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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
    —— 5-cyclopropyl-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)isoxazole-3-carboxamide —— C21H22N2O4
    5-cyclopropyl-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)isoxazole-3-carboxamide
    —— 2-(benzylthio)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)acetamide —— C23H25NO3S
    2-(benzylthio)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)acetamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(4-fluorophenoxy)acetamide —— C22H22FNO4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(4-fluorophenoxy)acetamide
    —— Ethyl (4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)carbamate —— C17H21NO4
    Ethyl (4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)carbamate
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(4-methoxyphenyl)propanamide —— C24H27NO4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(4-methoxyphenyl)propanamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-methylpiperidine-3-carboxamide —— C21H28N2O3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-methylpiperidine-3-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(1H-pyrazol-1-yl)acetamide —— C19H21N3O3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(1H-pyrazol-1-yl)acetamide
    —— 1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(thiophen-2-ylmethyl)urea —— C20H22N2O3S
    1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(thiophen-2-ylmethyl)urea
    —— Ethyl 4-((4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)amino)-4-oxobutanoate —— C20H25NO5
    Ethyl 4-((4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)amino)-4-oxobutanoate
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2,2,2-trifluoroacetamide —— C16H16F3NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2,2,2-trifluoroacetamide
    —— 4-butyl-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)cyclohexanecarboxamide —— C25H35NO3
    4-butyl-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)cyclohexanecarboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(pyridin-3-yloxy)acetamide —— C21H22N2O4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(pyridin-3-yloxy)acetamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-propylpentanamide —— C22H31NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-propylpentanamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)butyramide —— C18H23NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)butyramide
    —— 2-cyclopentyl-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)acetamide —— C21H27NO3
    2-cyclopentyl-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)acetamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-oxo-2H-pyran-5-carboxamide —— C20H19NO5
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-oxo-2H-pyran-5-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-((4-fluorophenyl)thio)acetamide —— C22H22FNO3S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-((4-fluorophenyl)thio)acetamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3,5-dimethylisoxazole-4-carboxamide —— C20H22N2O4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3,5-dimethylisoxazole-4-carboxamide
    —— (1s,3s)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)adamantane-1-carboxamide —— C25H31NO3
    (1s,3s)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)adamantane-1-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-4-propyl-1,2,3-thiadiazole-5-carboxamide —— C20H23N3O3S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-4-propyl-1,2,3-thiadiazole-5-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)isoxazole-5-carboxamide —— C18H18N2O4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)isoxazole-5-carboxamide
    —— 2-(cyclopentylthio)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)acetamide —— C21H27NO3S
    2-(cyclopentylthio)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)acetamide
    —— N-(4-(3-bromophenoxy)but-2-yn-1-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C22H22BrNO4
    N-(4-(3-bromophenoxy)but-2-yn-1-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-(o-tolyloxy)but-2-yn-1-yl)acetamide —— C23H25NO4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-(o-tolyloxy)but-2-yn-1-yl)acetamide
    —— N-(4-(2-chlorophenoxy)but-2-yn-1-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C22H22ClNO4
    N-(4-(2-chlorophenoxy)but-2-yn-1-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide
    —— 1-(2-Benzyl-4-cyclopropylpiperazin-1-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)ethanone —— C26H32N2O3
    1-(2-Benzyl-4-cyclopropylpiperazin-1-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)ethanone
    —— 1-Cyclopentyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)urea —— C18H27N3O2
    1-Cyclopentyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)urea
    —— 1-(3,5-difluorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)methanesulfonamide —— C19H22F2N2O3S
    1-(3,5-difluorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)methanesulfonamide
    —— 3-(2-chlorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-5-methylisoxazole-4-carboxamide —— C23H24ClN3O3
    3-(2-chlorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-5-methylisoxazole-4-carboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)butane-1-sulfonamide —— C16H26N2O3S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)butane-1-sulfonamide
    —— 1-bromo-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)methanesulfonamide —— C13H19BrN2O3S
    1-bromo-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)methanesulfonamide
    —— 1-(3-chlorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)methanesulfonamide —— C19H23ClN2O3S
    1-(3-chlorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)methanesulfonamide
    —— 1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-(4-methoxyphenethyl)urea —— C22H29N3O3
    1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-(4-methoxyphenethyl)urea
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)pentanamide —— C17H26N2O2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)pentanamide
    —— 1-Cycloheptyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)urea —— C20H31N3O2
    1-Cycloheptyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)urea
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(thiophen-2-yl)acetamide —— C18H22N2O2S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(thiophen-2-yl)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(3-methoxyphenoxy)acetamide —— C21H26N2O4
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(3-methoxyphenoxy)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-propylpentanamide —— C20H32N2O2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-propylpentanamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)propane-1-sulfonamide —— C15H24N2O3S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)propane-1-sulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-methylpropane-1-sulfonamide —— C16H26N2O3S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-methylpropane-1-sulfonamide
    —— 2-(4-(tert-butyl)phenoxy)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)acetamide —— C24H32N2O3
    2-(4-(tert-butyl)phenoxy)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)cyclopropanecarboxamide —— C16H22N2O2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)cyclopropanecarboxamide
    —— 2-(benzylthio)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)acetamide —— C21H26N2O2S
    2-(benzylthio)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)acetamide
    —— 4-butyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)cyclohexanecarboxamide —— C23H36N2O2
    4-butyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)cyclohexanecarboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)isoxazole-5-carboxamide —— C16H19N3O3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)isoxazole-5-carboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-1-(m-tolyl)methanesulfonamide —— C20H26N2O3S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-1-(m-tolyl)methanesulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)cyclopropanesulfonamide —— C15H22N2O3S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)cyclopropanesulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(o-tolyloxy)acetamide —— C21H26N2O3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(o-tolyloxy)acetamide
    —— N-((1-cyclopentyl-5-(pyridin-2-yl)-1H-pyrazol-3-yl)methyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C26H30N4O3
    N-((1-cyclopentyl-5-(pyridin-2-yl)-1H-pyrazol-3-yl)methyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide
    —— N-((1-cyclopentyl-5-(pyridin-4-yl)-1H-pyrazol-3-yl)methyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C26H30N4O3
    N-((1-cyclopentyl-5-(pyridin-4-yl)-1H-pyrazol-3-yl)methyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide