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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-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-(4-fluorophenoxy)acetamide —— C18H18FNO4
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-(4-fluorophenoxy)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-methoxyacetamide —— C13H17NO4
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-methoxyacetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)cyclohexanesulfonamide —— C16H23NO4S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)cyclohexanesulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)pentanamide —— C15H21NO3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)pentanamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-(4-methoxyphenoxy)acetamide —— C19H21NO5
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-(4-methoxyphenoxy)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)cyclopentanecarboxamide —— C16H21NO3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)cyclopentanecarboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-4-phenylbutanamide —— C20H23NO3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-4-phenylbutanamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)cyclobutanecarboxamide —— C15H19NO3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)cyclobutanecarboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)thiophene-3-carboxamide —— C15H15NO3S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)thiophene-3-carboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-propylpentanamide —— C18H27NO3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-propylpentanamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-4-propyl-1,2,3-thiadiazole-5-carboxamide —— C16H19N3O3S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-4-propyl-1,2,3-thiadiazole-5-carboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-ethylbutanamide —— C16H23NO3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-ethylbutanamide
    —— 2-cyclohexyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)acetamide —— C18H25NO3
    2-cyclohexyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-5-nitrofuran-2-carboxamide —— C15H14N2O6
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-5-nitrofuran-2-carboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)isobutyramide —— C14H19NO3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)isobutyramide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-(o-tolyloxy)acetamide —— C19H21NO4
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-(o-tolyloxy)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)butyramide —— C14H19NO3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)butyramide
    —— 2-cyclopentyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)acetamide —— C17H23NO3
    2-cyclopentyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)acetamide
    —— Methyl (2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)carbamate —— C12H15NO4
    Methyl (2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)carbamate
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)cyclopropanesulfonamide —— C17H21NO4S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)cyclopropanesulfonamide
    —— 1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(3-phenylpropyl)urea —— C24H28N2O3
    1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(3-phenylpropyl)urea
    —— 1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-isopropylurea —— C18H24N2O3
    1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-isopropylurea
    —— (E)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(p-tolyl)ethenesulfonamide —— C23H25NO4S
    (E)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(p-tolyl)ethenesulfonamide
    —— 1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(2-methoxyethyl)urea —— C18H24N2O4
    1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(2-methoxyethyl)urea
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)propane-2-sulfonamide —— C17H23NO4S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)propane-2-sulfonamide
    —— 1-Benzyl-3-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)urea —— C22H24N2O3
    1-Benzyl-3-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)urea
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(3,5-dimethylisoxazol-4-yl)acetamide —— C21H24N2O4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(3,5-dimethylisoxazol-4-yl)acetamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)furan-2-carboxamide —— C19H19NO4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)furan-2-carboxamide
    —— methyl 3-(N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)sulfamoyl)thiophene-2-carboxylate —— C20H21NO6S2
    methyl 3-(N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)sulfamoyl)thiophene-2-carboxylate
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1H-imidazole-4-sulfonamide —— C17H19N3O4S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1H-imidazole-4-sulfonamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3,5-dimethyl-1H-pyrazole-4-sulfonamide —— C19H23N3O4S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3,5-dimethyl-1H-pyrazole-4-sulfonamide
    —— 5-chloro-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)thiophene-2-sulfonamide —— C18H18ClNO4S2
    5-chloro-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)thiophene-2-sulfonamide
    —— 1-(2,5-difluorophenyl)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)methanesulfonamide —— C21H21F2NO4S
    1-(2,5-difluorophenyl)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)methanesulfonamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)isobutyramide —— C18H23NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)isobutyramide
    —— 1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(4-methoxyphenethyl)urea —— C24H28N2O4
    1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(4-methoxyphenethyl)urea
    —— 1-(4-chlorophenyl)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)methanesulfonamide —— C21H22ClNO4S
    1-(4-chlorophenyl)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)methanesulfonamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-methyl-1H-1,2,3-triazole-4-carboxamide —— C18H20N4O3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-methyl-1H-1,2,3-triazole-4-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)pentanamide —— C19H25NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)pentanamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-(m-tolyl)methanesulfonamide —— C22H25NO4S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-(m-tolyl)methanesulfonamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-phenylmethanesulfonamide —— C21H23NO4S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-phenylmethanesulfonamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(phenylthio)propanamide —— C23H25NO3S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(phenylthio)propanamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-5-methylthiophene-2-sulfonamide —— C19H21NO4S2
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-5-methylthiophene-2-sulfonamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)cyclohexanesulfonamide —— C20H27NO4S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)cyclohexanesulfonamide
    —— 1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(4-fluorobenzyl)urea —— C22H23FN2O3
    1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(4-fluorobenzyl)urea
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)cyclohex-3-enecarboxamide —— C21H25NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)cyclohex-3-enecarboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(thiophen-2-yl)acetamide —— C20H21NO3S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(thiophen-2-yl)acetamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-5-phenylisoxazole-3-carboxamide —— C24H22N2O4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-5-phenylisoxazole-3-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-methoxy-1-methyl-1H-pyrazole-4-carboxamide —— C20H23N3O4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-methoxy-1-methyl-1H-pyrazole-4-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-5-ethylthiophene-2-sulfonamide —— C20H23NO4S2
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-5-ethylthiophene-2-sulfonamide
    —— 1-(4-Chlorobenzyl)-3-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)urea —— C22H23ClN2O3
    1-(4-Chlorobenzyl)-3-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)urea