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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-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R)-1-(1,3,5-trimethylpyrazol-4-yl)propan-2-yl]urea —— C19H26N4O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R)-1-(1,3,5-trimethylpyrazol-4-yl)propan-2-yl]urea
    —— 1-[(2S)-2-(5-chlorothiophen-2-yl)-2-hydroxyethyl]-3-[(3R)-2,3-dihydro-1-benzofuran-3-yl]urea —— C15H15ClN2O3S
    1-[(2S)-2-(5-chlorothiophen-2-yl)-2-hydroxyethyl]-3-[(3R)-2,3-dihydro-1-benzofuran-3-yl]urea
    —— 1-[(2R)-2-(5-chlorothiophen-2-yl)-2-hydroxyethyl]-3-[(3R)-2,3-dihydro-1-benzofuran-3-yl]urea —— C15H15ClN2O3S
    1-[(2R)-2-(5-chlorothiophen-2-yl)-2-hydroxyethyl]-3-[(3R)-2,3-dihydro-1-benzofuran-3-yl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S)-1-(1,3,5-trimethylpyrazol-4-yl)propan-2-yl]urea —— C19H26N4O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S)-1-(1,3,5-trimethylpyrazol-4-yl)propan-2-yl]urea
    —— 1-[(2S)-2-(5-chlorothiophen-2-yl)-2-hydroxyethyl]-3-[(3S)-2,3-dihydro-1-benzofuran-3-yl]urea —— C15H15ClN2O3S
    1-[(2S)-2-(5-chlorothiophen-2-yl)-2-hydroxyethyl]-3-[(3S)-2,3-dihydro-1-benzofuran-3-yl]urea
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[(4R)-4-hydroxy-2,2-dimethylpentyl]urea —— C16H24N2O3
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[(4R)-4-hydroxy-2,2-dimethylpentyl]urea
    —— (2S)-N-[(2S)-2-hydroxy-2-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H17NO3S
    (2S)-N-[(2S)-2-hydroxy-2-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2S)-2-(2,6-difluorophenyl)-2-hydroxyethyl]-7-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H14F3NO3
    (2S)-N-[(2S)-2-(2,6-difluorophenyl)-2-hydroxyethyl]-7-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2R)-2-(2,6-difluorophenyl)-2-hydroxyethyl]-7-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H14F3NO3
    (2S)-N-[(2R)-2-(2,6-difluorophenyl)-2-hydroxyethyl]-7-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2S)-2-(2,6-difluorophenyl)-2-hydroxyethyl]-7-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H14F3NO3
    (2R)-N-[(2S)-2-(2,6-difluorophenyl)-2-hydroxyethyl]-7-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3R)-N-[(2R)-2-cyclopentyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H21NO3
    (3R)-N-[(2R)-2-cyclopentyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(2S)-2-(furan-2-yl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H15NO4
    (3S)-N-[(2S)-2-(furan-2-yl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2R)-N-[(2R)-2-(2,4-difluorophenyl)-2-hydroxypropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H17F2NO3
    (2R)-N-[(2R)-2-(2,4-difluorophenyl)-2-hydroxypropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2R)-2-hydroxy-2-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H17NO3S
    (2R)-N-[(2R)-2-hydroxy-2-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3R)-N-[(2S)-2-cyclopentyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H21NO3
    (3R)-N-[(2S)-2-cyclopentyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2R)-N-[(2S)-2-hydroxy-2-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H17NO3S
    (2R)-N-[(2S)-2-hydroxy-2-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3S)-N-[(2R)-2-cyclopentyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H21NO3
    (3S)-N-[(2R)-2-cyclopentyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2S)-N-[(2R)-2-hydroxy-2-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H17NO3S
    (2S)-N-[(2R)-2-hydroxy-2-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3S)-N-[(2S)-2-cyclopentyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H21NO3
    (3S)-N-[(2S)-2-cyclopentyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2S)-N-[(2R)-2-(2,4-difluorophenyl)-2-hydroxypropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H17F2NO3
    (2S)-N-[(2R)-2-(2,4-difluorophenyl)-2-hydroxypropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2S)-2-(2,4-difluorophenyl)-2-hydroxypropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H17F2NO3
    (2R)-N-[(2S)-2-(2,4-difluorophenyl)-2-hydroxypropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-(4,5-dicyano-1H-imidazol-2-yl)-7-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H8FN5O2
    (2R)-N-(4,5-dicyano-1H-imidazol-2-yl)-7-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3R)-N-[(2R)-2-(furan-2-yl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H15NO4
    (3R)-N-[(2R)-2-(furan-2-yl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2S)-N-(4,5-dicyano-1H-imidazol-2-yl)-7-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H8FN5O2
    (2S)-N-(4,5-dicyano-1H-imidazol-2-yl)-7-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3R)-N-[(2S)-2-(furan-2-yl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H15NO4
    (3R)-N-[(2S)-2-(furan-2-yl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2S)-N-[(2S)-2-(2,4-difluorophenyl)-2-hydroxypropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H17F2NO3
    (2S)-N-[(2S)-2-(2,4-difluorophenyl)-2-hydroxypropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3S)-N-[(2R)-2-(furan-2-yl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H15NO4
    (3S)-N-[(2R)-2-(furan-2-yl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[[2-(hydroxymethyl)phenyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H17NO3
    (3R)-N-[[2-(hydroxymethyl)phenyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— N-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C17H19N3O3S
    N-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-3-[(2R)-2-(2,5-dimethylfuran-3-yl)-2-hydroxypropyl]urea —— C18H22N2O4
    1-(2,3-dihydro-1-benzofuran-5-yl)-3-[(2R)-2-(2,5-dimethylfuran-3-yl)-2-hydroxypropyl]urea
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-3-[(2S)-2-(2,5-dimethylfuran-3-yl)-2-hydroxypropyl]urea —— C18H22N2O4
    1-(2,3-dihydro-1-benzofuran-5-yl)-3-[(2S)-2-(2,5-dimethylfuran-3-yl)-2-hydroxypropyl]urea
    —— N-[(3R)-6,7-dichloro-2,3-dihydro-1-benzofuran-3-yl]cyclopropanecarboxamide —— C12H11Cl2NO2
    N-[(3R)-6,7-dichloro-2,3-dihydro-1-benzofuran-3-yl]cyclopropanecarboxamide
    —— N-[(3S)-6,7-dichloro-2,3-dihydro-1-benzofuran-3-yl]cyclopropanecarboxamide —— C12H11Cl2NO2
    N-[(3S)-6,7-dichloro-2,3-dihydro-1-benzofuran-3-yl]cyclopropanecarboxamide
    —— 1-[(3R)-6,7-dichloro-2,3-dihydro-1-benzofuran-3-yl]-3-(pyridin-3-ylmethyl)urea —— C15H13Cl2N3O2
    1-[(3R)-6,7-dichloro-2,3-dihydro-1-benzofuran-3-yl]-3-(pyridin-3-ylmethyl)urea
    —— (2R)-5,6-dimethyl-N-[(5-methyl-1H-1,2,4-triazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H18N4O2
    (2R)-5,6-dimethyl-N-[(5-methyl-1H-1,2,4-triazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[(3S)-6,7-dichloro-2,3-dihydro-1-benzofuran-3-yl]-3-(pyridin-3-ylmethyl)urea —— C15H13Cl2N3O2
    1-[(3S)-6,7-dichloro-2,3-dihydro-1-benzofuran-3-yl]-3-(pyridin-3-ylmethyl)urea
    —— 4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-(2-methylprop-2-enyl)piperazine-1-carbothioamide —— C18H25N3OS
    4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-(2-methylprop-2-enyl)piperazine-1-carbothioamide
    —— 4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-propylpiperazin-4-ium-1-carbothioamide —— C17H26N3OS+
    4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-propylpiperazin-4-ium-1-carbothioamide
    —— (2S)-N-(cyanomethyl)-N-ethyl-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H18N2O2
    (2S)-N-(cyanomethyl)-N-ethyl-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-(2-methoxyethyl)piperazin-4-ium-1-carbothioamide —— C17H26N3O2S+
    4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-(2-methoxyethyl)piperazin-4-ium-1-carbothioamide
    —— (2S)-5,6-dimethyl-N-[(5-methyl-1H-1,2,4-triazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H18N4O2
    (2S)-5,6-dimethyl-N-[(5-methyl-1H-1,2,4-triazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— Methyl 6-[[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-carbothioyl]amino]hexanoate —— C21H32N3O3S+
    Methyl 6-[[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-carbothioyl]amino]hexanoate
    —— 4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-ethylpiperazin-4-ium-1-carbothioamide —— C16H24N3OS+
    4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-ethylpiperazin-4-ium-1-carbothioamide
    —— 4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-[(4-fluorophenyl)methyl]piperazine-1-carbothioamide —— C21H24FN3OS
    4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-[(4-fluorophenyl)methyl]piperazine-1-carbothioamide
    —— 4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-prop-2-enylpiperazin-4-ium-1-carbothioamide —— C17H24N3OS+
    4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-prop-2-enylpiperazin-4-ium-1-carbothioamide
    —— 4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-propan-2-ylpiperazin-4-ium-1-carbothioamide —— C17H26N3OS+
    4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-propan-2-ylpiperazin-4-ium-1-carbothioamide
    —— 4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-[[(2R)-oxolan-2-yl]methyl]piperazin-4-ium-1-carbothioamide —— C19H28N3O2S+
    4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-[[(2R)-oxolan-2-yl]methyl]piperazin-4-ium-1-carbothioamide
    —— N-cyclohexyl-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-carbothioamide —— C20H30N3OS+
    N-cyclohexyl-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-carbothioamide
    —— N-cyclohexyl-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazine-1-carbothioamide —— C20H29N3OS
    N-cyclohexyl-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazine-1-carbothioamide
    —— 4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-methylpiperazine-1-carbothioamide —— C15H21N3OS
    4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-methylpiperazine-1-carbothioamide