CO-NH2 CO-NH2 â€žâ€žCO-NH2 CO-NH2

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Preface THE task of producing this book would have been impossible without help from my friends and collaborators of the departments of Organic Chemistry, A nalytical Chemistry and Pharmacology. I would like to thank especially Miss J. DE CANNI^RE for her careful analysis of the literature and Mr. ANDRE JANSSENS for his indefatigable efforts in preparing the final manuscript and correcting the galley proofs. vn
Page 1 and 2: S Y N T H E T I C A N A L G E S I C
Page 3: C o n t e n t s Page Preface . . .
Page 8 and 9: 1. 2. 3. 4. 5. 6. 7. 8. 9. 10. 11.
Page 10 and 11: 4 INTRODUCTION Eventually the field
Page 12 and 13: 6 ANALGESIC ACTIVITY IN MAN AND IN
Page 14 and 15: TABLE II Author 1. ATTENBURROW et a
Page 16 and 17: 10 METHADONE, MORPHINE, PETHIDINE A
Page 18 and 19: 12 METHADONE, MORPHINE, PETHIDINE A
Page 20 and 21: 1.1 1.2 1.3 1.4 H „ H H „ H „
Page 22 and 23: 1.11 1.12 1.13 1.14 1.15 1.16 1 17
Page 24 and 25: 2.7 2.8 2.9 2.10 2.11 2.12 2.13 2.1
Page 26 and 27: 3.4 3.5 3.6 3.7 R -CHOH-C2H5 „
Page 28 and 29: 5.2 5.3 CN „ „ „ CN „ „
Page 30 and 31: 5.6 5.7 5.8 5.9 5.10 5.11 5.12 5.13
Page 32 and 33: 5.24 5.25 5.26 5.27 5.28 5.29 5.30
Page 34 and 35: 5.51 5.52 5.53 5.54 5.55 5.56 5.57
Page 36 and 37: 6.33 6.34 6.35 6.36 6.37 6.38 6.39
Page 38 and 39: 6.63 6.64 6.65 7.1 7.2 7.3 R CH-C2H
Page 40 and 41: R 7.1 CO-NH2 7.12 „ CO-NH2 7.13 C
Page 42 and 43: 8.5 8.6 8.7 8.8 8.9 8.10 8.11 8.12
Page 44 and 45: 9.22 9.23 9.24 9.25 9.26 9.27 9.28
Page 46 and 47: 10.28 10.29 10.30 10.31 10.32 10.33
Page 48 and 49: 11.5 11.6 11.7 11.8 11.9 11.10 11.1
Page 50 and 51: 12.9 12.10 12.11 12.12 12.13 12.14
Page 52 and 53: 13.12 13.13 13.14 13.15 13.16 13.17
Page 54 and 55:
14.1 14.2 14.3 14.4 14.5 14.6 14.7
Page 56 and 57:
14.25 14.26 14.27 14.28 14.29 14.30
Page 58 and 59:
14.39 14.40 R COC2H5 „ „ „ »
Page 60 and 61:
14.40 14.41 14.42 14.43 14.44 14.45
Page 62 and 63:
R 14.54 CO-C2H5 „ 14.5 CO-C2H5 14
Page 64 and 65:
14.78 14.79 14.80 14.81 14.82 14.83
Page 66 and 67:
15.2 15.3 15.4 15.5 16.1 16.2 16.3
Page 68 and 69:
: Unpublished data from this labora
Page 70 and 71:
a > is Is 1.12 1.13 1.16 1.17 1.18
Page 72 and 73:
ound elV) u ^ 3.3 3.4 Method CF M ?
Page 74 and 75:
36 5.13 5.14 5.16 5.17 5.22 5.23 5.
Page 76 and 77:
—' • , m TABLE V—continued An
Page 78 and 79:
£, 100 —
Page 80 and 81:
mpou ablel 10.8 10.9 10.10 10.12 10
Page 82 and 83:
o < 10.40 10.41 Metho RT CF CF PIT
Page 84 and 85:
_L3 _MB o H 10.63 10.64 10.65 10.66
Page 86 and 87:
!° a* 12 A 12.6 12.7 12.9 12.10 12
Page 88 and 89:
Is? i« c *° ab 13.10 13.11 13.13
Page 90 and 91:
Is 14.22 14.23 14.24 14.25 14.26 14
Page 92 and 93:
*u ^ U 39 14.40 Sfleflmd RF
Page 94 and 95:
Con (Tat 14.40 iVlCLnOQ C F R - R T
Page 96 and 97:
I Con (Tal 14.45 14.48 14.49 14.50
Page 98 and 99:
6 b 14.62 14.63 14.64 14.65 14.66 1
Page 100 and 101:
TABLE V—continued II Method Anima
Page 102 and 103:
md No. 1 elV) Com (T 1.13 1.16 1.18
Page 104 and 105:
is s ^ r 5.3 tion 8-31 ————
Page 106 and 107:
6 ipoun 'able ] 5.42 5.43 5.52 5.53
Page 108 and 109:
ifo 3 ! e Refraction o a. 2— t°
Page 110 and 111:
ind No. elV) 1? r 14.40 14.43 14.45
Page 112 and 113:
jnd No. elV) O ,£> U 16.4 1 * P
Page 114 and 115:
108 3:3-DIPHENYLPROPYLAMINES 1. 2.
Page 116 and 117:
CHAPTER IV Tertiary Alcohols (I: R
Page 118 and 119:
112 TERTIARY ALCOHOLS were prepared
Page 120 and 121:
114 TERTIARY ALCOHOLS It should be
Page 122 and 123:
116 SECONDARY ALCOHOLS MAY and MOSE
Page 124 and 125:
118 SECONDARY ALCOHOLS methadone <
Page 126 and 127:
R I CHAPTER VI P r i m a r y Alcoho
Page 128 and 129:
CHAPTER VII Nitriles (I: R = CN) BA
Page 130 and 131:
124 NITRILES A similar condensation
Page 132 and 133:
126 NITRILBS N(CH3)2 TABLE X—MELT
Page 134 and 135:
128 NITRIDES Hydrolysis of the cycl
Page 136 and 137:
130 DIAMINES AND DERIVATIVES Diamin
Page 138 and 139:
CHAPTER IX P r i m a r y A m i d e
Page 140 and 141:
134 PRIMARY AMIDES The optical rota
Page 142 and 143:
CHAPTER X Acids a n d A c i d Chlor
Page 144 and 145:
138 ACIDS AND ACID CHLORIDES (a) Es
Page 146 and 147:
140 SECONDARY AMIDES Attempts to pr
Page 148 and 149:
142 TERTIARY AMIDES 12.4: Z=-CH2
Page 150 and 151:
NAA' N(CH3)2 N(CH3)2 N(CH3)2 N(C2H5
Page 152 and 153:
CHAPTER XIII Esters derived f r o m
Page 154 and 155:
148 ESTERS DERIVED FROM AMINO ACIDS
Page 156 and 157:
CHAPTER XIV Esters d e r i v e d f
Page 158 and 159:
152 ESTERS DERIVED FROM SECONDARY A
Page 160 and 161:
154 ESTERS DERIVED FROM SECONDARY A
Page 162 and 163:
156 KETIMINES, ACYL KETIMINES AND K
Page 164 and 165:
158 KETIMINES, ACYL KETIMINES AND K
Page 166 and 167:
CHAPTER XVII A l d e h y d e s (I:
Page 168 and 169:
162 SULPHONES When this basic sulph
Page 170 and 171:
CHAPTER XIX O t h e r C o m p o u n
Page 172 and 173:
CHAPTER XX Dissociation Constants B
Page 174 and 175:
CHAPTER XXI Configurational Studies
Page 176 and 177:
170 CONFIGURATIONAL STUDIES TABLE X
Page 178 and 179:
172 REFERENCES 41 BENOIT G., JACOB
Page 180 and 181:
174 REFERENCES 128 EASTON N. R., GA
Page 182 and 183:
176 REFERENCES 200 201 HOECHST A.G.
Page 184 and 185:
178 REFERENCES 292 LINDNER E. (1949
Page 186 and 187:
180 REFERENCES 370 REICHLE C. and F
Page 188 and 189:
182 REFERENCES 451 TAKAGI K., KASUY
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CO-NH2 CO-NH2 â€žâ€žCO-NH2 CO-NH2

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