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    首页 分子通 按分子结构分类 有机化合物 有机杂环化合物 香豆素

    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
    —— N-(2-methoxy-2-(o-tolyl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C18H21NO4S
    N-(2-methoxy-2-(o-tolyl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-methoxy-2-(5-methylthiophen-2-yl)ethyl)acetamide —— C20H25NO4S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-methoxy-2-(5-methylthiophen-2-yl)ethyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-methoxy-2-(2-methoxyphenyl)ethyl)acetamide —— C22H27NO5
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-methoxy-2-(2-methoxyphenyl)ethyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-yl)acetamide —— C20H25N3O4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-yl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(1-(thiazol-2-yl)piperidin-4-yl)acetamide —— C20H25N3O3S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(1-(thiazol-2-yl)piperidin-4-yl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(thiophen-3-yl)benzyl)acetamide —— C23H23NO3S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(thiophen-3-yl)benzyl)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[3-(furan-2-ylmethylsulfonyl)azetidin-1-yl]ethanone —— C20H23NO6S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[3-(furan-2-ylmethylsulfonyl)azetidin-1-yl]ethanone
    —— 1-(3-(Cyclohexylsulfonyl)azetidin-1-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)ethanone —— C21H29NO5S
    1-(3-(Cyclohexylsulfonyl)azetidin-1-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)ethanone
    —— N-[2-(3-pyridin-2-ylpyrazol-1-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C18H18N4O3S
    N-[2-(3-pyridin-2-ylpyrazol-1-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(5H-pyrrolo[3,4-d]pyrimidin-6(7H)-yl)ethanone —— C18H19N3O3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(5H-pyrrolo[3,4-d]pyrimidin-6(7H)-yl)ethanone
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-(methylsulfonyl)pyrrolidin-1-yl)ethanone —— C17H23NO5S
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-(methylsulfonyl)pyrrolidin-1-yl)ethanone
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((3-methoxytetrahydrothiophen-3-yl)methyl)acetamide —— C18H25NO4S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((3-methoxytetrahydrothiophen-3-yl)methyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-methoxy-2-(thiophen-3-yl)ethyl)acetamide —— C19H23NO4S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-methoxy-2-(thiophen-3-yl)ethyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((5-(hydroxy(thiophen-2-yl)methyl)thiophen-2-yl)methyl)acetamide —— C22H23NO4S2
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((5-(hydroxy(thiophen-2-yl)methyl)thiophen-2-yl)methyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(furan-3-ylmethyl)-N-(2-(thiophen-2-yl)ethyl)acetamide —— C23H25NO4S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(furan-3-ylmethyl)-N-(2-(thiophen-2-yl)ethyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(furan-3-ylmethyl)-N-(thiophen-2-ylmethyl)acetamide —— C22H23NO4S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(furan-3-ylmethyl)-N-(thiophen-2-ylmethyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(furan-3-ylmethyl)-N-(2-methoxyethyl)acetamide —— C20H25NO5
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(furan-3-ylmethyl)-N-(2-methoxyethyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-hydroxy-2-(4-(methylthio)phenyl)ethyl)acetamide —— C21H25NO4S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-hydroxy-2-(4-(methylthio)phenyl)ethyl)acetamide
    —— 1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-(2-methoxyethyl)urea —— C14H20N2O4
    1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-(2-methoxyethyl)urea
    —— (E)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-(thiophen-3-yl)acrylamide —— C17H17NO3S
    (E)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-(thiophen-3-yl)acrylamide
    —— 1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-phenethylurea —— C19H22N2O3
    1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-phenethylurea
    —— (E)-N-[2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-2-(4-methylphenyl)ethenesulfonamide —— C19H21NO4S
    (E)-N-[2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-2-(4-methylphenyl)ethenesulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C22H25NO5
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide
    —— 1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-propylurea —— C14H20N2O3
    1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-propylurea
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-5-ethylthiophene-2-sulfonamide —— C16H19NO4S2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-5-ethylthiophene-2-sulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)propane-1-sulfonamide —— C13H19NO4S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)propane-1-sulfonamide
    —— 1-(3,5-difluorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)methanesulfonamide —— C17H17F2NO4S
    1-(3,5-difluorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)methanesulfonamide
    —— 1-(2,5-difluorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)methanesulfonamide —— C17H17F2NO4S
    1-(2,5-difluorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)methanesulfonamide
    —— 1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-ethylurea —— C13H18N2O3
    1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-ethylurea
    —— 2-(2,4-dichlorophenoxy)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)acetamide —— C18H17Cl2NO4
    2-(2,4-dichlorophenoxy)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)acetamide
    —— 1-Allyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)urea —— C14H18N2O3
    1-Allyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)urea
    —— (E)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-phenylethenesulfonamide —— C18H19NO4S
    (E)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-phenylethenesulfonamide
    —— 1-(Tert-butyl)-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)urea —— C15H22N2O3
    1-(Tert-butyl)-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)urea
    —— (E)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-(thiophen-2-yl)acrylamide —— C17H17NO3S
    (E)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-(thiophen-2-yl)acrylamide
    —— 1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-(3-phenylpropyl)urea —— C20H24N2O3
    1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-(3-phenylpropyl)urea
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)thiophene-2-sulfonamide —— C14H15NO4S2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)thiophene-2-sulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)ethanesulfonamide —— C12H17NO4S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)ethanesulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-1-(3-fluorophenyl)methanesulfonamide —— C17H18FNO4S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-1-(3-fluorophenyl)methanesulfonamide
    —— 1-Cyclopentyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)urea —— C16H22N2O3
    1-Cyclopentyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)urea
    —— 1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-(2-phenoxyethyl)urea —— C19H22N2O4
    1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-(2-phenoxyethyl)urea
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-methylpropane-1-sulfonamide —— C14H21NO4S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-methylpropane-1-sulfonamide
    —— methyl 3-(N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)sulfamoyl)thiophene-2-carboxylate —— C16H17NO6S2
    methyl 3-(N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)sulfamoyl)thiophene-2-carboxylate
    —— 5-cyclopropyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)isoxazole-3-carboxamide —— C17H18N2O4
    5-cyclopropyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)isoxazole-3-carboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-(4-methoxyphenyl)ethanesulfonamide —— C19H23NO5S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-(4-methoxyphenyl)ethanesulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-(m-tolyloxy)acetamide —— C19H21NO4
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-(m-tolyloxy)acetamide
    —— 1-(4-chlorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)methanesulfonamide —— C17H18ClNO4S
    1-(4-chlorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)methanesulfonamide
    —— 1-(3-chlorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)methanesulfonamide —— C17H18ClNO4S
    1-(3-chlorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)methanesulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)acetamide —— C12H15NO3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-1-(thiophen-2-yl)cyclopropanecarboxamide —— C18H19NO3S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-1-(thiophen-2-yl)cyclopropanecarboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-(p-tolyloxy)acetamide —— C19H21NO4
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-(p-tolyloxy)acetamide