZOLINEDIONES QUINAZOLIN-4(3 H )-ONES 4-HYDROXYQUINOLIN-2(1
H )-ONES 56 57 58 58 61 61 64 68 71 71 78 80 81 83 85 85 89 89 89 91 93
101 105 105 111 111 112 112 115 116 118 119 120 123 124 125 126 126 128
3.2.13 3.2.14 3.2.15 3.2.16 3.2.17 3.3 3.3.1 3.3.2 3.3.3 3.3.4 3.3.5 3.4
3.4.1 3.4.2 3.5 4 4.1 4.2 4.2.1 4.2.2 4.2.3 4.2.4 4.2.5 4.2.6 4.2.6.1
4.3 4.3.1 4.3.2 4.3.3 4.4 4.4.1 4.4.2 4.5 4.5.1 4.5.2 4.5.3 4.5.4 4.5.5
3,4-DIHYDROQUINOXALIN-2-ONES 1,4-BENZODIAZEPINE-2,5-DIONES OXACEPHAMS
LACTONES TETRAHYDROFURANS FORMATION OF C*C BONDS TETRAMIC ACIDS
WITTIG-TYPE REACTIONS STILLE REACTIONS S -YLIDES RING-CLOSING METATHESIS
MISCELLANEOUS FURANS PHENOLS SUMMARY REFERENCES C*C BOND-FORMING
REACTIONS WOLFGANG K.-D. BRILL AND GIANLUCA PAPEO GENERAL TRANSITION
METAL-MEDIATED VINYLATIONS, ARYLATIONS, AND ALKYLATIONS THE SUZUKI
COUPLING THE HECK REACTION THE SONOGASHIRA COUPLING THE STILLE COUPLING
REMARKS ON PD-MEDIATED COUPLINGS ON A POLYMERIC SUPPORT EXPERIMENTAL
APPROACH MATERIALS AND METHODS MISCELLANEOUS ARYL-ARYL COUPLINGS
ULLMANN/WURZ COUPLING ON A POLYMERIC SUPPORT INTERMOLECULAR ALKYL-ALKYL
COUPLING NEGISHI COUPLINGS ALKENE METATHESIS REACTIONS RING-CLOSING
METATHESIS (RCM) REACTIONS CROSS-METATHESIS (CM) REACTIONS CYCLOADDITION
REACTIONS ON A POLYMERIC SUPPORT C1 FRAGMENTS (ADDITIONS OF CARBENES TO
ALKENES) ELECTRON-DEFICIENT C2 FRAGMENTS (CYCLOADDITIONS INVOLVING
AZOMETHINES, NITRONES, NITRILE OXIDES, AND DIENES) ELECTRON-RICH C2
FRAGMENTS ([2 + 1], [2 + 2], [2 + 3], [2 + 4]-CYCLOADDITIONS, ADDITIONS
WITH NITRILE IMINES, NITRILE OXIDES, AND CHALCONES) C*X FRAGMENT ON
SOLID SUPPORT C*C*X FRAGMENTS ON THE POLYMERIC SUPPORT 128 129 129 130
133 133 133 134 136 137 137 137 138 138 140 140 143 143 143 144 159 164
172 174 175 175 189 189 190 192 193 195 199 200 201 207 216 224 229
4.5.6 C*X*C FRAGMENT 233 4.5.7 C*X*Y-FRAGMENT (NITRILE OXIDE ON SOLID
PHASE) 235 4.5.8 C*C*C*C FRAGMENTS ON SOLID PHASE 237 4.5.9 C*C*C*X
FRAGMENTS ON SOLID SUPPORT 252 4.5.10 C*C*X*C FRAGMENT ON SOLID SUPPORT
(GRIECO THREE-COMPONENT CONDENSATION) 254 4.5.11 C*X*X*C FRAGMENT ON
SOLID SUPPORT 255 4.5.12 C*C*X*X FRAGMENT ON SOLID SUPPORT ([4 +
1]-CYCLOADDITION) 257 4.5.13 CYCLOADDITIONS INVOLVING LARGER
SUPPORT-BOUND FRAGMENTS: INTRAMOLECULAR 257 HETERO DIELS-ALDER 4.5.14
PAUSON-KHAND AND NICOLAS REACTION 260 4.5.15 C-NITROALKENE ADDITIONS 263
4.6 MULTICOMPONENT REACTIONS (MCRS) 263 4.6.1 UGI FOUR-COMPONENT
REACTION 264 4.6.1.1 UGI REACTION WITH SOLID-SUPPORTED ISONITRILES 264
4.6.1.2 UGI REACTION WITH SOLID-SUPPORTED AMINES 267 4.6.1.3 UGI
REACTION WITH SOLID-SUPPORTED CARBOXYLIC ACID 269 4.6.1.4 DERIVATIZATION
OF BORONIC ACIDS 270 4.6.2 OTHER MCRS USING ISONITRILES 271 4.6.2.1
PETASIS (BORONO-MANNICH) CONDENSATION 271 4.6.2.2
IMIDAZO[1,2-?]PYRIDINES 272 4.6.2.3 BIGINELLI DIHYDROPYRIMIDINES
SYNTHESIS 273 4.6.2.4 THIOPHENE SYNTHESIS 275 4.6.2.5
TETRAHYDROPYRIDONES 276 4.6.2.6 CYCLIZATION 278 4.6.2.7 CLEAVAGE 278 4.7
ELECTROPHILES BOUND TO THE POLYMERIC SUPPORT 278 4.7.1 REACTIONS WITH
ORGANYLS OF ZN, MG, LI 278 4.7.1.1 REACTIONS INVOLVING GRIGNARD
REAGENTS, ORGANOLITHIUM, AND ORGANOZINC 279 REAGENTS 4.7.1.2 REACTIONS
WITH WATER-SENSITIVE REAGENTS SUCH AS GRIGNARD REAGENTS, LITHIUM 279
ALKYLS, OR ZINC ORGANYLS [375] ON SOLID PHASES 4.7.2 INDIUM-MEDIATED
ALLYLATION OF SUPPORT-BOUND ALDEHYDES 282 4.7.3 SN/PD-MEDIATED
C-ALLYLATION OF SOLID-PHASE-BOUND ALDEHYDES 284 4.7.4 METAL-FREE
ALKYLATIONS BY ACYL HALIDES ON POLYMERIC SUPPORTS 286 4.7.5 NUCLEOPHILIC
AROMATIC SUBSTITUTION WITH C-NUCLEOPHILES 286 4.7.6 PYRIDINE-N-OXIDES
289 4.7.7 TRAPPING PHOSPHORUS YLIDES WITH A KETONE BOUND TO THE SOLID
PHASE 289 4.7.8 MICHAEL ACCEPTOR ON SOLID PHASE (ROUTE TO
3,4,6-TRISUBSTITUTED PYRID-2-ONES) 290 4.7.9 SOLID PHASE N-ACYLIMINIUM
IONS, IMINES AND GLYOXYLATE CHEMISTRY 291 4.7.10 SOLID-SUPPORTED IMINES
AND GLYOXYLATE 294 4.7.11 SOLID-PHASE PICTET-SPENGLER REACTIONS 299
4.7.12 SOLID-PHASE BAYLIS-HILLMAN REACTION 307 4.7.13 4.7.14 4.7.15
4.7.16 4.8 4.8.1 4.8.2 4.8.3 4.8.4 4.8.5 4.9 4.10 5 5.1 5.2 5.3 5.4 5.5
5.6 5.7 5.8 5.9 5.10 5.10.1 5.10.2 5.11 5.12 5.12.1 5.12.2 5.12.3 5.13
5.14 5.15 5.16 5.17 5.18 5.19 SOLID-PHASE FISCHER INDOLE SYNTHESIS
SOLID-PHASE MADELUNG INDOLE SYNTHESIS BORON ENOLATES WITH SUPPORT-BOUND
ALDEHYDES SUMMARY OF SOLID-SUPPORTED ELECTROPHILES GENERATION OF
CARBANIONS ON SOLID SUPPORTS TRANSITION METAL-MEDIATED CARBANION
EQUIVALENT FORMATIONS LEWIS ACID-MEDIATED ELECTROPHILIC SUBSTITUTIONS
GENERATION OF STABILIZED CARBANIONS UNDER BASIC CONDITIONS EXPERIMENTAL
APPROACH STEREOSELECTIVE ALKYLATIONS ON A CHIRAL SOLID PHASE SOLID-PHASE
RADICAL REACTIONS OUTLOOK REFERENCES COMBINATORIAL SYNTHESIS OF
HETEROCYCLES EDUARD R. FELDER AND ANDREAS L. MARZINZIK INTRODUCTION
BENZODIAZEPINES HYDANTOINS AND THIOHYDANTOINS P-LACTAMS
(AZETIDIN-2-ONES) P-SULTAMS IMIDAZOLES PYRAZOLES AND ISOXAZOLES
THIAZOLIDINONES TRIAZOLES OXADIAZOLES 1,2,4-OXADIAZOLES
1,3,4-OXADIAZOLES PIPERAZINONES PIPERAZINEDIONES (DIKETOPIPERAZINES)
DIKETOPIPERAZINES VIA BACKBONE AMIDE LINKER (BAL) [117] PIPERAZINEDIONES
BY ACID CYCLATIVE CLEAVAGE; METHOD A, INCLUDING REDUCTIVE ALKYLATION
PIPERAZINEDIONES BY ACID CYCLATIVE CLEAVAGE; METHOD B, INCLUDING S N2
DISPLACEMENT DIKETOMORPHOLINES TRIAZINES PYRIMIDINES INDOLES
QUINAZOLINES BENZOPIPERAZINONES AND TETRAHYDROQUINOXALINES
TETRAHYDRO-P-CARBOLINES 310 311 312 314 314 320 321 327 334 340 340 347
347 361 361 363 369 375 376 379 384 387 390 396 397 399 401 406 406 409
410 413 413 417 421 428 439 443 5.20 6 6.1 6.2 6.2.1 6.2.1.1 6.2.1.2
6.2.2 6.2.2.1 6.2.2.2 6.2.2.3 6.2.2.4 6.2.2.5 6.3 6.4 6.5 7 7.1 7.2 7.3
7.4 7.5 7.6 7.7 8 8.1 8.2 8.2.1 8.2.2 8.2.3 8.2.4 8.2.5 8.2.5.1 8.2.5.2
OUTLOOK REFERENCES POLYMER-SUPPORTED REAGENTS: PREPARATION AND USE IN
PARALLEL ORGANIC SYNTHESIS BERTHOLD HINZEN AND MICHAEL G. HAHN
INTRODUCTION PREPARATION AND USE OF PSRS COVALENT LINKAGE BETWEEN THE
ACTIVE SPECIES AND SUPPORT PSRS PREPARED BY SOLID-PHASE CHEMISTRY PSRS
PREPARED BY POLYMERIZATION IMMOBILIZATION USING IONIC INTERACTIONS
OXIDANTS REDUCING AGENTS ALKOXIDES BOUND TO A POLYMER SUPPORT
HORNER-EMMONS REAGENTS ON SUPPORTS HALOGENATING AGENTS SUPPORT-BOUND
SEQUESTERING AND SCAVENGING AGENTS COMBINATION OF PSRS SUMMARY AND
CONCLUSION REFERENCES ENCODING STRATEGIES FOR COMBINATORIAL LIBRARIES
BERTHOLD HINZEN INTRODUCTION POSITIONAL ENCODING GRAPHICAL/BARCODE
ENCODING CHEMICAL ENCODING MASS SPECTROMETRIC ENCODING RADIOFREQUENCY
ENCODING CONCLUSION REFERENCES AUTOMATION AND DEVICES FOR COMBINATORIAL
CHEMISTRY AND PARALLEL ORGANIC SYNTHESIS CHRISTIAN ZECHEL INTRODUCTION
SYNTHESIS GENERAL REMARKS MANUAL SYSTEMS SEMI-AUTOMATED SYSTEMS
AUTOMATED SYSTEMS SPECIAL APPLICATIONS PROCESS DEVELOPMENT EQUIPMENT FOR
PARALLEL REACTIVE GAS CHEMISTRY 449 449 457 457 459 459 459 483 490 490
492 494 494 495 497 497 509 509 513 513 514 514 514 515 516 516 516 519
519 520 520 522 540 540 546 546 549 8.3 8.4 8.5 8.6 9 9.1 9.1.1 9.1.2
9.1.3 9.1.3.1 9.1.3.2 9.1.3.3 9.2 9.2.1 9.2.2 9.2.3 9.2.4 9.3 9.3.1
9.3.2 9.3.2.1 9.3.2.2 9.3.3 9.3.3.1 9.3.3.2 9.3.3.3 9.3.3.4 9.3.4 9.3.5
9.3.6 9.3.6.1 9.3.6.2 9.3.7 9.3.7.1 9.3.7.2 9.3.8 9.3.9 9.3.10 9.3.11
9.3.12 LIQUID-LIQUID EXTRACTION EQUIPMENT FOR HIGH-THROUGHPUT
EVAPORATION AUTOMATED SOLID AND RESIN DISPENSING SUPPLIERS
COMPUTER-ASSISTED LIBRARY DESIGN ANDREAS DOMINIK INTRODUCTION OPTIMIZING
COMBINATORIAL LIBRARIES A COMPUTER-ASSISTED DESIGN STRATEGY WHAT IS
DIVERSITY? FIRST EXAMPLES DIVERSITY OF DRUG MOLECULES DIVERSITY AND
SIMILARITY HOW DO WE COMPUTE DIVERSITY? AN OVERVIEW DESCRIPTORS
CLASSIFICATION AND MAPPING INTERPRETATION OF RESULTS: SUMMARY
DESCRIPTORS SIMPLE FILTERS PHYSICO-CHEMICAL CONSTANTS ESTIMATION OF LOGP
VALUES ESTIMATION OF PKA VALUES DRUG-LIKENESS THE RULE OF 5 ARTIFICIAL
NEURAL NETWORKS FURTHER IMPROVEMENTS OF DRUG-LIKENESS PREDICTION ADME
AND TOXICITY PROFILING MOLECULAR FINGERPRINTS SUBSTRUCTURE DESCRIPTORS
SINGLE ATOM PROPERTIES ATOM CHARGES ATOMIC LIPOPHILICITY PARAMETERS
TOPOLOGICAL INDICES ATOM INDICES MOLECULE INDICES TOPOLOGICAL
AUTOCORRELATION AND CROSS-CORRELATION COEFFICIENTS SCAFFOLD-BASED
SIMILARITY DESCRIPTORS FROM A PHARMACOPHORE MODEL STEREOCHEMISTRY
DESCRIPTORS FROM THE THREE-DIMENSIONAL STRUCTURE 550 551 555 556 559 559
559 560 562 562 562 564 566 566 567 567 568 568 571 571 571 572 572 572
573 573 574 575 575 576 577 577 577 577 578 578 580 580 581 582 9.3.13
9.3.14 9.3.15 POLAR SURFACE AREA (PSA) DISTANCE MATRIX AUTOCORRELATION
COEFFICIENTS 9.3.15.1 BASED ON ATOM COORDINATES 9.3.15.2 BASED ON
SURFACE PROPERTIES 9.3.15.3 BASED ON POTENTIAL FIELDS 9.3.16 9.3.17 9.4
9.4.1 9.4.1.1 9.4.1.2 9.4.1.3 9.4.1.4 9.4.2 9.4.3 9.4.3.1 9.4.3.2
9.4.3.3 9.4.4 9.4.4.1 9.4.5 9.5 9.5.1 9.5.1.1 9.5.2 9.5.2.1 9.5.3 9.5.4
9.6 9.6.1 9.6.2 9.6.3 9.6.4 9.7 9.7.1 9.7.2 9.7.2.1 9.7.2.2 9.7.2.3
RADIAL BASIS FUNCTION (RBF) VIRTUAL SCREENING CLUSTERING AND MAPPING
ALGORITHMS DISTANCE METRIC TANIMOTO COEFFICIENT EUCLIDEAN DISTANCE
NONLINEAR DISTANCE SCALING MAHALANOBIS DISTANCE DISSIMILARITY-BASED
SELECTION MAPPING-BASED SELECTION NONLINEAR MAPPING SELF-ORGANIZING MAPS
MINIMAL SPANNING TREE CLUSTER-BASED SELECTION HIERARCHICAL CLUSTERING
ANALYSIS PARTITION-BASED SELECTION STRATEGIES FOR COMPOUND SELECTION
OPTIMIZATION BASED ON DIVERSITY OF BUILDING BLOCKS ADVANTAGES OF
EDUCT-BASED OPTIMIZATION OPTIMIZATION BASED ON DIVERSITY OF PRODUCT
LIBRARIES ADVANTAGES OF PRODUCT-BASED OPTIMIZATION LIBRARY SELECTION
EVOLUTIONARY DESIGN CIRCLE COMPARISON OF DESCRIPTORS AND SELECTION
METHODS TOPOLOGICAL DESCRIPTORS DESCRIPTORS BASED ON THREE-DIMENSIONAL
STRUCTURE CLUSTERING METHODS SUMMARY EXAMPLE LIBRARY OF THROMBIN
INHIBITORS VIRTUAL LIBRARY DESIGN FINAL LIBRARY DESIGN MAXIMUM DIVERSITY
LIBRARY TARGETED LIBRARY DESCRIPTOR SETS 583 583 583 585 585 586 586 586
587 587 587 589 589 589 589 590 590 591 592 592 592 593 593 594 594 595
595 597 598 599 599 602 602 603 603 605 606 607 607 607 9.7.3 COMPARISON
OF THE LIBRARIES 9.7.4 SUMMARY REFERENCES 10 ASSAYS FOR HIGH-THROUGHPUT
SCREENING IN DRUG DISCOVERY CHRISTIAN M. APFEL AND THILO ENDERLE 10.1
SCREENING IN DRUG DISCOVERY 10.1.1 THE ROLE OF HTS 10.1.2 OVERVIEW OF
SCREENING ASSAYS 10.1.3 REQUIREMENTS FOR SUCCESSFUL HTS 10.1.4 TARGET
CLASSES 10.1.4.1 OVERVIEW 10.1.4.2 G-PROTEIN-COUPLED RECEPTORS (GPCR)
10.2 ASSAY METHODS BASED ON DIFFERENT READOUTS 10.2.1 RADIOACTIVITY
10.2.1.1 GENERAL 10.2.1.2 SCINTILLATION PROXIMITY ASSAY (SPA) 10.2.1.3
FLASHPLATETM/SCINTISTRIPTM/CYTOSTAR-TTM 10.2.1.4 INSTRUMENTATION FOR
RADIOISOTOPE ASSAYS 10.2.2 COLORIMETRY 10.2.3 FLUORESCENCE 10.2.3.1
GENERAL 10.2.3.2 FLUORESCENCE INTENSITY (FI) 10.2.3.3 FLUORESCENCE
POLARIZATION (FP) 10.2.3.4 FLUORESCENCE RESONANCE ENERGY TRANSFER (FRET)
10.2.3.5 TIME-RESOLVED FLUORESCENCE (TRF) 10.2.3.6 FLUORESCENCE LIFETIME
(FLT) 10.2.3.7 FLUORESCENCE CORRELATION SPECTROSCOPY (FCS) 10.2.3.8
FLUORESCENT INTENSITY DISTRIBUTION ANALYSIS (FIDA) 10.2.4
CHEMILUMINESCENCE AND BIOLUMINESCENCE 10.2.4.1 GENERAL 10.2.4.2 2+
AEQUORIN CA ASSAY 10.2.4.3 TM ALPHASCREEN 10.2.4.4 TM BRET 10.3 SPECIAL
ASSAY APPLICATIONS WITH OPTICAL READOUT 10.3.1 FLUORIMETRIC IMAGING
PLATE READER (FLIPR) 10.3.2 REPORTER ASSAYS 10.3.3 ASSAYS BASED ON
ENZYME FRAGMENT COMPLEMENTATION (EFC) 10.3.3.1 GENERAL 10.3.3.2 LOW
AFFINITY COMPLEMENTATION SYSTEM 10.3.3.3 HIGH AFFINITY COMPLEMENTATION
SYSTEM 607 609 610 615 615 615 617 617 619 619 619 621 621 621 622 624
625 626 628 628 631 632 635 637 641 641 641 642 642 643 644 645 646 646
646 648 648 648 648 A.1 A.2 A.3 A.4 A.5 ABBREVIATIONS TRADEMARKS AND
SUPPLIERS REFERENCES APPENDIX: CHEMINFORMATICS AND WEB RESOURCES FOR
COMBINATORIAL CHEMISTRY BERTHOLD HINZEN AND JOHANNES KOEBBERLING WEBSITES
(ONLINE) JOURNALS COMPANIES AND ACADEMIC GROUPS INVOLVED IN
COMBINATORIAL CHEMISTRY REACTION DATABASES SUMMARY INDEX 649 650 651 659
659 660 660 661 661 663 |
| adam_txt |
WILLI BANNWARTH, BERTHOLD HINZEN (EDS.) COMBINATORIAL CHEMISTRY FROM
THEORY TO APPLICATION SECOND REVISED EDITION WILEY- VCH WILEY-VCH VERLAG
GMBH & CO. KGAA SERIES EDITORS: PROF. DR. RAIMUND MANNHOLD BIOMEDICAL
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PERMIS- SION FROM THE PUBLISHERS. REGISTERED NAMES, TRADEMARKS, ETC.
USED IN THIS BOOK, EVEN WHEN NOT SPECIFICALLY MARKED AS SUCH, ARE NOT TO
BE CONSIDERED UNPROTECTED BY LAW. COVER: GRAFIK-DESIGN SCHULZ,
FUSSGOENHEIM COMPOSITION: TYPOMEDIA GMBH, OSTFILDEM PRINTING: STRAUSS
GMBH, MOERLENBACH BOOKBINDING: LITGES & DOPF BUCHBINDEREI GMBH,
HEPPENHEIM PRINTED IN THE FEDERAL REPUBLIC OF GERMANY. TABLE OF CONTENTS
1 1.1 1.2 1.2.1 1.2.2 1.2.3 1.2.4 1.3 1.3.1 1.3.2 1.3.3 1.4 1.4.1 1.5
1.5.1 1.5.2 1.6 1.7 2 2.1 2.2 2.2.1 2.2.2 2.2.2.1 2.2.2.2 2.2.2.3
2.2.2.4 2.2.2.5 2.2.2.6 2.2.3 2.2.3.1 2.2.3.2 PREFACE GENERAL
INTRODUCTION LIST OF AUTHORS PURIFICATION PRINCIPLES IN HIGH-SPEED
SOLUTION-PHASE SYNTHESIS STEFFEN WEINBRENNER AND C. CHRISTOPH TZSCHUCKE
INTRODUCTION LIQUID-LIQUID EXTRACTION AQUEOUS WORK-UP PHASE-SEPARATION
TECHNIQUES FLUOROUS BIPHASIC SYSTEMS IONIC LIQUIDS SOLID-PHASE
EXTRACTION SILICA GEL AND ALUMINA FLUOROUS SILICA GEL ION EXCHANGE
COVALENT SCAVENGERS SOLUTION SCAVENGERS POLYMER-ASSISTED SOLUTION-PHASE
CHEMISTRY (PASP) SCAVENGER RESINS RESIN CAPTURE COMPLEX PURIFICATION
STRATEGIES CONCLUSION AND OUTLOOK REFERENCES LINKERS FOR SOLID-PHASE
ORGANIC SYNTHESIS (SPOS) AND COMBINATORIAL APPROACHES ON SOLID SUPPORTS
WILLI BANNWARTH GENERAL LINKERS FOR FUNCTIONAL GROUPS LINKERS FOR
CARBOXYL FUNCTIONS LINKERS FOR AMINO FUNCTIONS LINKERS BASED ON
BENZYLOXYCARBONYL (Z) LINKER BASED ON TERT-BUTYLOXYCARBONYL (BOC) A
URETHANE LINKER CLEAVABLE BY FLUORIDE IONS BENZYL-LINKED APPROACHES FOR
SECONDARY AMINES LINKERS BASED ON ACETYLDIMEDONE TRITYL LINKER LINKERS
FOR THE ATTACHMENT OF ALCOHOLS OR PHENOLS LINKER BASED ON THE
TETRAHYDROPYRANYL (THP) GROUP SILYL LINKER FOR THE ATTACHMENT OF
ALCOHOLS XV XVII XXI 1 1 2 2 6 6 9 10 10 11 14 19 19 21 21 24 26 29 29
33 33 34 34 36 36 40 41 42 44 46 50 50 53 2.2.3.3 2.2.3.4 2.2.3.5 2.2.4
2.3 2.3.1 2.3.2 2.3.3 2.3.4 2.3.5 2.3.6 2.3.7 2.3.8 2.3.9 2.3.10 2.3.11
2.4 2.4.1 2.4.2 2.4.3 2.5 2.6 2.7 3 3.1 3.2 3.2.1 3.2.2 3.2.3 3.2.4
3.2.5 3.2.6 3.2.7 3.2.8 3.2.9 3.2.10 3.2.11 3.2.12 MISCELLANEOUS LINKERS
FOR ALCOHOLS SERINE-BASED LINKER FOR PHENOLS CARBOXY-FUNCTIONALIZED
RESINS FOR THE ATTACHMENT OF PHENOLS ACETAL LINKER FOR THE PREPARATION
OF ALDEHYDES TRACELESS LINKER SYSTEMS APPLICATION OF HOFMANN ELIMINATION
IN LINKER DESIGN TRACELESS LINKERS BASED ON SILYL FUNCTIONALIZATION
TRACELESS LINKERS BASED ON C*C COUPLING STRATEGIES TRACELESS LINKERS
BASED ON IR-COMPLEXATION TRACELESS LINKERS BASED ON OLEFIN METATHESIS
TRACELESS SYNTHESIS USING POLYMER-BOUND TRIPHENYLPHOSPHINE
DECARBOXYLATION-BASED TRACELESS LINKING TRACELESS LINKER BASED ON ARYL
HYDRAZIDES TRIAZENE-BASED TRACELESS LINKER TRACELESS LINKER BASED ON
SULFONES TRACELESS CONCEPT BASED ON CYCLOADDITION-CYCLOREVERSION
PHOTOLABILE LINKER UNITS INTRODUCTION LINKERS BASED ON O -NITROBENZYL
PHOTOCLEAVABLE LINKER BASED ON PIVALOYL GLYCOL SAFETY-CATCH LINKERS DUAL
LINKERS AND ANALYTICAL CONSTRUCTS SUMMARY AND OUTLOOK REFERENCES
CYCLATIVE CLEAVAGE: A VERSATILE CONCEPT IN SOLID-PHASE ORGANIC CHEMISTRY
JOSEF PERNERSTORFER PRINCIPLES CARBON-HETEROATOM BOND FORMATION
HYDANTOINS PYRAZOLONES 2-AMINOIMIDAZOLONES URAZOLES AND THIOURAZOLES
OXAZOLIDINONES DIKETOPIPERAZINE DERIVATIVES 4,5-DIHYDRO-3(2 H
)-PYRIDAZINONES DIHYDROPYRIDINES 5,6-DIHYDROPYRIMIDINE-2,4-DIONES 2,4-(1
H ,3 H )-QUINAZOLINEDIONES QUINAZOLIN-4(3 H )-ONES 4-HYDROXYQUINOLIN-2(1
H )-ONES 56 57 58 58 61 61 64 68 71 71 78 80 81 83 85 85 89 89 89 91 93
101 105 105 111 111 112 112 115 116 118 119 120 123 124 125 126 126 128
3.2.13 3.2.14 3.2.15 3.2.16 3.2.17 3.3 3.3.1 3.3.2 3.3.3 3.3.4 3.3.5 3.4
3.4.1 3.4.2 3.5 4 4.1 4.2 4.2.1 4.2.2 4.2.3 4.2.4 4.2.5 4.2.6 4.2.6.1
4.3 4.3.1 4.3.2 4.3.3 4.4 4.4.1 4.4.2 4.5 4.5.1 4.5.2 4.5.3 4.5.4 4.5.5
3,4-DIHYDROQUINOXALIN-2-ONES 1,4-BENZODIAZEPINE-2,5-DIONES OXACEPHAMS
LACTONES TETRAHYDROFURANS FORMATION OF C*C BONDS TETRAMIC ACIDS
WITTIG-TYPE REACTIONS STILLE REACTIONS S -YLIDES RING-CLOSING METATHESIS
MISCELLANEOUS FURANS PHENOLS SUMMARY REFERENCES C*C BOND-FORMING
REACTIONS WOLFGANG K.-D. BRILL AND GIANLUCA PAPEO GENERAL TRANSITION
METAL-MEDIATED VINYLATIONS, ARYLATIONS, AND ALKYLATIONS THE SUZUKI
COUPLING THE HECK REACTION THE SONOGASHIRA COUPLING THE STILLE COUPLING
REMARKS ON PD-MEDIATED COUPLINGS ON A POLYMERIC SUPPORT EXPERIMENTAL
APPROACH MATERIALS AND METHODS MISCELLANEOUS ARYL-ARYL COUPLINGS
ULLMANN/WURZ COUPLING ON A POLYMERIC SUPPORT INTERMOLECULAR ALKYL-ALKYL
COUPLING NEGISHI COUPLINGS ALKENE METATHESIS REACTIONS RING-CLOSING
METATHESIS (RCM) REACTIONS CROSS-METATHESIS (CM) REACTIONS CYCLOADDITION
REACTIONS ON A POLYMERIC SUPPORT C1 FRAGMENTS (ADDITIONS OF CARBENES TO
ALKENES) ELECTRON-DEFICIENT C2 FRAGMENTS (CYCLOADDITIONS INVOLVING
AZOMETHINES, NITRONES, NITRILE OXIDES, AND DIENES) ELECTRON-RICH C2
FRAGMENTS ([2 + 1], [2 + 2], [2 + 3], [2 + 4]-CYCLOADDITIONS, ADDITIONS
WITH NITRILE IMINES, NITRILE OXIDES, AND CHALCONES) C*X FRAGMENT ON
SOLID SUPPORT C*C*X FRAGMENTS ON THE POLYMERIC SUPPORT 128 129 129 130
133 133 133 134 136 137 137 137 138 138 140 140 143 143 143 144 159 164
172 174 175 175 189 189 190 192 193 195 199 200 201 207 216 224 229
4.5.6 C*X*C FRAGMENT 233 4.5.7 C*X*Y-FRAGMENT (NITRILE OXIDE ON SOLID
PHASE) 235 4.5.8 C*C*C*C FRAGMENTS ON SOLID PHASE 237 4.5.9 C*C*C*X
FRAGMENTS ON SOLID SUPPORT 252 4.5.10 C*C*X*C FRAGMENT ON SOLID SUPPORT
(GRIECO THREE-COMPONENT CONDENSATION) 254 4.5.11 C*X*X*C FRAGMENT ON
SOLID SUPPORT 255 4.5.12 C*C*X*X FRAGMENT ON SOLID SUPPORT ([4 +
1]-CYCLOADDITION) 257 4.5.13 CYCLOADDITIONS INVOLVING LARGER
SUPPORT-BOUND FRAGMENTS: INTRAMOLECULAR 257 HETERO DIELS-ALDER 4.5.14
PAUSON-KHAND AND NICOLAS REACTION 260 4.5.15 C-NITROALKENE ADDITIONS 263
4.6 MULTICOMPONENT REACTIONS (MCRS) 263 4.6.1 UGI FOUR-COMPONENT
REACTION 264 4.6.1.1 UGI REACTION WITH SOLID-SUPPORTED ISONITRILES 264
4.6.1.2 UGI REACTION WITH SOLID-SUPPORTED AMINES 267 4.6.1.3 UGI
REACTION WITH SOLID-SUPPORTED CARBOXYLIC ACID 269 4.6.1.4 DERIVATIZATION
OF BORONIC ACIDS 270 4.6.2 OTHER MCRS USING ISONITRILES 271 4.6.2.1
PETASIS (BORONO-MANNICH) CONDENSATION 271 4.6.2.2
IMIDAZO[1,2-?]PYRIDINES 272 4.6.2.3 BIGINELLI DIHYDROPYRIMIDINES
SYNTHESIS 273 4.6.2.4 THIOPHENE SYNTHESIS 275 4.6.2.5
TETRAHYDROPYRIDONES 276 4.6.2.6 CYCLIZATION 278 4.6.2.7 CLEAVAGE 278 4.7
ELECTROPHILES BOUND TO THE POLYMERIC SUPPORT 278 4.7.1 REACTIONS WITH
ORGANYLS OF ZN, MG, LI 278 4.7.1.1 REACTIONS INVOLVING GRIGNARD
REAGENTS, ORGANOLITHIUM, AND ORGANOZINC 279 REAGENTS 4.7.1.2 REACTIONS
WITH WATER-SENSITIVE REAGENTS SUCH AS GRIGNARD REAGENTS, LITHIUM 279
ALKYLS, OR ZINC ORGANYLS [375] ON SOLID PHASES 4.7.2 INDIUM-MEDIATED
ALLYLATION OF SUPPORT-BOUND ALDEHYDES 282 4.7.3 SN/PD-MEDIATED
C-ALLYLATION OF SOLID-PHASE-BOUND ALDEHYDES 284 4.7.4 METAL-FREE
ALKYLATIONS BY ACYL HALIDES ON POLYMERIC SUPPORTS 286 4.7.5 NUCLEOPHILIC
AROMATIC SUBSTITUTION WITH C-NUCLEOPHILES 286 4.7.6 PYRIDINE-N-OXIDES
289 4.7.7 TRAPPING PHOSPHORUS YLIDES WITH A KETONE BOUND TO THE SOLID
PHASE 289 4.7.8 MICHAEL ACCEPTOR ON SOLID PHASE (ROUTE TO
3,4,6-TRISUBSTITUTED PYRID-2-ONES) 290 4.7.9 SOLID PHASE N-ACYLIMINIUM
IONS, IMINES AND GLYOXYLATE CHEMISTRY 291 4.7.10 SOLID-SUPPORTED IMINES
AND GLYOXYLATE 294 4.7.11 SOLID-PHASE PICTET-SPENGLER REACTIONS 299
4.7.12 SOLID-PHASE BAYLIS-HILLMAN REACTION 307 4.7.13 4.7.14 4.7.15
4.7.16 4.8 4.8.1 4.8.2 4.8.3 4.8.4 4.8.5 4.9 4.10 5 5.1 5.2 5.3 5.4 5.5
5.6 5.7 5.8 5.9 5.10 5.10.1 5.10.2 5.11 5.12 5.12.1 5.12.2 5.12.3 5.13
5.14 5.15 5.16 5.17 5.18 5.19 SOLID-PHASE FISCHER INDOLE SYNTHESIS
SOLID-PHASE MADELUNG INDOLE SYNTHESIS BORON ENOLATES WITH SUPPORT-BOUND
ALDEHYDES SUMMARY OF SOLID-SUPPORTED ELECTROPHILES GENERATION OF
CARBANIONS ON SOLID SUPPORTS TRANSITION METAL-MEDIATED CARBANION
EQUIVALENT FORMATIONS LEWIS ACID-MEDIATED ELECTROPHILIC SUBSTITUTIONS
GENERATION OF STABILIZED CARBANIONS UNDER BASIC CONDITIONS EXPERIMENTAL
APPROACH STEREOSELECTIVE ALKYLATIONS ON A CHIRAL SOLID PHASE SOLID-PHASE
RADICAL REACTIONS OUTLOOK REFERENCES COMBINATORIAL SYNTHESIS OF
HETEROCYCLES EDUARD R. FELDER AND ANDREAS L. MARZINZIK INTRODUCTION
BENZODIAZEPINES HYDANTOINS AND THIOHYDANTOINS P-LACTAMS
(AZETIDIN-2-ONES) P-SULTAMS IMIDAZOLES PYRAZOLES AND ISOXAZOLES
THIAZOLIDINONES TRIAZOLES OXADIAZOLES 1,2,4-OXADIAZOLES
1,3,4-OXADIAZOLES PIPERAZINONES PIPERAZINEDIONES (DIKETOPIPERAZINES)
DIKETOPIPERAZINES VIA BACKBONE AMIDE LINKER (BAL) [117] PIPERAZINEDIONES
BY ACID CYCLATIVE CLEAVAGE; METHOD A, INCLUDING REDUCTIVE ALKYLATION
PIPERAZINEDIONES BY ACID CYCLATIVE CLEAVAGE; METHOD B, INCLUDING S N2
DISPLACEMENT DIKETOMORPHOLINES TRIAZINES PYRIMIDINES INDOLES
QUINAZOLINES BENZOPIPERAZINONES AND TETRAHYDROQUINOXALINES
TETRAHYDRO-P-CARBOLINES 310 311 312 314 314 320 321 327 334 340 340 347
347 361 361 363 369 375 376 379 384 387 390 396 397 399 401 406 406 409
410 413 413 417 421 428 439 443 5.20 6 6.1 6.2 6.2.1 6.2.1.1 6.2.1.2
6.2.2 6.2.2.1 6.2.2.2 6.2.2.3 6.2.2.4 6.2.2.5 6.3 6.4 6.5 7 7.1 7.2 7.3
7.4 7.5 7.6 7.7 8 8.1 8.2 8.2.1 8.2.2 8.2.3 8.2.4 8.2.5 8.2.5.1 8.2.5.2
OUTLOOK REFERENCES POLYMER-SUPPORTED REAGENTS: PREPARATION AND USE IN
PARALLEL ORGANIC SYNTHESIS BERTHOLD HINZEN AND MICHAEL G. HAHN
INTRODUCTION PREPARATION AND USE OF PSRS COVALENT LINKAGE BETWEEN THE
ACTIVE SPECIES AND SUPPORT PSRS PREPARED BY SOLID-PHASE CHEMISTRY PSRS
PREPARED BY POLYMERIZATION IMMOBILIZATION USING IONIC INTERACTIONS
OXIDANTS REDUCING AGENTS ALKOXIDES BOUND TO A POLYMER SUPPORT
HORNER-EMMONS REAGENTS ON SUPPORTS HALOGENATING AGENTS SUPPORT-BOUND
SEQUESTERING AND SCAVENGING AGENTS COMBINATION OF PSRS SUMMARY AND
CONCLUSION REFERENCES ENCODING STRATEGIES FOR COMBINATORIAL LIBRARIES
BERTHOLD HINZEN INTRODUCTION POSITIONAL ENCODING GRAPHICAL/BARCODE
ENCODING CHEMICAL ENCODING MASS SPECTROMETRIC ENCODING RADIOFREQUENCY
ENCODING CONCLUSION REFERENCES AUTOMATION AND DEVICES FOR COMBINATORIAL
CHEMISTRY AND PARALLEL ORGANIC SYNTHESIS CHRISTIAN ZECHEL INTRODUCTION
SYNTHESIS GENERAL REMARKS MANUAL SYSTEMS SEMI-AUTOMATED SYSTEMS
AUTOMATED SYSTEMS SPECIAL APPLICATIONS PROCESS DEVELOPMENT EQUIPMENT FOR
PARALLEL REACTIVE GAS CHEMISTRY 449 449 457 457 459 459 459 483 490 490
492 494 494 495 497 497 509 509 513 513 514 514 514 515 516 516 516 519
519 520 520 522 540 540 546 546 549 8.3 8.4 8.5 8.6 9 9.1 9.1.1 9.1.2
9.1.3 9.1.3.1 9.1.3.2 9.1.3.3 9.2 9.2.1 9.2.2 9.2.3 9.2.4 9.3 9.3.1
9.3.2 9.3.2.1 9.3.2.2 9.3.3 9.3.3.1 9.3.3.2 9.3.3.3 9.3.3.4 9.3.4 9.3.5
9.3.6 9.3.6.1 9.3.6.2 9.3.7 9.3.7.1 9.3.7.2 9.3.8 9.3.9 9.3.10 9.3.11
9.3.12 LIQUID-LIQUID EXTRACTION EQUIPMENT FOR HIGH-THROUGHPUT
EVAPORATION AUTOMATED SOLID AND RESIN DISPENSING SUPPLIERS
COMPUTER-ASSISTED LIBRARY DESIGN ANDREAS DOMINIK INTRODUCTION OPTIMIZING
COMBINATORIAL LIBRARIES A COMPUTER-ASSISTED DESIGN STRATEGY WHAT IS
DIVERSITY? FIRST EXAMPLES DIVERSITY OF DRUG MOLECULES DIVERSITY AND
SIMILARITY HOW DO WE COMPUTE DIVERSITY? AN OVERVIEW DESCRIPTORS
CLASSIFICATION AND MAPPING INTERPRETATION OF RESULTS: SUMMARY
DESCRIPTORS SIMPLE FILTERS PHYSICO-CHEMICAL CONSTANTS ESTIMATION OF LOGP
VALUES ESTIMATION OF PKA VALUES DRUG-LIKENESS THE RULE OF 5 ARTIFICIAL
NEURAL NETWORKS FURTHER IMPROVEMENTS OF DRUG-LIKENESS PREDICTION ADME
AND TOXICITY PROFILING MOLECULAR FINGERPRINTS SUBSTRUCTURE DESCRIPTORS
SINGLE ATOM PROPERTIES ATOM CHARGES ATOMIC LIPOPHILICITY PARAMETERS
TOPOLOGICAL INDICES ATOM INDICES MOLECULE INDICES TOPOLOGICAL
AUTOCORRELATION AND CROSS-CORRELATION COEFFICIENTS SCAFFOLD-BASED
SIMILARITY DESCRIPTORS FROM A PHARMACOPHORE MODEL STEREOCHEMISTRY
DESCRIPTORS FROM THE THREE-DIMENSIONAL STRUCTURE 550 551 555 556 559 559
559 560 562 562 562 564 566 566 567 567 568 568 571 571 571 572 572 572
573 573 574 575 575 576 577 577 577 577 578 578 580 580 581 582 9.3.13
9.3.14 9.3.15 POLAR SURFACE AREA (PSA) DISTANCE MATRIX AUTOCORRELATION
COEFFICIENTS 9.3.15.1 BASED ON ATOM COORDINATES 9.3.15.2 BASED ON
SURFACE PROPERTIES 9.3.15.3 BASED ON POTENTIAL FIELDS 9.3.16 9.3.17 9.4
9.4.1 9.4.1.1 9.4.1.2 9.4.1.3 9.4.1.4 9.4.2 9.4.3 9.4.3.1 9.4.3.2
9.4.3.3 9.4.4 9.4.4.1 9.4.5 9.5 9.5.1 9.5.1.1 9.5.2 9.5.2.1 9.5.3 9.5.4
9.6 9.6.1 9.6.2 9.6.3 9.6.4 9.7 9.7.1 9.7.2 9.7.2.1 9.7.2.2 9.7.2.3
RADIAL BASIS FUNCTION (RBF) VIRTUAL SCREENING CLUSTERING AND MAPPING
ALGORITHMS DISTANCE METRIC TANIMOTO COEFFICIENT EUCLIDEAN DISTANCE
NONLINEAR DISTANCE SCALING MAHALANOBIS DISTANCE DISSIMILARITY-BASED
SELECTION MAPPING-BASED SELECTION NONLINEAR MAPPING SELF-ORGANIZING MAPS
MINIMAL SPANNING TREE CLUSTER-BASED SELECTION HIERARCHICAL CLUSTERING
ANALYSIS PARTITION-BASED SELECTION STRATEGIES FOR COMPOUND SELECTION
OPTIMIZATION BASED ON DIVERSITY OF BUILDING BLOCKS ADVANTAGES OF
EDUCT-BASED OPTIMIZATION OPTIMIZATION BASED ON DIVERSITY OF PRODUCT
LIBRARIES ADVANTAGES OF PRODUCT-BASED OPTIMIZATION LIBRARY SELECTION
EVOLUTIONARY DESIGN CIRCLE COMPARISON OF DESCRIPTORS AND SELECTION
METHODS TOPOLOGICAL DESCRIPTORS DESCRIPTORS BASED ON THREE-DIMENSIONAL
STRUCTURE CLUSTERING METHODS SUMMARY EXAMPLE LIBRARY OF THROMBIN
INHIBITORS VIRTUAL LIBRARY DESIGN FINAL LIBRARY DESIGN MAXIMUM DIVERSITY
LIBRARY TARGETED LIBRARY DESCRIPTOR SETS 583 583 583 585 585 586 586 586
587 587 587 589 589 589 589 590 590 591 592 592 592 593 593 594 594 595
595 597 598 599 599 602 602 603 603 605 606 607 607 607 9.7.3 COMPARISON
OF THE LIBRARIES 9.7.4 SUMMARY REFERENCES 10 ASSAYS FOR HIGH-THROUGHPUT
SCREENING IN DRUG DISCOVERY CHRISTIAN M. APFEL AND THILO ENDERLE 10.1
SCREENING IN DRUG DISCOVERY 10.1.1 THE ROLE OF HTS 10.1.2 OVERVIEW OF
SCREENING ASSAYS 10.1.3 REQUIREMENTS FOR SUCCESSFUL HTS 10.1.4 TARGET
CLASSES 10.1.4.1 OVERVIEW 10.1.4.2 G-PROTEIN-COUPLED RECEPTORS (GPCR)
10.2 ASSAY METHODS BASED ON DIFFERENT READOUTS 10.2.1 RADIOACTIVITY
10.2.1.1 GENERAL 10.2.1.2 SCINTILLATION PROXIMITY ASSAY (SPA) 10.2.1.3
FLASHPLATETM/SCINTISTRIPTM/CYTOSTAR-TTM 10.2.1.4 INSTRUMENTATION FOR
RADIOISOTOPE ASSAYS 10.2.2 COLORIMETRY 10.2.3 FLUORESCENCE 10.2.3.1
GENERAL 10.2.3.2 FLUORESCENCE INTENSITY (FI) 10.2.3.3 FLUORESCENCE
POLARIZATION (FP) 10.2.3.4 FLUORESCENCE RESONANCE ENERGY TRANSFER (FRET)
10.2.3.5 TIME-RESOLVED FLUORESCENCE (TRF) 10.2.3.6 FLUORESCENCE LIFETIME
(FLT) 10.2.3.7 FLUORESCENCE CORRELATION SPECTROSCOPY (FCS) 10.2.3.8
FLUORESCENT INTENSITY DISTRIBUTION ANALYSIS (FIDA) 10.2.4
CHEMILUMINESCENCE AND BIOLUMINESCENCE 10.2.4.1 GENERAL 10.2.4.2 2+
AEQUORIN CA ASSAY 10.2.4.3 TM ALPHASCREEN 10.2.4.4 TM BRET 10.3 SPECIAL
ASSAY APPLICATIONS WITH OPTICAL READOUT 10.3.1 FLUORIMETRIC IMAGING
PLATE READER (FLIPR) 10.3.2 REPORTER ASSAYS 10.3.3 ASSAYS BASED ON
ENZYME FRAGMENT COMPLEMENTATION (EFC) 10.3.3.1 GENERAL 10.3.3.2 LOW
AFFINITY COMPLEMENTATION SYSTEM 10.3.3.3 HIGH AFFINITY COMPLEMENTATION
SYSTEM 607 609 610 615 615 615 617 617 619 619 619 621 621 621 622 624
625 626 628 628 631 632 635 637 641 641 641 642 642 643 644 645 646 646
646 648 648 648 648 A.1 A.2 A.3 A.4 A.5 ABBREVIATIONS TRADEMARKS AND
SUPPLIERS REFERENCES APPENDIX: CHEMINFORMATICS AND WEB RESOURCES FOR
COMBINATORIAL CHEMISTRY BERTHOLD HINZEN AND JOHANNES KOEBBERLING WEBSITES
(ONLINE) JOURNALS COMPANIES AND ACADEMIC GROUPS INVOLVED IN
COMBINATORIAL CHEMISTRY REACTION DATABASES SUMMARY INDEX 649 650 651 659
659 660 660 661 661 663 |
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| discipline | Chemie / Pharmazie Chemie Medizin |
| discipline_str_mv | Chemie / Pharmazie Chemie Medizin |
| edition | 2., rev. ed. |
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| id | DE-604.BV021325013 |
| illustrated | Illustrated |
| index_date | 2024-07-02T14:00:08Z |
| indexdate | 2024-12-06T15:16:29Z |
| institution | BVB |
| isbn | 3527306935 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-014645368 |
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| physical | XXII, 672 S. Ill., graph. Darst. |
| publishDate | 2006 |
| publishDateSearch | 2006 |
| publishDateSort | 2006 |
| publisher | Wiley-VCH |
| record_format | marc |
| series | Methods and principles in medicinal chemistry |
| series2 | Methods and principles in medicinal chemistry |
| spelling | Combinatorial chemistry from theory to application Willi Bannwarth ...(eds.) 2., rev. ed. Weinheim Wiley-VCH 2006 XXII, 672 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Methods and principles in medicinal chemistry 26 Chimie combinatoire - Technique ram Composés organiques - Synthèse ram Combinatorial Chemistry Techniques Combinatorial chemistry Kombinatorische Synthese (DE-588)4513555-1 gnd rswk-swf Kombinatorische Synthese (DE-588)4513555-1 s DE-604 Bannwarth, Willi Sonstige (DE-588)11323158X oth Methods and principles in medicinal chemistry 26 (DE-604)BV035418617 26 GBV Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=014645368&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Combinatorial chemistry from theory to application Methods and principles in medicinal chemistry Chimie combinatoire - Technique ram Composés organiques - Synthèse ram Combinatorial Chemistry Techniques Combinatorial chemistry Kombinatorische Synthese (DE-588)4513555-1 gnd |
| subject_GND | (DE-588)4513555-1 |
| title | Combinatorial chemistry from theory to application |
| title_auth | Combinatorial chemistry from theory to application |
| title_exact_search | Combinatorial chemistry from theory to application |
| title_exact_search_txtP | Combinatorial chemistry from theory to application |
| title_full | Combinatorial chemistry from theory to application Willi Bannwarth ...(eds.) |
| title_fullStr | Combinatorial chemistry from theory to application Willi Bannwarth ...(eds.) |
| title_full_unstemmed | Combinatorial chemistry from theory to application Willi Bannwarth ...(eds.) |
| title_short | Combinatorial chemistry |
| title_sort | combinatorial chemistry from theory to application |
| title_sub | from theory to application |
| topic | Chimie combinatoire - Technique ram Composés organiques - Synthèse ram Combinatorial Chemistry Techniques Combinatorial chemistry Kombinatorische Synthese (DE-588)4513555-1 gnd |
| topic_facet | Chimie combinatoire - Technique Composés organiques - Synthèse Combinatorial Chemistry Techniques Combinatorial chemistry Kombinatorische Synthese |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=014645368&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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