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☆
ISTUDY
Routes toEssential Medicines
Routes to Essential Medicines
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A Workbook for Organic Synthesis
Peter J. Harrington
Better Pharma Processes, LLC Louisville, CO, USA
This edition first published 2022
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© 2022 John Wiley & Sons, Inc.
All rights reserved. No part of this publication may be reproduced, stored in a retrieval system, or transmitted, in any form or by any means, electronic, mechanical, photocopying, recording or otherwise, except as permitted by law. Advice on how to obtain permission to reuse material from this title is available at http://www.wiley.com/go/permissions.
The right of Peter J Harrington to be identified as the author of this work has been asserted in accordance with law.
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Limit of Liability/Disclaimer of Warranty
In view of ongoing research, equipment modifications, changes in governmental regulations, and the constant flow of information relating to the use of experimental reagents, equipment, and devices, the reader is urged to review and evaluate the information provided in the package insert or instructions for each chemical, piece of equipment, reagent, or device for, among other things, any changes in the instructions or indication of usage and for added warnings and precautions. While the publisher and authors have used their best efforts in preparing this work, they make no representations or warranties with respect to the accuracy or completeness of the contents of this work and specifically disclaim all warranties, including without limitation any implied warranties of merchantability or fitness for a particular purpose. No warranty may be created or extended by sales representatives, written sales materials or promotional statements for this work. The fact that an organization, website, or product is referred to in this work as a citation and/or potential source of further information does not mean that the publisher and authors endorse the information or services the organization, website, or product may provide or recommendations it may make. This work is sold with the understanding that the publisher is not engaged in rendering professional services. The advice and strategies contained herein may not be suitable for your situation. You should consult with a specialist where appropriate. Further, readers should be aware that websites listed in this work may have changed or disappeared between when this work was written and when it is read. Neither the publisher nor authors shall be liable for any loss of profit or any other commercial damages, including but not limited to special, incidental, consequential, or other damages.
Library of Congress Cataloging-in-Publication Data
Names: Harrington, Peter J., author. Title: Routes to essential medicines : a workbook for organic synthesis / Peter J. Harrington, Better Pharma Processes, LLC, Louisville, CO, USA. Description: First edition. | Hoboken, NJ : Wiley, 2022. | Includes index. Identifiers: LCCN 2021043883 (print) | LCCN 2021043884 (ebook) | ISBN 9781119722861 (paperback) | ISBN 9781119722878 (adobe pdf) | ISBN 9781119722830 (epub) Subjects: LCSH: Pharmaceutical chemistry. | Drugs–Synthesis. Classification: LCC RS403 .H372 2022 (print) | LCC RS403 (ebook) | DDC
615.1/9–dc23/eng/20211004 LC record available at https://lccn.loc.gov/2021043883 LC ebook record available at https://lccn.loc.gov/2021043884
Cover Design: Wiley Cover Image: Created by and courtesy of Chloe Schaub
Set in 9.5/12.5pt STIXTwoText by Straive, Pondicherry, India
9 8 7 6 5 4 3 2 1
10
This workbook is dedicated to everyone who made it their mission in life to discover and manufacture
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Essential Medicines and to: Professor Louis S. Hegedus
Who inspired this workbook project with a lesson learned at Colorado State University: An hour in the library will save you from two weeks of floundering around in the laboratory.
vi
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About the Companion Website
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Contents
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Introduction xiv About the Companion Website
A 1
Abacavir  1 Acetazolamide  3 Acetylcysteine  4 Acetylsalicylic Acid  4 Acyclovir  5 Albendazole  6 Allopurinol  7 Amidotriazoate  8 Amikacin  9 Amiloride  11 4-Aminosalicylic Acid  12 Amiodarone  13 Amitriptyline  15 Amlodipine  16 Amodiaquine  17 Amoxicillin  18 Ampicillin  20 Anastrozole  21 Artemether  23 Artesunate  24 Ascorbic Acid  26 Atazanavir  27 Atracurium Besylate  29 Atropine  32 Azathioprine  34 Azithromycin  35 Aztreonam  37
vii
xvii
B 40
Beclomethasone Dipropionate  40 Bedaquiline  45 Bendamustine  47 Benznidazole  49 Benzoyl Peroxide  50 Benzyl Benzoate  51 Betamethasone  52 Bicalutamide  56
Contentsviii
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Biperiden  57 Bisoprolol  58 Budesonide  59 Bupivacaine  62
C 63
Caffeine  63 Calcium Capecitabine  65 Carbamazepine  67 Cefalexin  68 Cefazolin  69 Cefepime  71 Cefixime  73 Cefotaxime  75 Ceftaroline  77 Ceftazidime  81 Ceftriaxone  84 Chlorambucil  86 Chloramphenicol  87 Chlorhexidine  89 Chloroquine  90 Chloroxylenol  91 Chlorpromazine  92 Ciprofloxacin  93 Cisplatin, Carboplatin, Oxaliplatin  94 Clarithromycin  97 Clindamycin  99 Clofazimine  100 Clomifene  101 Clomipramine  102 Clopidogrel  103 Cloxacillin  105 Clotrimazole  106 Clozapine  107 Codeine  108 Colecalciferol  109 Cyclizine  112 Cyclophosphamide  113 Cycloserine  114 Cytarabine  114
 Folinate/Folinic Acid  64
D 116
Dacarbazine  116 Daclatasvir  117 Dapsone  119 Darunavir  120 Dasabuvir  122 Dasatinib  124 Delamanid  126 Desmopressin  129 Dexamethasone  131 Diazepam  136