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 | 结构式图片 |
|---|---|---|---|---|
| —— | 6,7-Dichloro-4-dimethylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester | 113730-24-8 | C13H15Cl2NO5S |
|
| —— | 6,7-Dichloro-5-propylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester | 103968-74-7 | C14H17Cl2NO5S |
|
| —— | 6,7-Dichloro-5-methylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester | 103968-73-6 | C12H13Cl2NO5S |
|
| —— | 6,7-Dichloro-5-dipropylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester | 103968-64-5 | C17H23Cl2NO5S |
|
| —— | 5-(Benzyl-methyl-sulfamoyl)-6,7-dichloro-2,3-dihydro-benzofuran-2-carboxylic acid | 103968-94-1 | C17H15Cl2NO5S |
|
| —— | 4-(Benzyl-methyl-sulfamoyl)-6,7-dichloro-2,3-dihydro-benzofuran-2-carboxylic acid | 113730-31-7 | C17H15Cl2NO5S |
|
| —— | 6,7-Dichloro-4-methylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid | 113730-29-3 | C10H9Cl2NO5S |
|
| —— | 6,7-Dichloro-5-isopropylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester | 103968-75-8 | C14H17Cl2NO5S |
|
| —— | 6,7-Dichloro-5-(cyclohexyl-methyl-sulfamoyl)-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester | 103968-69-0 | C18H23Cl2NO5S |
|
| —— | 5-Benzylsulfamoyl-6,7-dichloro-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester | 103968-76-9 | C18H17Cl2NO5S |
|
| —— | 5-(Benzyl-methyl-sulfamoyl)-6,7-dichloro-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester | 103968-67-8 | C19H19Cl2NO5S |
|
| —— | 6,7-Dichloro-5-(morpholine-4-sulfonyl)-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester | 103968-72-5 | C15H17Cl2NO6S |
|
| —— | 6,7-Dichloro-5-(cyclohexyl-methyl-sulfamoyl)-2,3-dihydro-benzofuran-2-carboxylic acid | 103968-96-3 | C16H19Cl2NO5S |
|
| —— | 4-(Benzyl-methyl-sulfamoyl)-6,7-dichloro-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester | 113730-25-9 | C19H19Cl2NO5S |
|
| —— | 6,7-Dichloro-5-sulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester | 103968-62-3 | C11H11Cl2NO5S |
|
| —— | 6,7-dichloro-5-nitro-2,3-dihydrobenzofuran-2-carboxylic acid | 113730-01-1 | C9H5Cl2NO5 |
|
| —— | 6,7-Dichloro-5-(pyrrolidine-1-sulfonyl)-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester | 103968-70-3 | C15H17Cl2NO5S |
|
| —— | 6,7-Dichloro-4-dimethylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid | 113730-30-6 | C11H11Cl2NO5S |
|
| —— | 6,7-Dichloro-5-(pyrrolidine-1-sulfonyl)-2,3-dihydro-benzofuran-2-carboxylic acid | 103968-97-4 | C13H13Cl2NO5S |
|
| —— | 6,7-Dichloro-5-(piperidine-1-sulfonyl)-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester | 103968-71-4 | C16H19Cl2NO5S |
|
| —— | 5-(Butyl-methyl-sulfamoyl)-6,7-dichloro-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester | 103968-66-7 | C16H21Cl2NO5S |
|
| —— | 6,7-Dichloro-5-(morpholine-4-sulfonyl)-2,3-dihydro-benzofuran-2-carboxylic acid | 103968-99-6 | C13H13Cl2NO6S |
|
| —— | 6,7-dichloro-5-<2-ethoxycarbonyl-2-(4-thiazolin-2-ylidene)acetyl>-2,3-dihydro-2-benzo<b>furancarboxylic acid | 126200-84-8 | C17H13Cl2NO6S |
|
| —— | 5-Benzylsulfamoyl-6,7-dichloro-2,3-dihydro-benzofuran-2-carboxylic acid | 103969-03-5 | C16H13Cl2NO5S |
|
| —— | ethyl 5-amino-6,7-dichloro-4-nitro-2,3-dihydrobenzofuran-2-carboxylate | 113730-11-3 | C11H10Cl2N2O5 |
|
| —— | ethyl 6,7-dichloro-5-(N-methyl-N-propylsulfamoyl)-2,3-dihydrobenzofuran-2-carboxylate | 103969-26-2 | C15H19Cl2NO5S |
|
| —— | ethyl 6,7-dichloro-4-nitro-2,3-dihydrobenzofuran-2-carboxylate | 113730-13-5 | C11H9Cl2NO5 |
|
| —— | 6,7-dichloro-4-sulfamoyl-2,3-dihydrobenzofuran-2-carboxylic acid | 113730-28-2 | C9H7Cl2NO5S |
|
| —— | ethyl 6,7-dichloro-4-sulfamoyl-2,3-dihydrobenzofuran-2-carboxylate | 113730-22-6 | C11H11Cl2NO5S |
|
| —— | 4-amino-6,7-dichloro-5-nitro-2,3-dihydrobenzofuran-2-carboxylate | 113730-52-2 | C9H6Cl2N2O5 |
|
| —— | ethyl 6,7-dichloro-5-nitro-2,3-dihydrobenzofuran-2-carboxylate | 113730-00-0 | C11H9Cl2NO5 |
|
| —— | 6,7-Dichloro-5-dibenzylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid | 103968-93-0 | C23H19Cl2NO5S |
|
| —— | 6,7-Dichloro-5-(piperidine-1-sulfonyl)-2,3-dihydro-benzofuran-2-carboxylic acid | 103968-98-5 | C14H15Cl2NO5S |
|
| —— | 5-amino-6,7-dichloro-4-nitro-2,3-dihydrobenzofuran-2-carboxylic acid | 113730-49-7 | C9H6Cl2N2O5 |
|
| —— | 6,7-Dichloro-4-methylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester | 113730-23-7 | C12H13Cl2NO5S |
|
| —— | ethyl 4-amino-6,7-dichloro-2,3-dihydrobenzofuran-2-carboxylate | 113730-15-7 | C11H11Cl2NO3 |
|
| —— | 6,7-dichloro-N,N-dimethyl-2-ethoxymethyl-2,3-dihydrobenzofuran-5-sulfonamide | 103969-44-4 | C13H17Cl2NO4S |
|
| —— | 4b,9b-Diphenyl-4b,9b-dihydro-benzo[b]benzo[4,5]furo[2,3-d]furan | 66927-73-9 | C26H18O2 |
|
| —— | 6,7-dichloro-2-hydroxymethyl-N,N-dimethyl-2,3-dihydrobenzofuran-5-sulfonamide | 103969-36-4 | C11H13Cl2NO4S |
|
| —— | 2-chloromethyl-6,7-dichloro-5-sulfamoyl-2,3-dihydrobenzofuran | 103969-46-6 | C9H8Cl3NO3S |
|
| —— | 6,7-Dichloro-2-hydroxymethyl-2,3-dihydro-benzofuran-5-sulfonic acid benzyl-methyl-amide | 103969-38-6 | C17H17Cl2NO4S |
|
| —— | 6,7-Dichloro-2-hydroxymethyl-2,3-dihydro-benzofuran-5-sulfonic acid benzylamide | 103969-41-1 | C16H15Cl2NO4S |
|
| —— | 2-chloromethyl-6,7-dichloro-N,N-dimethyl-2,3-dihydrobenzofuran-5-sulfonamide | 103969-45-5 | C11H12Cl3NO3S |
|
| —— | 6,7-Dichloro-2-hydroxymethyl-2,3-dihydro-benzofuran-4-sulfonic acid dimethylamide | 113730-33-9 | C11H13Cl2NO4S |
|
| —— | 6-methyl-2,3-dihydrobenzofuran-5-boronic acid | 219736-08-0 | C9H11BO3 |
|
| —— | methyl 5-formyl-2,3-dihydrobenzofuran-7-carboxylate | 1342299-83-5 | C11H10O4 |
|
| —— | N-(1-isopropyl-2-pyrrolidinylmethyl)-2-methyl-5-methylsulfamoyl-2,3-dihydrobenzofuran-7-carboxamide | 129792-30-9 | C19H29N3O4S |
|
| —— | N-<(1-isobutyl-2-pyrrolidinyl)methyl>-2-methyl-5-methylsulfamoyl-2,3-dihydrobenzofuran-7-carboxamide hydrochloride | 129792-42-3 | C20H31N3O4S*ClH |
|
| —— | N-(1-methyl-2-pyrrolidinylmethyl)-2-methyl-5-methylsulfamoyl-2,3-dihydrobenzofuran-7-carboxamide | 129792-28-5 | C17H25N3O4S |
|
| —— | (R)-1-((2S,3S)-3-(benzylamino)-4,6-dimethoxy-2,3-dihydrobenzofuran-2-yl)heptan-1-ol | 1356485-53-4 | C24H33NO4 |
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