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Handbook of Metabolic Pathways of Xenobiotics

Handbook of Metabolic Pathways of Xenobiotics

Philip Lee (Editor) , Hiroyasu Aizawa (Editor) , Lawrence Gan (Editor) , Chandra Prakash (Editor) , Dafang Zhong (Editor)

ISBN: 978-0-470-74910-4

Mar 2014

2560 pages

Select type: Hardcover

In Stock

$1,585.00

Description

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.

 

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

Review Article: Fundamentals of organic chemistry
...as applicable to the biotransformation of foreign compounds
Download
Review Article: Metabolic stability screen in drug discovery
Download
Review Article: Unusual metabolic reactions and pathways
Download
Compound Article: Ganoderic acid D
Download
Compound Article: Milnacipran
Download
Compound Article: Tenofovir
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