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 |
|---|---|---|---|
| —— | (+/-) 2,3-Dihydro-benzofuran-7-carboxylic acid (4-oxo-2-pyridin-4-yl-4,6,7,8,9,10-hexahydro-pyrimido[1,2-a]azepin-10-yl)-amide | 1036716-79-6 | C23H22N4O3 |
| —— | 5-Chlor-2-(3-methoxy-propylaminomethyl)-2,3-dihydro-benzofuran | 21130-22-3 | C13H18ClNO2 |
| —— | 8-Oxatricyclo[7.1.1.0,2,7]undeca-2,4,6-triene-1-carboxylic acid | 2680543-50-2 | C11H10O3 |
| —— | 4-hydroxy-N-methyl-4H-chromene-3-carboxamide | 1642135-82-7 | C11H11NO3 |
| —— | trimethyl(5,6,7,8-tetrachloro-3a-(2,3,4,5-tetrachloro-6-(trimethylsilyloxy)phenoxy)-2,3,3a,9a-tetrahydrobenzo[b]furo[2,3-e][1,4]dioxin-9a-yloxy)silane | 1621232-91-4 | C22H22Cl8O6Si2 |
| —— | 6-(Cyclobutylthio)-8-(2,4-dichlorophenyl)-1,2,3,4,4a,9b-hexahydro[1]benzofuro[3,2-c]pyridine | 488124-65-8 | C21H21Cl2NOS |
| —— | N-Benzyl-8-(2,4-dichlorophenyl)-1,2,3,4,4a,9b-hexahydro[1]benzofuro[3,2-c]pyridin-6-amine | 488124-67-0 | C24H22Cl2N2O |
| —— | α-(trans-3-hydroxy-4-chromanyl)propionic acid | 88533-99-7 | C12H14O4 |
| —— | 5-Ethoxy-2,3,6,7,8,9-hexahydro-naphtho[1,2-b]furan | 139361-08-3 | C14H18O2 |
| —— | 2'-amino-6-(3-(difluoromethoxy)phenyl)-1',3,3-trimethylspiro[chroman-4,4'-imidazol]-5'(1'H)-one | 1311261-03-6 | C21H21F2N3O3 |
| —— | 2'-amino-1',3,3-trimethyl-6-cyclopentylspiro[chroman-4,4'-imidazol]-5'(1'H)-one | 1311263-70-3 | C19H25N3O2 |
| —— | 6'-<i>tert</i>-butyl-8'-methylsulfanyl-3',4'-dihydro-spiro[adamantane-2,2'-benzo[<i>e</i>][1,3]oxazine] | 61615-94-9 | C22H31NOS |
| —— | (9aR)-2-(8-acetyl-1,3,7-trihydroxy-2,9a-dimethyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-yl)-2-oxoethyl acetate | 1392510-60-9 | C20H18O9 |
| —— | 5,7-dichlorofuro<2,3b>-2,3-dihydrobenzofuran | 98192-39-3 | C10H8Cl2O2 |
| —— | (3S,4R)-3-benzyl-4-(nitromethyl)chroman-2-ol | 1260789-31-8 | C17H17NO4 |
| —— | (3Z)-3-[(5,5-dimethyl-2-oxo-1,3,2lambda5-dioxaphosphinan-2-yl)methylidene]-2-ethyl-7-iodo-2-methyl-1-benzofuran-5-carbaldehyde | 1204570-79-5 | C18H22IO5P |
| —— | {7-[4-(2-ethoxyethoxy)phenyl]-2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl}methanol | 865138-30-3 | C21H26O4 |
| —— | 2,3-di-piperidin-1-yl-chroman-4-ol | 65006-37-3 | C19H28N2O2 |
| —— | pyrimidine-4,6-dicarboxylic acid 4[(2,3-dihydro-benzofuran-5-ylmethyl)amide] 6-[(5-pyridin-2-yl-thiophen-2-ylmethyl)-amide] | 691001-93-1 | C25H21N5O3S |
| —— | (4aS,9bR)-8-(2,4-dichlorophenyl)-6-piperazin-1-yl-1,2,3,4,4a,9b-hexahydro[1]benzofuro[3,2-c]pyridine | 488126-99-4 | C21H23Cl2N3O |
| —— | 3-chloro-2-methoxy-2-methyl-3H-chromen-4-one | 76576-71-1 | C11H11ClO3 |
| —— | 1-(4-aminophenyl)-3-(3,4-ethylenedioxythiophen-2-yl)prop-2-en-1-one | 1251919-81-9 | C15H13NO3S |
| —— | 2,3-dihydro-3,3-dimethyl-2-isopropoxybenzofuran-5-yldimethylamino sulfonate | 55531-18-5 | C15H23NO5S |
| —— | bis(2,3-dihydrobenzofuran-5-yl)methane | 1428930-88-4 | C17H16O2 |
| —— | (5-methyl-2,3-dihydro-benzofuran-7-yl)-acetonitrile | 99842-50-9 | C11H11NO |
| —— | [2-(cyclobutylhydroxyphenylmethyl)oxazol-5-ylmethyl]-[2-(2,3-dihydrobenzofuran-5-yl)ethyl]dimethylammonium bromide | 1046819-58-2 | Br*C27H33N2O3 |
| —— | 2,3-dihydro-benzofuran-4-carboxylic acid-(1S,2S,5R)-[7,7-difluoro-3-(2-methyl-5-m-tolyl-thiazole-4-carbonyl)-3-aza-bicyclo[3.3.0]oct-2-ylmethyl]-amide | 1097258-49-5 | C29H29F2N3O3S |
| —— | 5a-amino-2,4,7,9-tetra-tert-butyl-5a,11,11a,12-tetrahydrochromeno[2,3-b]chromene-11a-carbonitrile | 1383627-02-8 | C33H46N2O2 |
| —— | 6,6-diethyl-4-methoxy-6H-dibenzo[b,d]pyran | 1408054-07-8 | C18H20O2 |
| —— | 1-(2,3-Dihydro-1-benzofuran-5-ylmethyl)-6-methylsulfanyl-1,3,5-triazine-2,4-dione | 944114-59-4 | C13H13N3O3S |
| —— | (5-methyl-2,3-dihydro-benzofuran-7-yl)-glyoxylic acid ethyl ester | 100797-96-4 | C13H14O4 |
| —— | 2,3-dihydro-3,3-dimethyl-2-morpholino-5-trifluoromethanesulfonyloxy benzofuran | 131394-47-3 | C15H18F3NO5S |
| —— | rac-2,3-dihydro-benzofuran-7-carboxylic acid [3-(2-methyl-5-m-tolyl-thiazole-4-carbonyl)-thiazolidin-2-ylmethyl]-amide | 1204584-79-1 | C25H25N3O3S2 |
| —— | (7-Methoxy-2,3-dihydro-benzofuran-2-ylmethyl)-(3-methoxy-propyl)-amine | 62035-19-2 | C14H21NO3 |
| —— | (2'S,4S,4a'S,9a'R)-2-amino-7'-(5-chloropyridin-3-yl)-1',2',3',4',4a',9a'-hexahydro-5H-spiro[oxazole-4,9'-xanthen]-2'-ol | 1379808-76-0 | C20H20ClN3O3 |
| —— | 5-Methoxy-2-nitro-2,3-dihydro-benzofuran | 117266-70-3 | C9H9NO4 |
| —— | 3-Chloro-7-fluoro-11[(1-methyl)piperidin-4-yl]-5H,11H-pyrrolo[2,1-c][1,4]benzoxazepine | 112240-88-7 | C18H20ClFN2O |
| —— | 3-Hydroxy-2,2,6-trimethylcumaran | 25594-11-0 | C11H14O2 |
| —— | 3-(2-Hydroxy-ethyl)-5,7-diiodo-6-methoxy-2,3-dihydro-benzofuran-4-ol | 128033-17-0 | C11H12I2O4 |
| —— | 3-bromo-4-methoxy-chroman | 53589-41-6 | C10H11BrO2 |
| —— | 1-iodo-7-methoxy-2a,3-dihydro-2H-cyclobuta[c]chromene | 960126-64-1 | C12H11IO2 |
| —— | 1073619-41-6 | C13H15N5O | |
| —— | [(3S)-6-{[(3S)-7-bromo-2,3-dihydro-1-benzofuran-3-yl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetic acid | 1258395-78-6 | C18H16BrNO4 |
| —— | 3-hydroxy-5-hydroxymethylene-2-isopropenyl-2,3-dihydrobenzofuran | 144161-97-7 | C12H14O3 |
| —— | <i>cis</i>-auraptenic acid | 16579-37-6 | C15H18O5 |
| —— | 1600533-79-6 | C17H14O2 | |
| —— | rac-2,3-dihydro-benzofuran-4-carboxylic acid [3-(2-methyl-5-phenyl-thiazole-4-carbonyl)-thiazolidin-2-ylmethyl]-amide | 1204583-92-5 | C24H23N3O3S2 |
| —— | Acetic acid 5,7-dichloro-2-methyl-2,3-dihydro-benzofuran-2-yl ester | 98192-45-1 | C11H10Cl2O3 |
| —— | (7-Methoxy-2,3-dihydro-benzofuran-2-ylmethyl)-pentyl-amine | 62035-13-6 | C15H23NO2 |
| —— | 1085985-46-1 | C31H42MoN2O2Si |
- 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
