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024 7 $a10.1002/047145026X$2doi
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060 4 $a2003 L-690
060 4 $aQV 38$bA947a 2003
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100 1 $aAvdeef, Alex.
245 10 $aAbsorption and drug development :$bsolubility, permeability, and charge state /$cAlex Avdeef.
260 $aHoboken, N.J. :$bWiley-Interscience,$c℗♭2003.
300 $a1 online resource (xxiv, 287 pages) :$billustrations
336 $atext$btxt$2rdacontent
337 $acomputer$bc$2rdamedia
338 $aonline resource$bcr$2rdacarrier
504 $aIncludes bibliographical references (pages 250-284) and index.
588 0 $aPrint version record.
505 0 $aCover -- CONTENTS -- PREFACE -- ACKNOWLEDGMENTS -- DEFINITIONS -- 1 INTRODUCTION -- 1.1 Shotgun Searching for Drugs? -- 1.2 Screen for the Target or ADME First? -- 1.3 ADME and Multimechanism Screens -- 1.4 ADME and Medicinal Chemists -- 1.5 The "A" in ADME -- 1.6 It is Not Just a Number"It is a Multimechanism -- 2 TRANSPORT MODEL -- 2.1 Permeability-Solubility-Charge State and the pH Partition Hypothesis -- 2.2 Properties of the Gastrointestinal Tract (GIT) -- 2.3 pH Microclimate -- 2.4 Intracellular pH Environment -- 2.5 Tight-Junction Complex -- 2.6 Structure of Octanol -- 2.7 Biopharmaceutics Classification System -- 3 CHARGE STATE -- 3.1 Constant Ionic Medium Reference State -- 3.2 pK(a) Databases -- 3.3 Potentiometric Measurements -- 3.3.1 Bjerrum Plots -- 3.3.2 pH Definitions and Electrode Standardization -- 3.3.3 The Solubility Problem'' and Cosolvent Methods -- 3.3.4 Use of Cosolvents for Water-Soluble Molecules -- 3.4 Spectrophotometric Measurements -- 3.5 Capillary Electrophoresis Measurements -- 3.6 Chromatographic pK(a) Measurement -- 3.7 pK(a) Microconstants -- 3.8 pK(a) "Gold Standard" for Drug Molecules -- 4 PARTITIONING INTO OCTANOL -- 4.1 Tetrad of Equilibria -- 4.2 Conditional Constants -- 4.3 log P Databases -- 4.4 log D -- 4.5 Partitioning of Quaternary Ammonium Drugs -- 4.6 log D of Multiprotic Drugs and the Common-Ion Effect -- 4.7 Summary of Charged-Species Partitioning in Octanol ... Water -- 4.8 Ion Pair Absorption of Ionized Drugs"Fact or Fiction? -- 4.9 Micro-log P -- 4.10 HPLC Methods -- 4.11 IAM Chromatography -- 4.12 Liposome Chromatography -- 4.13 Other Chromatographic Methods -- 4.14 pH-Metric log P Method -- 4.15 High-Throughput log P Methods -- 4.16 Octanol ... Water log P(N), log P(I), and log D(7.4) "Gold Standard" for Drug Molecules -- 5 PARTITIONING INTO LIPOSOMES -- 5.1 Tetrad of Equilibria and Surface Ion Pairing (SIP) -- 5.2 Databases -- 5.3 Location of Drugs Partitioned into Bilayers -- 5.4 Thermodynamics of Partitioning: Entropy- or Enthalpy-Driven? -- 5.5 Electrostatic and Hydrogen Bonding in a Low-Dielectric Medium -- 5.6 Water Wires, H(+)/OH( -- ) Currents, and the Permeability of Amino Acids and Peptides -- 5.7 Preparation Methods: MLV, SUV, FAT, LUV, ET -- 5.8 Experimental Methods -- 5.9 Prediction of log P(mem) from log P -- 5.10 log D(mem), diff(mem), and the Prediction of log P(SIP)(mem) from log P(I) -- 5.11 Three Indices of Lipophilicity: Liposomes, IAM, and Octanol -- 5.12 Getting it Wrong from One-Point log D(mem) Measurement -- 5.13 Partitioning into Charged Liposomes -- 5.14 pK(mem)(a) Shifts in Charged Liposomes and Micelles -- 5.15 Prediction of Absorption from Liposome Partition Studies? -- 5.16 log P(N)(mem), log P(SIP)(mem) "Gold Standard" for Drug Molecules -- 6 SOLUBILITY -- 6.1 Solubility ... pH Profiles -- 6.1.1 Monoprotic Weak Acid, HA (or Base, B) -- 6.1.2 Diprotic Ampholyte, XH(+)(2) -- 6.1.3 Gibbs pK(a) -- 6.2 Complications May Thwart Reliable Measurement of Aqueous Solubility -- 6.3 Databases and the "Ionizable Molecule Problem" -- 6.4 Experimental Methods -- 6.4.1 Saturation Shake-Flask Methods -- 6.4.2 Turbidimetric Ranking Assays.
506 $3Use copy$fRestrictions unspecified$2star$5MiAaHDL
533 $aElectronic reproduction.$b[Place of publication not identified] :$cHathiTrust Digital Library,$d2010.$5MiAaHDL
538 $aMaster and use copy. Digital master created according to Benchmark for Faithful Digital Reproductions of Monographs and Serials, Version 1. Digital Library Federation, December 2002.$uhttp://purl.oclc.org/DLF/benchrepro0212$5MiAaHDL
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520 $aMany times drugs work fine when tested outside the body, but when they are tested in the body they fail. One of the major reasons a drug fails is that it cannot be absorb by the body in a way to have the effect it was intended to have. Permeability, Solubility, Dissolution, and Charged State of Ionizable Molecules: Helps drug discovery professionals to eliminate poorly absorbable molecules early in the drug discovery process, which can save drug companies millions of dollars.; Extensive tabulations, in appendix format, of properties and structures of about 200 standard drug molecules.
650 0 $aDrugs$xDesign.
650 0 $aDrugs$xMetabolism.
650 0 $aDrug development.
650 0 $aAbsorption.
650 12 $aPharmaceutical Preparations$xmetabolism.
650 22 $aPharmaceutical Preparations$xchemistry.
650 22 $aStructure-Activity Relationship.
650 22 $aAdministration, Oral.
650 6 $aMe dicaments$xConception.
650 6 $aMe dicaments$xMe tabolisme.
650 6 $aMe dicaments$xDe veloppement.
650 6 $aAbsorption.
650 7 $aMEDICAL$xDrug Guides.$2bisacsh
650 7 $aMEDICAL$xNursing$xPharmacology.$2bisacsh
650 7 $aMEDICAL$xPharmacology.$2bisacsh
650 7 $aMEDICAL$xPharmacy.$2bisacsh
650 7 $aAbsorption.$2fast$0(OCoLC)fst00794733
650 7 $aDrug development.$2fast$0(OCoLC)fst00898670
650 7 $aDrugs$xDesign.$2fast$0(OCoLC)fst00898790
650 7 $aDrugs$xMetabolism.$2fast$0(OCoLC)fst00898845
650 7 $aArzneimittel$2gnd
650 7 $aVerteilungskoeffizient$2gnd
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