The classic reference on the synthesis of medicinal agents -- now completely updated
The seventh volume in the definitive series that provides a quick yet thorough overview of the synthetic routes used to access specific classesof therapeutic agents, this volume covers approximately 220 new non-proprietary drug entities introduced since the publication of Volume 6. Many of these compounds represent novel structural types firstidentified by sophisticated new cell-based assays. Specifically, a significant number of new antineoplastic and antiviral agents are covered.
As in the previous volumes, materials are organized by chemical class and syntheses originate with available starting materials. Organized to make the information accessible, this resource covers disease state, rationale for method of drug therapy, and the biological activities of each compound and preparation. The Organic Chemistry of Drug Synthesis, Volume 7 is a hands-on reference for medicinal and organic chemists, and a great resource for graduate and advanced undergraduate students in organic and medicinal chemistry.
The classic reference on the synthesis of medicinal agents -- now completely updated
The seventh volume in the definitive series that provides a quick yet thorough overview of the synthetic routes used to access specific classesof therapeutic agents, this volume covers approximately 220 new non-proprietary drug entities introduced since the publication of Volume 6. Many of these compounds represent novel structural types firstidentified by sophisticated new cell-based assays. Specifically, a significant number of new antineoplastic and antiviral agents are covered.
As in the previous volumes, materials are organized by chemical class and syntheses originate with available starting materials. Organized to make the information accessible, this resource covers disease state, rationale for method of drug therapy, and the biological activities of each compound and preparation. The Organic Chemistry of Drug Synthesis, Volume 7 is a hands-on reference for medicinal and organic chemists, and a great resource for graduate and advanced undergraduate students in organic and medicinal chemistry.
Preface xi
1 Open-Chain Compounds 1
1. Peptidomimetic Compounds 2
A. Antiviral Protease Inhibitors 2
1. Human Immunodeficiency Virus 2
2. Human Rhinovirus 9
2. Miscellaneous Peptidomimetic Compounds 11
References 19
2 Alicyclic Compounds 21
1. Monocyclic Compounds 21
A. Prostaglandins 21
B. Antiviral Agents 25
C. Miscellaneous Monocyclic Compounds 29
2. Polycyclic Compounds: Steroids 31
A. 19-Nor Steroids 31
B. Corticosteroid Related Compounds 34
3. Polycyclic Compounds 38
References 40
3 Monocyclic Aromatic Compounds 43
1. Arylcarbonyl Derivatives 43
2. Biphenyls 47
3. Compounds Related to Aniline 50
4. Compounds Related to Arylsulfonic Acids 53
5. Diarylmethanes 58
6. Miscellaneous Monocyclic Aromatic Compounds 60
References 67
4 Carbocyclic Compounds Fused to a Benzene Ring 69
1. Indenes 69
2. Naphthalenes 73
3. Tetrahydronaphthalenes 74
4. Other benzofused carbocyclic compounds 79
References 81
5 Five-Membered Heterocycles 83
1. Compounds with One Heteroatom 83
2. Compounds with Two Heteroatoms 91
A. Oxazole and Isoxazoles 91
B. Imidazoles and a Pyrrazole 94
C. Thiazoles 99
D. Triazoles 103
E. Tetrazoles 109
References 112
6 Six-Membered Heterocycles 115
1. Compounds with One Heteroatom 115
A. Pyridines 115
B. Reduced Pyridines 117
C. Miscellaneous 119
2. Compounds with Two Heteroatoms 121
A. Pyrimidines 121
B. Miscellaneous Six-Membered Heterocycles 133
References 136
7 Five-Membered Heterocycles Fused to One Benzene Ring 139
1. Compounds with One Heteroatom 139
A. Benzofurans 139
B. Indoles 141
C. Indolones 148
D. Miscellaneous Compounds with One Heteroatom 153
2. Five-Membered Rings with Two Heterocyclic Atoms 156
A. Benzimidazoles 156
B. Miscellaneous Compounds 158
References 160
8 Six-Membered Heterocycles Fused to One Benzene Ring 163
1. Compounds with One Heteroatom 163
A. Benzopyrans 163
B. Quinolines and Their Derivatives 167
C. Quinolone Antibacterial Agents 172
2. Compounds with Two Heteroatoms 176
A. Benzoxazines 176
B. Quinazolines 178
C. Miscellaneous Benzo-Fused Heterocycles 184
References 186
9 Bicyclic Fused Heterocycles 189
1. Compounds with Five-Membered Rings Fused to Six-Membered Rings 189
A. Compounds with Two Heteroatoms 189
B. Compounds with Three Heteroatoms 191
C. Compounds with Four Heteroatoms 195
2. Compounds with Two Fused Six-Membered Rings 208
3. Miscellaneous Compounds with Two Fused Heterocyclic Rings: Beta Lactams 213
References 215
10 Polycyclic Fused Heterocycles 217
1. Compounds with Three Fused Rings 217
2. Compounds with Four Fused Rings 228
3. Compounds with Five or More Fused Rings: Camptothecins 230
References 232
Subject Index 233
Cross Index of Biological Activity 241
Cumulative Index 245
DANIEL LEDNICER, PHD, is the author of several books on drug synthesis and discovery. His career in both the private and public sectors has been devoted to the search for new therapeutic agents. Dr. Lednicer spent two decades at the bench as a chemist at the Upjohn Company. Following that, he served as director of chemical research at Mead Johnson, director of pharmaceutical sciences at Adria Laboratories, and pharmaceutical manager at Analytical Biochemistry Laboratories. Most recently, he was a project officer at the National Cancer Institute.
"The book is up-to-date with regard to the drugs presented and has the potential to be a good resources for experienced researchers in drug design…" (Journal of the American Chemical Society, March 12, 2008)
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