香豆素
香豆素
基本信息
香豆素（Coumarin）是一类具有独特芳香气味的化合物，化学式为C9H6O2。它们属于苯骈α-呋喃酮类化合物，在自然界中广泛存在。
结构特征香豆素的基本结构由苯环和呋喃酮构成，其中苯环与四个碳原子相连的呋喃酮单元形成独特的“香豆素环”。
自然来源香豆素存在于多种植物、真菌及动物体内。在植物界中，它主要作为天然防御机制的一部分，用作对昆虫的化学信号。著名的例子包括：天竺葵科（如紫花苜蓿）、唇形科（如薄荷）和芸香科（如柑橘属果实）。此外，在真菌、苔藓及藻类中也有发现。
化学性质 稳定性由于其独特的结构，香豆素表现出良好的化学稳定性。它们不易被氧化或还原，但可以与其他化合物发生多种类型的反应，包括缩合、取代等。
生物活性许多香豆素衍生物具有生物活性，能够引起抗菌、抗炎、抗氧化等多种作用。这些特性使它们成为医药、食品添加剂等多个领域的重要研究对象。
应用领域 医药行业在制药业中，某些结构类似物被开发为药物先导化合物。例如，香豆素类抗生素是最早的广谱抗生素之一；一些香豆素衍生物还表现出抗癌潜力。
食品工业由于其独特的香气和味道，在食品加工中也得到了广泛应用，常作为香精成分使用。
其他应用此外，它们还在染料生产、农药开发等多个领域展现出潜在价值。
生产方法香豆素可通过多种合成路径获得。传统的化学合成涉及从苯甲醛出发的反应；而近年来，通过生物转化技术，利用微生物发酵过程制备天然香豆素也成为一种可持续的方法。
总之，香豆素因其独特的结构和广泛的生物学应用，在多个领域中发挥着重要作用，并且仍然是有机化学研究中的一个重要课题。
相关化合物
| 中文名称 | 英文名称 | CAS号 | 化学式 |
|---|---|---|---|
| —— | (2S)-2-[(S)-2,3-dihydro-1-benzofuran-7-yloxy(phenyl)methyl]morpholine | 1030837-38-7 | C19H21NO3 |
| —— | 3-(7-Bromo-2,3-dihydro-3,3-dimethyl-5-benzofuranyl)-2(1H)-pyridinone | 1206776-98-8 | C15H14BrNO2 |
| —— | 4-(5-bromo-7-fluoro-2,3-dihydrobenzofuran-2-yl)piperidin-4-ol | 1346529-57-4 | C13H15BrFNO2 |
| —— | (8-bromo-5-ethyl-2,3-dihydro-benzo[1,4]dioxin-6-yloxy)-acetonitrile | 865305-51-7 | C12H12BrNO3 |
| —— | 1356155-71-9 | C18H18F3N3O2 | |
| —— | 4-Phenyl-4-propionyloxy-3-piperidinomethyl-chroman | 96456-63-2 | C24H29NO3 |
| —— | 1224600-20-7 | C17H16ClN3O2 | |
| —— | 3-Benzofurancarboxamide,7-bromo-2,3-dihydro-3-phenyl-N-[(1S)-1-phenylethyl]-, (3R)- | 918304-96-8 | C23H20BrNO2 |
| —— | 2-isopropyl-2,3-dihydro-benzofuran-4-ol | 104175-22-6 | C11H14O2 |
| —— | 7-bromo-5-chloro-3,3-dimethyl-2,3-dihydrobenzofuran-4-ol | 1624613-68-8 | C10H10BrClO2 |
| —— | (4S,5R,6S,7S,8S,9R)-6-azido-8-[[tert-butyl(diphenyl)silyl]oxymethyl]-2-(4-methoxyphenyl)-4,9-dimethyl-7-(3-prop-1-en-2-ylanilino)-3-oxa-1-azaspiro[4.4]non-1-ene-8,9-diol | 1295471-25-8 | C42H49N5O5Si |
| —— | Potassium 2,3-dihydro-1-benzofuran-5-yltrifluoroboranuide | 2055156-69-7 | C8H7BF3KO |
| —— | 3-Isopropyl-2-piperidin-1-yl-2,3-dihydro-benzofuran-5-ol | 6777-10-2 | C16H23NO2 |
| —— | (2R,3S)-N-isopropyl-3-(2-oxo-2-phenylethyl)-2,3-dihydrobenzofuran-2-carboxamide | 1267588-09-9 | C15H19NO3 |
| —— | (1R,8R,13Z,20R,24S,27R)-28-chloro-4,27-dimethoxy-8-(methoxymethoxy)-22,22-dimethyl-2,21,23-trioxa-11-azapentacyclo[12.10.3.13,7.017,24.020,24]octacosa-3,5,7(28),13,17-pentaen-15,25-diyn-10-one | 960157-77-1 | C30H32ClNO8 |
| —— | methyl (+)-3-(2-(3-(2-hydroxyphenyl)propylthio)ethyl)-2,3-dihydrobenzofuran-7-yloxyacetate | 258532-46-6 | C22H26O5S |
| —— | 2-(4-(5-bromo-7-fluoro-2,3-dihydrobenzofuran-2-yl)piperidin-1-yl)-5-propylpyrimidine | 1346529-66-5 | C20H23BrFN3O |
| —— | 1-{[3-(6-chloro-4H-chromen-3-yl)-1,2,4-oxadiazol-5-yl]methyl}piperidine | 1514898-78-2 | C17H18ClN3O2 |
| —— | 2,3-dihydro-3,3-dimethyl-2-methoxybenzofuran-5-yl methylaminosulfonate | 55531-00-5 | C12H17NO5S |
| —— | (2,3-dihydrobenzofuran-7-yl)(5-methyl-6-(2-morpholinoethyl)-6H-thieno[2,3-b]pyrrol-2-yl)methanone | 1261149-76-1 | C22H24N2O3S |
| —— | 2'-phenylmethoxyspiro[1,3-dioxolane-2,9'-7,8,10,10a-tetrahydro-6aH-benzo[c]chromene]-6'-one | 787622-03-1 | C22H22O5 |
| —— | 2-((3S)-6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-yl)acetamide | 1452478-25-9 | C17H15Cl2NO3 |
| —— | dl-5-Acetoxy-3-(3-methanesulfonyloxypropyl)-2,2-dimethyl-7-(5-phenyl-2-pentyloxy)-3,4-dihydro-2H-benzopyran | 88464-25-9 | C28H38O7S |
| —— | (2,3-dihydroenzofuran-5-yl)-(4'-methoxyphenyl)-methyl chloride | 1189586-09-1 | C16H15ClO2 |
| —— | (3aS,8aR)-6-methoxy-5-(((trifluoromethyl)sulfonyl)oxy)-2,3,3a,8a-tetrahydrofuro[2,3-b]benzofuran-4-yl acetate | 865812-13-1 | C14H13F3O8S |
| —— | dl-5-Hydroxy-3-(4-hydroxybutyl)-2,2-dimethyl-7-(5-phenyl-2-pentyloxy)-3,4-dihydro-2H-benzopyran | 88464-28-2 | C26H36O4 |
| —— | dl-5-acetoxy-3-(3-hydroxypropyl)-2,2-dimethyl-7-(5-phenyl-2-pentyloxy)-3,4-dihydro-2H-benzopyran | 88464-24-8 | C27H36O5 |
| —— | 4-{[3-(6-methoxy-4H-chromen-3-yl)-1,2,4-oxadiazol-5-yl]methyl}morpholine | 1514898-74-8 | C17H19N3O4 |
| —— | (R)-2-acetyl-6-[2-(4-chlorophenylthio)acetyl]-3,9-dihydroxy-7-methoxy-8,9b-dimethyldibenzo[b,d]furan-1(9bH)-one | 1609950-11-9 | C25H21ClO7S |
| —— | (7-Ethoxy-2,3-dihydro-benzofuran-2-ylmethyl)-[2-(2-methoxy-phenoxy)-ethyl]-amine | 26244-48-4 | C20H25NO4 |
| —— | (5-Chloro-2,3-dihydro-benzofuran-2-ylmethyl)-(2-p-tolyloxy-ethyl)-amine | 26244-60-0 | C18H20ClNO2 |
| —— | 4-(5-bromo-7-fluoro-2,3-dihydrobenzofuran-2-yl)-1-(5-propylpyrimidin-2-yl)piperidin-4-ol | 1346529-58-5 | C20H23BrFN3O2 |
| —— | 7-Methyl-2-bromomethyl-2.3-dihydrobenzofuran | 19997-49-0 | C10H11BrO |
| —— | 4,5-Benzo-7-propylimino-3,8-dioxa-6-phenyl-bicyclo<4.2.1>nonan | 6517-99-3 | C20H21NO2 |
| —— | 4-{3-[4,7-dimethoxy-6-(2-morpholin-4-yl-ethoxy)-2,3-dihydro-benzofuran-5-yl]-3-hydroxy-propyl}-phenol | 54344-04-6 | C25H33NO7 |
| —— | ethyl 6,7-dichloro-2,3-dihydro-5-<3,5-bis(aminomethyl)-4-hydroxybenzyl>-2-benzofurancarboxylate dihydrochloride | 95250-10-5 | C20H22Cl2N2O4*2ClH |
| —— | 6-((2,4-dichlorobenzyl)oxy)-N-methyl-2,3-dihydro-1-benzofuran-3-carboxamide | 1452478-20-4 | C17H15Cl2NO3 |
| —— | 3-(6-methoxy-4H-chromen-3-yl)-5-(pyrrolidin-1-ylmethyl)-1,2,4-oxadiazole | 1514898-84-0 | C17H19N3O3 |
| —— | 7-methoxy-3,3-dimethyl-5-(2-pyridyl N-oxide)-2,3,4,5-tetrahydro-1-benzoxepin-5-ol | 157986-60-2 | C18H21NO4 |
| —— | 3-Amino-3-phenyl-2,3-dihydro-benzofuran | 92199-12-7 | C14H13NO |
| —— | 3-(2,3-dihydrobenzofuran-5-yl)-1-methyl-6H-imidazolo[1,5-a]pyrrolo[2,3-e]pyrazine | 1310702-90-9 | C17H14N4O |
| —— | 1571985-30-2 | C16H24O2Si | |
| —— | 1-(2,3-Dihydro-1-benzofuran-5-yl)-2,2-dimethylpropan-1-amine | 654683-92-8 | C13H19NO |
| —— | 2,3-Dihydro-5-hydroxy-2-vinyl-benzofuran | 3780-55-0 | C10H10O2 |
| —— | N-pyridazin-3-yl-4-(7-bromo-3,4-dihydro-2H-1-benzopyran-4-yl)piperazine-1-carboxamide | 1313034-44-4 | C18H20BrN5O2 |
| —— | 7,7'-dimethyl-3,3'-diphenyl-3,3'-dibenzo<b>furan-2,2'(3H,3'H)-dione | 65425-05-0 | C30H22O4 |
| —— | (2R,3S)-methyl 3-(2-oxopropyl)-2,3-dihydrobenzofuran-2-carboxylate | 1267588-06-6 | C13H14O4 |
| —— | 1-(2-methyl-2,3-dihydro-5-benzo(b)furanyl)-2-n-octylamino-1-propanol | 63997-31-9 | C20H33NO2 |
| —— | [2-(2,6-Dimethyl-phenoxy)-ethyl]-(7-methoxy-2,3-dihydro-benzofuran-2-ylmethyl)-amine | 26244-58-6 | C20H25NO3 |
| —— | Cyclopropyl-(4H,10H-9-oxa-3a-aza-benzo[f]azulen-10-ylmethyl)-amine | 63880-36-4 | C16H18N2O |
- 1
- 2
- 3
- 4
- 5
- 6
- 7
- 8
- 9
- 10
- 11
- 12
- 13
- 14
- 15
- 16
- 17
- 18
- 19
- 20
- 21
- 22
- 23
- 24
- 25
- 26
- 27
- 28
- 29
- 30
- 31
- 32
- 33
- 34
- 35
- 36
- 37
- 38
- 39
- 40
- 41
- 42
- 43
- 44
- 45
- 46
- 47
- 48
- 49
- 50
- 51
- 52
- 53
- 54
- 55
- 56
- 57
- 58
- 59
- 60
- 61
- 62
- 63
- 64
- 65
- 66
- 67
- 68
- 69
- 70
- 71
- 72
- 73
- 74
- 75
- 76
- 77
- 78
- 79
- 80
- 81
- 82
- 83
- 84
- 85
- 86
- 87
- 88
- 89
- 90
- 91
- 92
- 93
- 94
- 95
- 96
- 97
- 98
- 99
- 100
- 101
- 102
- 103
- 104
- 105
- 106
- 107
- 108
- 109
- 110
- 111
- 112
- 113
- 114
- 115
- 116
- 117
- 118
- 119
- 120
- 121
- 122
- 123
- 124
- 125
- 126
- 127
- 128
- 129
- 130
- 131
- 132
- 133
- 134
- 135
- 136
- 137
- 138
- 139
- 140
- 141
- 142
- 143
- 144
- 145
- 146
- 147
- 148
- 149
- 150
- 151
- 152
- 153
- 154
- 155
- 156
- 157
- 158
- 159
- 160
- 161
- 162
- 163
- 164
- 165
- 166
- 167
- 168
- 169
- 170
- 171
- 172
- 173
- 174
- 175
- 176
- 177
- 178
- 179
- 180
- 181
- 182
- 183
- 184
- 185
- 186
- 187
- 188
- 189
- 190
- 191
- 192
- 193
- 194
- 195
- 196
- 197
- 198
- 199
- 200
- 201
- 202
- 203
- 204
- 205
- 206
- 207
- 208
- 209
- 210
- 211
- 212
- 213
- 214
- 215
- 216
- 217
- 218
- 219
- 220
- 221
- 222
- 223
- 224
- 225
- 226
- 227
- 228
- 229
- 230
- 231
- 232
- 233
- 234
- 235
- 236
- 237
- 238
- 239
- 240
- 241
- 242
- 243
- 244
- 245
- 246
- 247
- 248
- 249
- 250
- 251
- 252
- 253
- 254
- 255
- 256
- 257
- 258
- 259
- 260
- 261
- 262
- 263
- 264
- 265
- 266
- 267
- 268
- 269
- 270
- 271
- 272
- 273
- 274
- 275
- 276
- 277
- 278
- 279
- 280
- 281
- 282
- 283
- 284
- 285
- 286
- 287
- 288
- 289
- 290
- 291
- 292
- 293
- 294
- 295
- 296
- 297
- 298
- 299
- 300
联系我们
关注我们
公众号
