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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-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-phenoxypropanamide —— C23H25NO4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-phenoxypropanamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)thiophene-2-sulfonamide —— C18H19NO4S2
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)thiophene-2-sulfonamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(2,6-dioxopiperidin-1-yl)ethanesulfonamide —— C21H26N2O6S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(2,6-dioxopiperidin-1-yl)ethanesulfonamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3,5-dimethylisoxazole-4-sulfonamide —— C19H22N2O5S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3,5-dimethylisoxazole-4-sulfonamide
    —— (E)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-phenylethenesulfonamide —— C22H23NO4S
    (E)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-phenylethenesulfonamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-4-methylthiophene-2-carboxamide —— C20H21NO3S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-4-methylthiophene-2-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-5-nitrofuran-2-carboxamide —— C19H18N2O6
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-5-nitrofuran-2-carboxamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-(pyridin-3-yloxy)but-2-yn-1-yl)acetamide —— C21H22N2O4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-(pyridin-3-yloxy)but-2-yn-1-yl)acetamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)furan-3-carboxamide —— C19H19NO4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)furan-3-carboxamide
    —— Cyclopentyl (4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)carbamate —— C20H25NO4
    Cyclopentyl (4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)carbamate
    —— 3-chloro-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)propanamide —— C17H20ClNO3
    3-chloro-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)propanamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-4-methyl-1,2,3-thiadiazole-5-carboxamide —— C18H19N3O3S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-4-methyl-1,2,3-thiadiazole-5-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-5-(furan-2-yl)isoxazole-3-carboxamide —— C22H20N2O5
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-5-(furan-2-yl)isoxazole-3-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)cyclobutanecarboxamide —— C19H23NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)cyclobutanecarboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(thiophen-2-yl)-1H-pyrazole-5-carboxamide —— C22H21N3O3S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(thiophen-2-yl)-1H-pyrazole-5-carboxamide
    —— 2-chloro-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)acetamide —— C16H18ClNO3
    2-chloro-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)butane-1-sulfonamide —— C18H25NO4S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)butane-1-sulfonamide
    —— 3-(2-chlorophenyl)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-5-methylisoxazole-4-carboxamide —— C25H23ClN2O4
    3-(2-chlorophenyl)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-5-methylisoxazole-4-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(3-methoxyphenoxy)acetamide —— C23H25NO5
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(3-methoxyphenoxy)acetamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)ethanesulfonamide —— C16H21NO4S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)ethanesulfonamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-phenylthiazole-4-carboxamide —— C24H22N2O3S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-phenylthiazole-4-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(4-ethoxyphenoxy)acetamide —— C24H27NO5
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(4-ethoxyphenoxy)acetamide
    —— (E)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(thiophen-2-yl)acrylamide —— C21H21NO3S
    (E)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(thiophen-2-yl)acrylamide
    —— 1-(3,5-difluorophenyl)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)methanesulfonamide —— C21H21F2NO4S
    1-(3,5-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)-2-phenoxyacetamide —— C22H23NO4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-phenoxyacetamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)methanesulfonamide —— C15H19NO4S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)methanesulfonamide
    —— 1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(4-methoxybenzyl)urea —— C23H26N2O4
    1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(4-methoxybenzyl)urea
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-4-methyl-2-(1H-pyrrol-1-yl)thiazole-5-carboxamide —— C23H23N3O3S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-4-methyl-2-(1H-pyrrol-1-yl)thiazole-5-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)cyclopropanecarboxamide —— C18H21NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)cyclopropanecarboxamide
    —— (E)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(furan-2-yl)acrylamide —— C21H21NO4
    (E)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(furan-2-yl)acrylamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanamide —— C21H23N3O5
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)propionamide —— C17H21NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)propionamide
    —— 2-(4-chlorophenoxy)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-methylpropanamide —— C24H26ClNO4
    2-(4-chlorophenoxy)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-methylpropanamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)cyclohexanecarboxamide —— C21H27NO3
    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)-1-(thiophen-2-yl)cyclopentanecarboxamide —— C24H27NO3S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-(thiophen-2-yl)cyclopentanecarboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-methylbutanamide —— C19H25NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-methylbutanamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(m-tolyloxy)acetamide —— C23H25NO4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(m-tolyloxy)acetamide
    —— 4-bromo-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)butanamide —— C18H22BrNO3
    4-bromo-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)butanamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(2-methoxyphenoxy)acetamide —— C23H25NO5
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(2-methoxyphenoxy)acetamide
    —— 3-chloro-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2,2-dimethylpropanamide —— C19H24ClNO3
    3-chloro-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2,2-dimethylpropanamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(2-fluorophenoxy)acetamide —— C22H22FNO4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(2-fluorophenoxy)acetamide
    —— 1-Allyl-3-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)urea —— C18H22N2O3
    1-Allyl-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-(5-oxo-2,3,5,6,7,8-hexahydrocyclopenta[d]thiazolo[3,2-a]pyrimidin-3-yl)acetamide —— C25H27N3O4S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(5-oxo-2,3,5,6,7,8-hexahydrocyclopenta[d]thiazolo[3,2-a]pyrimidin-3-yl)acetamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(furan-2-yl)-1H-pyrazole-5-carboxamide —— C22H21N3O4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(furan-2-yl)-1H-pyrazole-5-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(4-methoxyphenoxy)acetamide —— C23H25NO5
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(4-methoxyphenoxy)acetamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(o-tolyloxy)acetamide —— C23H25NO4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(o-tolyloxy)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)acetamide —— C26H29NO5
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)acetamide
    —— 2-chloro-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)propanamide —— C17H20ClNO3
    2-chloro-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)propanamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)pent-4-enamide —— C19H23NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)pent-4-enamide
    —— 2-(2,4-dichlorophenoxy)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)acetamide —— C22H21Cl2NO4
    2-(2,4-dichlorophenoxy)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)acetamide