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More About This Title Handbook of Metabolic Pathways of Xenobiotics
English
If you’re working on or studying the effects of drug metabolisms, then this reference is for you!
Handbook of Metabolic Pathways of Xenobiotics is an essential new reference which presents the metabolic fate of xenobiotics in animals and plants, and shows the metabolic pathways in the environment.
Presenting a comprehensive guide to understanding the metabolisms of xenobiotics, the Handbook of Metabolic Pathways of Xenobiotics spans five volumes: Volumes 1-2 are Review Articles and Volumes 3-5 are Compound Articles. Review Articles present detailed reviews on the techniques and methods used to establish in vitro and in vivo metabolic pathways. Compound Articles are carefully selected lists of key chemicals representing agrochemicals, pharmaceuticals, animal health products and industrial chemicals.
An essential addition to every library, this introduction, guide and catalogue presents:
Current topics in the metabolism of xenobiotics
Topics of both scientific and regulatory importance are covered, including in vitro high throughput metabolism screens, computer-aided metabolism predictions, and advances in bioanalytical techniques.
Techniques and methods used in metabolic pathways
29 chapters provide an introduction to the understanding of drug metabolism and detail how to establish in vitro and in vivo metabolic pathways.
Biotransformation pathways
Presented as a catalogue of short articles covering major pharmaceuticals, agrochemicals, animal health products and industrial chemicals. Each article summarizes the chemical properties and uses, and presents a detailed review of the chemical and metabolic pathways in soil, plants and animals.
Over 450 examples of xenobiotics and their fate in animals and plants
Each compound includes systematic information about the metabolic pathway of drugs for human and veterinary medicine, agrochemicals and major industrial chemicals.
Chemical and biological fate data
The Handbook summarises data from scientific literature, patent literature, industrial resources and regulatory agencies, such as the EPA, FDA, EU, WHO and FAO, in a single reference for the first time.
An essential reference for everyone working and studying pharmacokinetics and drug metabolism
Coverage of the chemical and biological reactivity of molecules and primary sub-structures makes this an ideal reference for students and research scientists. The broad and diverse coverage of chemical and biological fate under different exposure and biological compartments make this a useful resource for regulatory and developmental scientists.
Experience the scope of content offered in the Handbook of Metabolic Pathways of Xenobiotics for yourself, download these articles today:
Review Article: Fundamentals of organic chemistry as applicable to the biotransformation of foreign compounds
Review Article: Metabolic stability screen in drug discovery
Review Article: Unusual metabolic reactions and pathways
Compound Article: Ganoderic acid D
Compound Article: Milnacipran
Compound Article: Tenofovir
Online Edition Coming Soon!
Featuring the same great content as the five volume print set, the Handbook of Metabolic Pathways for Xenobiotics will be available on Wiley Online Library in summer 2014. The online reference will benefit from the enhanced functionality powered by The Smart Article– learn more about The Smart Article at wileyonlinelibrary.com/thesmartarticle.
Free trials will be available when the Online Edition goes live, bookmark this page or sign-up for regular product alerts at www.wiley.com/email to stay informed.
English
Dr Philip W. Lee, School of Pharmacy, East China University of Science and Technology, Shanghai, Peoples' Republic of China.Dr. Philip W. Lee has more than 35 years of industrial experience in the field of agrochemical research and development. He is currently Professor at School of Pharmacy, East China University of Science and Technology. He has published more than 40 scientific articles in pesticides and drug metabolism and environmental chemistry.
Dr. Lee is a contributing editor for the Volume 1 and 2 of the Metabolic Pathways of Agrochemicals, published by Royal Society of Chemistry (RSC) in 1998 and 1999, and is the Editor-in-Chief of a 2-volume Handbook of Residue Analytical Methods for Agrochemicals, published by Wiley in 2003. He is the editor of Pesticide Chemistry: Crop Protection, Public Health and Environmental Safety, conference proceeding book of the 2006 IUPAC International Pesticide Congress, Kobe, Japan, published by Wiley-VCH, 2007.
Hiroyasu Aizawa, Hiro Research Consultancy Inc. (HRCI), Toyko, Japan.
Lawrence L. Gan, Biogen Idec, Inc., Cambridge, MA, USA.
Chandra C. Prakash, Biogen Idec, Inc., Cambridge, MA, USA.
Dafang D. Zhong, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai, Peoples' Republic of China.
Dr. Hiro Aizawa has been active for more than 20 years in the study of animal drug metabolism. Dr Lawrence Gan and Dr. Chandrah Prakash are active with a long experience in the development of human drugs and the study of human drug metabolism.
English
Volume 1
About the Editors xxxiii
Preface xxxvii
List of Contributors of Volumes 1 and 2 xxxix
Abbreviations and Acronyms xli
A personal and historical perspective on drug metabolism 1
Gerald T. Miwa and Arthur K. Cho
Fundamentals of organic chemistry as applicable to the biotransformation of foreign compounds 27
Antonia F. Stepan and Amit S. Kalgutkar
Functional group biotransformations 61
R. Scott Obach
Drugs as victims and perpetrators and the pharmacokinetic concept of maximum exposure 103
Brian W. Ogilvie and Andrew Parkinson
Drug-metabolizing enzymes: a group of promiscuous catalysts 125
Qiang Ma and Anthony Y.H. Lu
Unusual metabolic reactions and pathways 147
F. Peter Guengerich and Emre M. Isin
Role of biotransformation in drug discovery 199
Ronald E. White
Role of metabolism in drug development 215
Role of biotransformation in pesticide discovery and development 233
Michael E. Krolski and Stephen C. Dacus
Role of cytochrome P450 enzymes in biotransformation 249
Paul R. Ortiz de Montellano
Major human conjugative drug-metabolizing enzymes 267
Daniel R. Albaugh and Michael B. Fisher
Metabolic activation and associated drug toxicity 303
Thomas A. Baillie
In vitro experimental models for studying drug biotransformation 321
Tonika Bohnert and Lawrence L. Gan
In vivo experimental models for studying drug biotransformation 383
W. Griffith Humphreys
Volume 2
About the Editors xxxiii
Preface xxxvii
List of Contributors of Volumes 1 and 2 xxxix
Abbreviations and Acronyms xli
Theory and instrumentation of mass spectrometry and its application to drug metabolism 393
Stacy L. Gelhaus and Ian A. Blair
Mass spectral interpretation 419
Li-Kang Zhang and Birendra N. Pramanik
Computational approaches in drug biotransformation studies: metabolite prediction 457
Nigel J. Waters and Michelle K. Dennehy
High-throughput metabolite detection and quantitative–qualitative bioanalysis 481
Donghui Cui and Sean Yu
Metabolic stability screen in drug discovery 499
Chuang Lu
Application of triple-quadrupole and its hybrid mass spectrometers for the identification of drug metabolites 523
Zhi-Yi Zhang, Chandra Prakash, and Lin Xu
Role of ion trap LC-MS techniques for the identification of drug metabolites 553
Robert D. Pelletier and W. George Lai
Drug metabolite identification with high-resolution mass spectrometry 567
Haiying Zhang and Mingshe Zhu
Strategies for the identification of unusual and novel metabolites using derivatization, hydrogen–deuterium exchange (HDX), and liquid chromatography-nuclear magnetic resonance (LC-NMR) spectroscopy techniques 591
Amin Kamel, Shawn Harriman, and Chandra Prakash
The use of nanoelectrospray mass spectrometry for the quantitation of metabolites in the absence of synthetic standards 619
Jing-Tao Wu
Quantitation of drug metabolites by radioactivity detection including accelerator mass spectrometry (AMS) 633
Angus N.R. Nedderman and Mark E. Savage
Application of quantitative NMR in drug metabolism studies 661
Abdul E. Mutlib
Early assessment of exposure of drug metabolites in humans using mass spectrometry 693
Natalia A. Penner, Joanna Zgoda-Pols, and Chandra Prakash
Profiling and characterization of bioactive substances of herbal medicine and their metabolites using mass spectrometry 723
Xiaoyan Chen
Application of in silico metabolism and environmental degradation data to support chemical PBT assessment 787
Sabcho Dimitrov, Gilman Veith, and Ovanes Mekenyan
Volume 3
About the Editors xxxiii
Preface xxxvii
List of Data Compilers of Volumes 3–5 xxxix
Abbreviations and Acronyms xli
Abacavir 809
Acebutolol 813
Acequinocyl 815
Acetaminophen 821
Acibenzolar-S -methyl 825
Acyclovir 829
Adapalene 832
Adonifoline 834
Albuterol 837
Alendronate 840
Alfentanil 842
Aliskiren 847
Alloxan 849
Almotriptan 851
Alprazolam 856
Amantadine 859
Ambroxol 861
Amiodarone 864
Amisulbrom 867
Amitriptyline 875
Amlodipine 878
Amoxicillin 884
Amphetamine 887
Anastrozole 889
trans-Anethole 892
Aniracetam 895
Antipyrine 898
Apixaban 902
Apremilast 905
Aprepitant 909
Aranidipine 913
Arbidol 915
Aripiprazole 918
Asenapine 921
Aspirin 924
Atazanavir 927
Atenolol 931
Atomoxetine 933
Atorvastatin 937
Azelastine 942
Barnidipine 945
Benazepril 949
Bendamustine 952
Benfuresate 956
Benidipine 959
Benthiavalicarb isopropyl 964
Benzophenone 969
Benzoyl peroxide 972
Berberine 974
Betaxolol 979
Bexarotene 981
Bicalutamide 986
Bicifadine 990
Bimatoprost 994
Bisoprolol 996
BMS-214778 999
Boceprevir 1002
Bortezomib 1006
Bosentan 1009
Brimonidine 1012
Brivaracetam 1015
Bromhexine 1018
Brompheniramine 1024
Budesonide 1027
Buprenorphine 1030
Bupropion 1033
Buspirone 1036
Butalbital 1041
3-n-Butylphthalide 1043
Caffeine 1047
Calcipotriene 1051
Candesartan 1054
Capecitabine 1057
Capravirine 1061
Captopril 1067
Carazolol 1070
Carfilzomib 1072
Carvedilol 1076
Casopitant 1081
Cefdinir 1085
Cefepime 1088
Celecoxib 1090
Cetirizine 1094
Chlorpheniramine 1098
Chlorpromazine 1102
Cholecalciferol 1106
Cibenzoline 1110
Ciclesonide 1113
Cidofovir 1118
Cinacalcet 1121
Ciprofloxacin 1125
Cisapride 1128
Cladribine 1136
Clebopride 1139
Clenbuterol 1142
Clindamycin 1145
Clobazam 1147
Clofarabine 1151
Clofibrate 1154
Clopidogrel 1156
Coumarin 1159
Cyclamate 1163
Cyclobenzaprine 1165
Dabigatran 1170
Darifenacin 1174
Darunavir 1177
Dauricine 1181
Degarelix 1186
Desloratadine 1190
Dexamethasone 1193
Dexfenfluramine 1196
Dexmethylphenidate 1198
Dextroamphetamine 1201
Diazepam 1204
Diazoxide 1208
Dichlobenil 1210
Dichlorprop 1212
Diclofenac 1214
Diclosulam 1218
Difloxacin 1220
Digoxin 1223
Diltiazem 1227
Diniconazole-M 1230
Dinotefuran 1232
Diphenhydramine 1237
Dipyridamole 1241
Divalproex 1244
Domperidone 1249
Donepezil 1253
Dopamine 1257
Doripenem 1260
Dorzolamide 1263
Doxazosin 1266
Doxorubicin 1269
Dronabinol 1274
Drospirenone 1278
Duloxetine 1281
Dutasteride 1283
Edoxaban 1286
Efavirenz 1291
Eletriptan 1297
Eltrombopag 1299
Elzasonan 1302
Emtricitabine 1305
Enalapril 1308
Enfuvirtide 1311
Enoxaparin 1315
Eplerenone 1318
Erdosteine 1322
Erlotinib 1324
Ertugliflozin 1327
Escitalopram 1331
Esomeprazole 1335
Estazolam 1338
Estrogens 1341
Ethinylestradiol 1347
Ethionamide 1350
Ethiprole 1354
Ethoxysulfuron 1360
Etonogestrel 1362
Etoricoxib 1365
Etridiazole 1368
Exemestane 1370
Ezetimibe 1373
Ezlopitant 1377
Chemical Name Index I
CAS Number Index IX
Volume 4
About the Editors xxxiii
Preface xxxvii
List of Data Compilers of Volumes 3–5 xxxix
Abbreviations and Acronyms xli
Famciclovir 1381
Famitinib 1385
Famotidine 1391
FDDNP 1393
Febuxostat 1395
Felodipine 1399
Fenazaquin 1404
Fenofibrate 1406
Fenpropimorph 1411
Fenproporex 1416
Fenpyroximate 1419
Fentanyl 1422
Fexofenadine 1425
Finasteride 1427
Fingolimod 1431
Flonicamid 1435
Fluazinam 1439
Fluconazole 1444
Flumioxazin 1446
Flunarizine 1450
Flunitrazepam 1455
Fluopicolide 1458
Fluoxastrobin 1462
Flupyrsulfuron methyl 1467
Fluroxypyr 1469
Flutamide 1471
Fluticasone furoate 1475
Fluticasone propionate 1478
Fluvastatin 1480
Fluvoxamine 1483
Forchlorfenuron 1487
Fosinopril 1489
Furametpyr 1492
Gabapentin 1495
Galantamine 1497
Gambogic acid 1502
Ganoderic acid D 1506
Garenoxacin 1509
Gefitinib 1511
Gemfibrozil 1516
Gemopatrilat 1522
Genipin 1525
Glafenine 1527
Glatiramer acetate 1531
Gliclazide 1533
Glipizide 1536
Granisetron 1538
Harmaline 1541
Hexaconazole 1543
Hydrochlorothiazide 1546
Hydrocodone (oxycodone) 1548
Hydroxychavicol 1551
Ibandronate 1553
Ibuprofen 1555
Ilaprazole 1559
Iloperidone 1562
Imatinib 1567
Imazamethabenz-methyl 1571
Imazamox 1573
Imazosulfuron 1577
Imidafenacin 1579
Imiprothrin 1582
Imiquimod 1584
Imrecoxib 1587
Indacaterol 1590
Indapamide 1593
Indinavir 1597
Ipconazole 1601
Ipratropium 1603
Irbesartan 1606
Irinotecan 1609
Irofulven 1614
Isoeugenol 1617
Isoxaflutole 1619
Isoxicam 1621
Ivermectin 1624
Ixabepilone 1628
Lamivudine 1632
Lamotrigine 1634
Lansoprazole 1638
Lapatinib 1640
Laropiprant 1643
Lasofoxifene 1647
Latanoprost 1651
Lefucoxib 1655
Lersivirine 1657
Letosteine 1660
Letrozole 1662
Levalbuterol 1665
Levocetirizine 1668
Levofloxacin 1671
Levonorgestrel 1673
Levothyroxine 1677
Lidocaine 1679
Linagliptin 1682
Lindane 1685
Linezolid 1687
Lithocholic acid 1690
Lithospermic acid 1693
Lopinavir 1696
Loratadine 1701
Lorazepam 1706
Losartan 1710
Lovastatin 1715
Lufenuron 1719
Lumiracoxib 1723
Lurasidone 1726
Mandipropamid 1732
Mebeverine 1738
Medroxyprogesterone acetate 1741
Meisoindigo 1745
Meloxicam 1747
Memantine 1752
Menadione 1754
Mesalamine 1758
Mesosulfuron-methyl 1761
Mesotrione 1764
Metaxalone 1767
Metformin 1769
Methadone 1771
Methoxyfenozide 1775
Methyldopa 1780
Methylphenidate 1783
Metoclopramide 1786
Metofluthrin 1790
Metoprolol 1792
Metoxuron 1795
Metronidazole 1797
Mexiletine 1800
Mianserin 1803
Mifepristone 1808
Milnacipran 1812
Minocycline 1814
Mirabegron 1816
Misoprostol 1819
Modafinil 1821
Mometasone furoate 1824
Montelukast 1827
Moricizine 1830
Morinidazole 1833
Moxifloxacin 1836
Moxonidine 1838
Mycophenolate mofetil 1841
Nabumetone 1845
Naloxone 1847
Nateglinide 1850
Nevirapine 1853
Niacin 1858
Nicardipine 1861
Nicotine 1865
Nifedipine 1870
Nilotinib 1874
Nilutamide 1878
Nimodipine 1881
Nizatidine 1885
Norelgestromin 1888
Norfloxacin 1891
Norgestimate 1893
Nortriptyline 1897
Novaluron 1900
Chemical Name Index I
CAS Number Index IX
Volume 5
About the Editors xxxiii
Preface xxxvii
List of Data Compilers of Volumes 3–5 xxxix
Abbreviations and Acronyms xli
Olanzapine 1905
Olmesartan medoxomil 1909
Olopatadine 1912
Omeprazole 1915
Ondansetron 1918
Ornidazole 1921
Orphenadrine 1923
Oxadiargyl 1925
Oxcarbazepine 1930
Oxybenzone 1933
Oxycodone 1936
Paclitaxel 1940
Paclobutrazol 1945
Paeonol 1949
Paliperidone 1951
Pantoprazole 1953
Paroxetine 1957
Pefloxacin 1960
Peliglitazar 1962
Penthiopyrad 1965
Pentoxazone 1970
Perphenazine 1972
Phenolphthalein 1976
Picolinafen 1978
Pindolol 1981
Pioglitazone 1984
Piperacillin 1988
Piroxicam 1991
Pirprofen 1993
Pitavastatin 1998
Pramipexole 2004
Pravastatin 2006
Prazosin 2012
Pregabalin 2016
Prochloraz 2018
Propafenone 2020
Prosulfuron 2024
Prothioconazole 2027
20(S )-Protopanaxadiol 2030
Proxyphylline 2033
Pseudoephedrine 2035
(2S )-Pterosin A 2037
Pyraflufen-ethyl 2039
Pyrasulfotole 2042
Pyrazosulfuron methyl 2045
Pyribenzoxim 2047
Pyridalyl 2050
Pyrimethanil 2055
Quetiapine 2058
Rabeprazole 2061
Raloxifene 2065
Ramelteon 2069
Ranitidine 2072
Repaglinide 2075
Rifapentine 2079
Risedronate 2082
Risperidone 2084
Ritonavir 2087
Rivaroxaban 2092
Rizatriptan 2096
Rofecoxib 2100
Roflumilast 2105
Ropinirole 2107
Rosiglitazone 2110
Rosuvastatin 2115
Rotigotine 2119
Ruboxistaurin 2122
Rufinamide 2125
Ruxolitinib 2127
Salmeterol 2130
Sameridine 2133
Saxagliptin 2136
Selegiline 2139
Seliciclib 2142
Sertraline 2145
Silafluofen 2149
Sildenafil 2151
Simvastatin 2155
Sitagliptin 2160
Sorafenib 2164
Sudoxicam 2166
Sulcotrione 2169
Sulindac 2172
Sumatriptan 2175
Sunepitron 2178
Tacrolimus 2183
Tadalafil 2187
Tafluprost 2190
Tamoxifen 2193
Tamsulosin 2197
Telmisartan 2200
Temozolomide 2202
Tenofovir 2205
Tepraloxydim 2208
Terazosin 2212
Terbinafine 2215
Tetraconazole 2219
Thalidomide 2222
Theophylline 2226
Thiamethoxam 2231
Ticagrelor 2236
Ticlopidine 2239
Timolol 2242
Tinidazole 2245
Tiotropium 2247
Tipranavir 2250
Tirapazamine 2253
Tobramycin 2255
Tolbutamide 2257
Tolcapone 2261
Tolfenpyrad 2265
Tolterodine 2267
Tolvaptan 2270
Topiramate 2274
Torcetrapib 2277
Tramadol 2281
Trandolapril 2284
Traxoprodil 2286
Triamcinolone 2289
Triamcinolone acetonide 2291
Triasulfuron 2294
Triclosan 2296
Trimebutine 2298
Tropisetron 2302
Vabicaserin 2305
Valacyclovir 2310
Valdecoxib 2313
Valsartan 2317
Vardenafil 2319
Varenicline 2322
Vemurafenib 2325
Venlafaxine 2328
Verapamil 2332
Veratridine 2336
Vilanterol 2339
Vildagliptin 2343
Vinorelbine 2348
Vismodegib 2353
Warfarin 2357
Ximelagatran 2361
Zafirlukast 2363
Zearalenone 2366
Zibotentan 2369
Zidovudine 2372
Ziprasidone 2375
Zofenopril 2382
Zolmitriptan 2385
Zolpidem 2387
Chemical Name Index I
CAS Number Index IX
