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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-(dimethylamino)ethyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C24H30N2O4
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-phenylethanesulfonamide —— C20H26N2O3S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-phenylethanesulfonamide
    —— 1-(4-chlorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)methanesulfonamide —— C19H23ClN2O3S
    1-(4-chlorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)methanesulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(4-methoxyphenoxy)acetamide —— C21H26N2O4
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(4-methoxyphenoxy)acetamide
    —— 5-chloro-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)thiophene-2-sulfonamide —— C16H19ClN2O3S2
    5-chloro-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)thiophene-2-sulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-(4-methoxyphenyl)propanamide —— C22H28N2O3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-(4-methoxyphenyl)propanamide
    —— 1-Allyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)urea —— C16H23N3O2
    1-Allyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)urea
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-1-(3-fluorophenyl)methanesulfonamide —— C19H23FN2O3S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-1-(3-fluorophenyl)methanesulfonamide
    —— 5-cyclopropyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)isoxazole-3-carboxamide —— C19H23N3O3
    5-cyclopropyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)isoxazole-3-carboxamide
    —— (3r,5r,7r)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)adamantane-1-carboxamide —— C23H32N2O2
    (3r,5r,7r)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)adamantane-1-carboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-1-(thiophen-2-yl)cyclopentanecarboxamide —— C22H28N2O2S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-1-(thiophen-2-yl)cyclopentanecarboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(4-ethoxyphenoxy)acetamide —— C22H28N2O4
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(4-ethoxyphenoxy)acetamide
    —— 1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-propylurea —— C16H25N3O2
    1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-propylurea
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(p-tolyloxy)acetamide —— C21H26N2O3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(p-tolyloxy)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)cyclohex-3-enecarboxamide —— C19H26N2O2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)cyclohex-3-enecarboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-1-(4-fluorophenyl)methanesulfonamide —— C19H23FN2O3S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-1-(4-fluorophenyl)methanesulfonamide
    —— 2-(2,4-dichlorophenoxy)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)acetamide —— C20H22Cl2N2O3
    2-(2,4-dichlorophenoxy)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)acetamide
    —— 5-bromo-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)furan-2-carboxamide —— C17H19BrN2O3
    5-bromo-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)furan-2-carboxamide
    —— 1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-(2-phenoxyethyl)urea —— C21H27N3O3
    1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-(2-phenoxyethyl)urea
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)cyclohexanesulfonamide —— C18H28N2O3S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)cyclohexanesulfonamide
    —— 2-(4-chlorophenoxy)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)acetamide —— C20H23ClN2O3
    2-(4-chlorophenoxy)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-(phenylthio)propanamide —— C21H26N2O2S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-(phenylthio)propanamide
    —— 1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-ethylurea —— C15H23N3O2
    1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-ethylurea
    —— (E)-N-[2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]-2-(4-methylphenyl)ethenesulfonamide —— C21H26N2O3S
    (E)-N-[2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]-2-(4-methylphenyl)ethenesulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-((4-fluorophenyl)thio)acetamide —— C20H23FN2O2S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-((4-fluorophenyl)thio)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(4-fluorophenoxy)acetamide —— C20H23FN2O3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(4-fluorophenoxy)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(m-tolyloxy)acetamide —— C21H26N2O3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(m-tolyloxy)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-5-(furan-2-yl)isoxazole-3-carboxamide —— C20H21N3O4
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-5-(furan-2-yl)isoxazole-3-carboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-4-methylthiophene-2-carboxamide —— C18H22N2O2S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-4-methylthiophene-2-carboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(2-methoxyphenoxy)acetamide —— C21H26N2O4
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-(2-methoxyphenoxy)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-phenoxyacetamide —— C20H24N2O3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-phenoxyacetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-methylbutanamide —— C17H26N2O2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-methylbutanamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3,3-dimethylbutanamide —— C18H28N2O2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3,3-dimethylbutanamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)cyclobutanecarboxamide —— C17H24N2O2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)cyclobutanecarboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)butyramide —— C16H24N2O2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)butyramide
    —— 3-cyclohexyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)propanamide —— C21H32N2O2
    3-cyclohexyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)propanamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)isobutyramide —— C16H24N2O2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)isobutyramide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)acetamide —— C14H20N2O2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-ethylbutanamide —— C18H28N2O2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-ethylbutanamide
    —— 2-cyclohexyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)acetamide —— C20H30N2O2
    2-cyclohexyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-ethoxyacetamide —— C16H24N2O3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2-ethoxyacetamide
    —— 5-chloro-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)thiophene-2-carboxamide —— C17H19ClN2O2S
    5-chloro-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)thiophene-2-carboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-5-nitrofuran-2-carboxamide —— C17H19N3O5
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-5-nitrofuran-2-carboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)pent-4-enamide —— C17H24N2O2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)pent-4-enamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2,5-dimethylfuran-3-carboxamide —— C19H24N2O3
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-2,5-dimethylfuran-3-carboxamide
    —— 2-cyclopentyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)acetamide —— C19H28N2O2
    2-cyclopentyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)acetamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-4-methyl-1,2,3-thiadiazole-5-carboxamide —— C16H20N4O2S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-4-methyl-1,2,3-thiadiazole-5-carboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-phenylpropanamide —— C21H26N2O2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-phenylpropanamide
    —— 3-cyclopentyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)propanamide —— C20H30N2O2
    3-cyclopentyl-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)propanamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)pivalamide —— C17H26N2O2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)pivalamide