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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
    —— 1-Cyclohexyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)urea —— C17H24N2O3
    1-Cyclohexyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)urea
    —— 1-Cycloheptyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)urea —— C18H26N2O3
    1-Cycloheptyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)urea
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)propionamide —— C13H17NO3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)propionamide
    —— 1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-(4-methoxyphenethyl)urea —— C20H24N2O4
    1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-(4-methoxyphenethyl)urea
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)methanesulfonamide —— C11H15NO4S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)methanesulfonamide
    —— 3-cyclohexyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)propanamide —— C19H27NO3
    3-cyclohexyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)propanamide
    —— 1-(2-chlorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)methanesulfonamide —— C17H18ClNO4S
    1-(2-chlorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)methanesulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-5-phenylisoxazole-3-carboxamide —— C20H18N2O4
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-5-phenylisoxazole-3-carboxamide
    —— 4-butyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)cyclohexanecarboxamide —— C21H31NO3
    4-butyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)cyclohexanecarboxamide
    —— 1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-(4-methoxybenzyl)urea —— C19H22N2O4
    1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-(4-methoxybenzyl)urea
    —— 5-bromo-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)furan-2-carboxamide —— C15H14BrNO4
    5-bromo-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)furan-2-carboxamide
    —— 1-Benzyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)urea —— C18H20N2O3
    1-Benzyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)urea
    —— 3-cyclopentyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)propanamide —— C18H25NO3
    3-cyclopentyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)propanamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-phenoxyacetamide —— C18H19NO4
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-phenoxyacetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-1-(4-fluorophenyl)methanesulfonamide —— C17H18FNO4S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-1-(4-fluorophenyl)methanesulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)isoxazole-5-carboxamide —— C14H14N2O4
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)isoxazole-5-carboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)butane-1-sulfonamide —— C14H21NO4S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)butane-1-sulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3,3-dimethylbutanamide —— C16H23NO3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3,3-dimethylbutanamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-(3-methoxyphenoxy)acetamide —— C19H21NO5
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-(3-methoxyphenoxy)acetamide
    —— 2-(4-(tert-butyl)phenoxy)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)acetamide —— C22H27NO4
    2-(4-(tert-butyl)phenoxy)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)propane-2-sulfonamide —— C13H19NO4S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)propane-2-sulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-(4-ethoxyphenoxy)acetamide —— C20H23NO5
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-2-(4-ethoxyphenoxy)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-phenylpropanamide —— C19H21NO3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-phenylpropanamide
    —— 1-bromo-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)methanesulfonamide —— C11H14BrNO4S
    1-bromo-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)methanesulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-4-methylthiophene-2-carboxamide —— C16H17NO3S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-4-methylthiophene-2-carboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)cyclohexanecarboxamide —— C17H23NO3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)cyclohexanecarboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-methylbutanamide —— C15H21NO3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-hydroxyethyl)-3-methylbutanamide
    —— 5-bromo-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)thiophene-2-sulfonamide —— C18H18BrNO4S2
    5-bromo-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)thiophene-2-sulfonamide
    —— (E)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)but-2-enamide —— C18H21NO3
    (E)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)but-2-enamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-(4-fluorophenyl)methanesulfonamide —— C21H22FNO4S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-(4-fluorophenyl)methanesulfonamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(3,5-dimethylisoxazol-4-yl)propanamide —— C22H26N2O4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(3,5-dimethylisoxazol-4-yl)propanamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-(3-fluorophenyl)methanesulfonamide —— C21H22FNO4S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-(3-fluorophenyl)methanesulfonamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-((6-methylpyridin-3-yl)oxy)but-2-yn-1-yl)acetamide —— C22H24N2O4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-((6-methylpyridin-3-yl)oxy)but-2-yn-1-yl)acetamide
    —— 1-Cyclohexyl-3-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)urea —— C21H28N2O3
    1-Cyclohexyl-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-methoxyacetamide —— C17H21NO4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-methoxyacetamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)pivalamide —— C19H25NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)pivalamide
    —— 1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(thiophen-2-yl)urea —— C19H20N2O3S
    1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-(thiophen-2-yl)urea
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-5-methylisoxazole-3-carboxamide —— C19H20N2O4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-5-methylisoxazole-3-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2,4-dimethylthiazole-5-carboxamide —— C20H22N2O3S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2,4-dimethylthiazole-5-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)thiophene-2-carboxamide —— C19H19NO3S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)thiophene-2-carboxamide
    —— 2-(4-chlorophenoxy)-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)acetamide —— C22H22ClNO4
    2-(4-chlorophenoxy)-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-methylthiazole-4-carboxamide —— C19H20N2O3S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-methylthiazole-4-carboxamide
    —— 4-chloro-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)butanamide —— C18H22ClNO3
    4-chloro-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)butanamide
    —— 7-[4-(dimethylsulfamoylamino)but-2-ynoxy]-2,2-dimethyl-3H-1-benzofuran —— C16H22N2O4S
    7-[4-(dimethylsulfamoylamino)but-2-ynoxy]-2,2-dimethyl-3H-1-benzofuran
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)thiophene-3-carboxamide —— C19H19NO3S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)thiophene-3-carboxamide
    —— 3-cyclohexyl-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)propanamide —— C23H31NO3
    3-cyclohexyl-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)propanamide
    —— 5-bromo-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)furan-2-carboxamide —— C19H18BrNO4
    5-bromo-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)furan-2-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-(methylsulfonyl)piperidine-4-carboxamide —— C21H28N2O5S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-(methylsulfonyl)piperidine-4-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(p-tolyloxy)acetamide —— C23H25NO4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-(p-tolyloxy)acetamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-methyl-5-oxopyrrolidine-3-carboxamide —— C20H24N2O4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-methyl-5-oxopyrrolidine-3-carboxamide