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    The organic chemistry of medicinal agents / Adam Renslo.

    • Title:The organic chemistry of medicinal agents / Adam Renslo.
    •    
    • Author/Creator:Renslo, Adam, author.
    • Published/Created:New York : McGraw-Hill Education, [2016]
    • Holdings

       
    • Library of Congress Subjects: Pharmaceutical chemistry.
      Chemistry, Organic.
    • Medical Subjects:Pharmaceutical Preparations--chemistry.
      Organic Chemistry Processes.
    • Description:xi, 210 pages ; 27 cm
    • Summary:Organic Chemistry for Pharmacy is a textbook written specifically for the students taking the required Organic/Medical Pharmacy course. Using a building- block approach, the book delivers a basic, yet thorough discussion of the mode of action, therapeutic applications, and limitations of various pharmaceutical agents.
    • Notes:Includes index.
      Includes bibliographical references and index.
    • ISBN:9780071794213 paperback alkaline paper
      0071794212
    • Contents:Machine generated contents note: 1. Nature of Bonding in Organic Molecules / Dmitry Koltun
      Introduction
      Nature of Covalent and Ionic Bonds
      Box 1.1 Drawing organic molecules
      Polarization of Covalent Bonds
      Atomic Orbitals and Valence Bond Theory
      Hybridization of Orbitals and Tetrahedral Carbon
      Hybrid Orbitals of Oxygen and Nitrogen and Common Functional Groups
      Box 1.2 Functional groups containing phosphorus or sulfur
      Aromaticity
      Heteroaromatic Ring Systems in Drug Structures
      Summary
      Exercises
      2. Non-Covalent Interactions / Adam Renslo
      Introduction
      Enthalpic and Entropic Contributions to Ligand/Drug Binding
      Strength of Non-Covalent Interactions
      Desolvation and the Hydrophobic Effect
      Ionic Interactions
      Box 2.1 Ionic interactions in a proton channel from influenza virus
      Hydrogen Bonds
      C
      H Bonds as Hydrogen Bond Donors
      Aryl Rings as Hydrogen Bond Acceptors
      Box 2.2 - hydrogen bond in glutathione S-transferase
      Aryl-Aryl Interactions
      Cation-π Interactions
      Box 2.3 Hydrophobic and cation-π interactions in the binding of neurotransmitters and drugs
      Halogen Bonds
      Box 2.4 C
      F bonds as hydrogen bond acceptors and in orthogonal interactions with carbonyl groups
      Summary
      Case Study
      -Inhibitors of Factor Xa as Anticoagulants
      Exercises
      3. Stereochemistry / Adam Renslo
      Introduction
      Chirality and the Shape of Molecules
      Stereoisomers
      -Some Important Definitions
      Box 3.1 Determining isomeric and stereochemical relationships between molecules
      Avoiding Confusion
      Stereoisomers of 1,3-Dimethylcydohexane
      Chirality Centers
      Assigning the Configuration of Chirality Centers
      Box 3.2 Cahn
      Ingold
      Prelog rules in brief
      Configurational Assignment and Stereochemical Relationships
      Meso Compounds
      Chirality Centers at Non-Carbon Atoms
      Other Sources of Chirality and Stereoisomerism
      Box 3.3 Atropisomerism
      Summary
      Case Study
      -Racemic and Non-Racemic Drugs
      Exercises
      4. Conformations of Organic Molecules / Adam Renslo
      Introduction
      Newman Projections and Dihedral Angles
      Conformations and Energies of Ethane
      -Torsional Strain
      Conformations and Energies of Larger Acyclic Molecules
      -Steric Strain
      Conformations of Small Rings
      Box 4.1 three major types of strain in organic molecules
      Conformations of Cyclohexane and Related Six-Membered Rings
      Estimating the Conformational Preferences of Substituted Cyclohexanes
      Box 4.2 Drawing chair conformations
      Conformationally Constrained Ring Systems
      Box 4.3 Conformational constraint in opiate analgesics
      Summary
      Case Study
      -Neuraminidase Inhibitors and the Influenza Virus
      Exercises
      5. Acid-Base Chemistry of Organic Molecules / Susan Miller
      Introduction
      Three Theories of Acids and Bases
      Self-Ionization of Water and the pH Scale
      Avoiding Confusion
      -Use of "Acid" and "Base" and Related Terms
      Acid Dissociation Constant Ka and pKa as a Measure of Acid Strength
      Electronegativity and Size of Atoms and Acid/Base Strength
      Atom Hybridization and Acid/Base Strength
      Resonance Electronic Effects on Acid/Base Strength
      Inductive Electronic Effects of Substituents on Acid/Base Strength
      Combined Inductive and Resonance Effects on Acid/Base Strength
      Proximity and Through-Space Effects on Acid/Base Strength
      Henderson-Hasselbalch Relationship and Acid/Base Equilibria as a Function of pH
      Summary
      Case Study
      -Discovery of Tagamet
      Exercises
      6. Nucleophilic Substitution, Addition, and Elimination Reactions / Adam Renslo
      Introduction
      Nucleophiles
      Electrophiles
      Box 6.1 Electrophiles in cancer drugs
      Leaving Groups
      Nucleophilic Aliphatic Substitution Reactions
      SN2
      Box 6.2 SN2 reactions in biological chemistry
      Nucleophilic Aliphatic Substitution Reactions
      -SN1
      Neighboring Group Assistance in SXI1 Reactions
      Nucleophilic Aromatic Substitution
      SNAr
      Addition Reactions
      Elimination Reactions
      E1 and E2
      Summary
      Case Study
      Drugs That Form a Covalent Bond to Their Target
      Exercises
      7. Reactions of Carbonyl Species / Adam Renslo
      Introduction
      Nature of the Carbonyl Group
      Relative Reactivity of Carbonyl-Containing Functional Groups
      Hydration of Aldehydes and Ketones
      Reactions of Aldehydes and Ketones with Alcohols
      Box 7.1 Glucuronidation in the metabolism of drugs
      Imines and Enamines
      Box 7.2 Imines in drug-protein conjugates
      Oximes and Hydrazones
      Chemical Hydrolysis of Ester and Amide Bonds
      Enzymatic Hydrolysis of Peptide Bonds by Proteases
      Box 7.3 Drugs designed to inhibit proteases
      Summary
      Case Study
      -Odanacatib
      Exercises
      8. Radical Chemistry / Adam Renslo
      Introduction
      Formation, Stability, and Molecular Orbital View of Radicals
      Radical Reactions
      Reactions of Molecular Oxygen
      Iron-Mediated Radical Reactions in Drug Metabolism
      Box 8.1 Fenton chemistry in the action of antimalarial drugs
      Summary
      Case Study
      -Calicheamicin γ1
      Exercises
      Solutions to Exercises.
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