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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
    —— 3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-1-methyl-1-(pyridin-2-ylmethyl)urea —— C19H23N3O3
    3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-1-methyl-1-(pyridin-2-ylmethyl)urea
    —— 5-[(R)-bromo-[(3S)-oxan-3-yl]methyl]-2,2-dimethyl-3H-1-benzofuran —— C16H21BrO2
    5-[(R)-bromo-[(3S)-oxan-3-yl]methyl]-2,2-dimethyl-3H-1-benzofuran
    —— 5-[(S)-bromo-[(3S)-oxan-3-yl]methyl]-2,2-dimethyl-3H-1-benzofuran —— C16H21BrO2
    5-[(S)-bromo-[(3S)-oxan-3-yl]methyl]-2,2-dimethyl-3H-1-benzofuran
    —— 5-[(S)-bromo-[(3R)-oxan-3-yl]methyl]-2,2-dimethyl-3H-1-benzofuran —— C16H21BrO2
    5-[(S)-bromo-[(3R)-oxan-3-yl]methyl]-2,2-dimethyl-3H-1-benzofuran
    —— 5-[(R)-bromo-[(3R)-oxan-3-yl]methyl]-2,2-dimethyl-3H-1-benzofuran —— C16H21BrO2
    5-[(R)-bromo-[(3R)-oxan-3-yl]methyl]-2,2-dimethyl-3H-1-benzofuran
    —— (R)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[(3R)-oxan-3-yl]methanol —— C15H20O3
    (R)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[(3R)-oxan-3-yl]methanol
    —— (R)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[(3R)-oxan-3-yl]methanol —— C15H20O3
    (R)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[(3R)-oxan-3-yl]methanol
    —— (S)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[(3R)-oxan-3-yl]methanol —— C15H20O3
    (S)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[(3R)-oxan-3-yl]methanol
    —— (S)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[(3R)-oxan-3-yl]methanol —— C15H20O3
    (S)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[(3R)-oxan-3-yl]methanol
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-[(3S)-oxan-3-yl]methanamine —— C15H21NO2
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-[(3S)-oxan-3-yl]methanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-[(3R)-oxan-3-yl]methanamine —— C15H21NO2
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-[(3R)-oxan-3-yl]methanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-[(3R)-oxan-3-yl]methanamine —— C15H21NO2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-[(3R)-oxan-3-yl]methanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-[(3S)-oxan-3-yl]methanamine —— C15H21NO2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-[(3S)-oxan-3-yl]methanamine
    —— (2,2-dimethyl-3H-1-benzofuran-5-yl)-[(3R)-oxan-3-yl]methanone —— C16H20O3
    (2,2-dimethyl-3H-1-benzofuran-5-yl)-[(3R)-oxan-3-yl]methanone
    —— (2,2-dimethyl-3H-1-benzofuran-5-yl)-[(3S)-oxan-3-yl]methanone —— C16H20O3
    (2,2-dimethyl-3H-1-benzofuran-5-yl)-[(3S)-oxan-3-yl]methanone
    —— 5-[(1R)-1-bromo-2-thiophen-2-ylethyl]-2,3-dihydro-1-benzofuran —— C14H13BrOS
    5-[(1R)-1-bromo-2-thiophen-2-ylethyl]-2,3-dihydro-1-benzofuran
    —— 5-[(1S)-1-bromo-2-thiophen-2-ylethyl]-2,3-dihydro-1-benzofuran —— C14H13BrOS
    5-[(1S)-1-bromo-2-thiophen-2-ylethyl]-2,3-dihydro-1-benzofuran
    —— 5-[(1R)-1-chloro-2-thiophen-3-ylethyl]-2,3-dihydro-1-benzofuran —— C14H13ClOS
    5-[(1R)-1-chloro-2-thiophen-3-ylethyl]-2,3-dihydro-1-benzofuran
    —— 5-[(1S)-1-bromo-2-thiophen-3-ylethyl]-2,3-dihydro-1-benzofuran —— C14H13BrOS
    5-[(1S)-1-bromo-2-thiophen-3-ylethyl]-2,3-dihydro-1-benzofuran
    —— 5-[(1S)-1-chloro-2-thiophen-3-ylethyl]-2,3-dihydro-1-benzofuran —— C14H13ClOS
    5-[(1S)-1-chloro-2-thiophen-3-ylethyl]-2,3-dihydro-1-benzofuran
    —— 5-[(1R)-1-bromo-2-thiophen-3-ylethyl]-2,3-dihydro-1-benzofuran —— C14H13BrOS
    5-[(1R)-1-bromo-2-thiophen-3-ylethyl]-2,3-dihydro-1-benzofuran
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-thiophen-2-ylethanol —— C14H14O2S
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-thiophen-2-ylethanol
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-thiophen-2-ylethanol —— C14H14O2S
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-thiophen-2-ylethanol
    —— (3R)-1-cyclopropyl-N-(2,3-dihydro-1-benzofuran-5-yl)pyrrolidin-3-amine —— C15H20N2O
    (3R)-1-cyclopropyl-N-(2,3-dihydro-1-benzofuran-5-yl)pyrrolidin-3-amine
    —— (3S)-1-cyclopropyl-N-(2,3-dihydro-1-benzofuran-5-yl)pyrrolidin-3-amine —— C15H20N2O
    (3S)-1-cyclopropyl-N-(2,3-dihydro-1-benzofuran-5-yl)pyrrolidin-3-amine
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-ethyl-1,3-thiazol-2-amine —— C14H16N2OS
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-ethyl-1,3-thiazol-2-amine
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-ethyl-1,3-thiazol-2-amine —— C14H16N2OS
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-ethyl-1,3-thiazol-2-amine
    —— (1S,2S)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)cyclopentane-1-carbonitrile —— C15H18N2O
    (1S,2S)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)cyclopentane-1-carbonitrile
    —— (1S,2R)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)cyclopentane-1-carbonitrile —— C15H18N2O
    (1S,2R)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)cyclopentane-1-carbonitrile
    —— (1R,2R)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)cyclopentane-1-carbonitrile —— C15H18N2O
    (1R,2R)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)cyclopentane-1-carbonitrile
    —— (1R,2S)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)cyclopentane-1-carbonitrile —— C15H18N2O
    (1R,2S)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)cyclopentane-1-carbonitrile
    —— (1S,2R)-2-[[(3R)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]amino]cyclopentane-1-carbonitrile —— C14H16N2O2
    (1S,2R)-2-[[(3R)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]amino]cyclopentane-1-carbonitrile
    —— (1S,2S)-2-[[(3R)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]amino]cyclopentane-1-carbonitrile —— C14H16N2O2
    (1S,2S)-2-[[(3R)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]amino]cyclopentane-1-carbonitrile
    —— (1S,2S)-2-[[(3S)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]amino]cyclopentane-1-carbonitrile —— C14H16N2O2
    (1S,2S)-2-[[(3S)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]amino]cyclopentane-1-carbonitrile
    —— (1S,2R)-2-[[(3S)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]amino]cyclopentane-1-carbonitrile —— C14H16N2O2
    (1S,2R)-2-[[(3S)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]amino]cyclopentane-1-carbonitrile
    —— (2R)-N-[(1S,2S)-2-cyanocyclopentyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16N2O2
    (2R)-N-[(1S,2S)-2-cyanocyclopentyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(1S,2S)-2-cyanocyclopentyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16N2O2
    (2S)-N-[(1S,2S)-2-cyanocyclopentyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(1R,2S)-2-cyanocyclopentyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16N2O2
    (2R)-N-[(1R,2S)-2-cyanocyclopentyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(1R,2S)-2-cyanocyclopentyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16N2O2
    (2S)-N-[(1R,2S)-2-cyanocyclopentyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(1R,2R)-2-(aminomethyl)cyclopentyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H20N2O2
    (2S)-N-[(1R,2R)-2-(aminomethyl)cyclopentyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(1S,2R)-2-(aminomethyl)cyclopentyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H20N2O2
    (2R)-N-[(1S,2R)-2-(aminomethyl)cyclopentyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(1S,2R)-2-(aminomethyl)cyclopentyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H20N2O2
    (2S)-N-[(1S,2R)-2-(aminomethyl)cyclopentyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(1R,2R)-2-(aminomethyl)cyclopentyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H20N2O2
    (2R)-N-[(1R,2R)-2-(aminomethyl)cyclopentyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-methylpyrimidin-2-amine —— C14H15N3O
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-methylpyrimidin-2-amine
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-methylpyrimidin-2-amine —— C14H15N3O
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-methylpyrimidin-2-amine
    —— (3R)-5-(2,3-dihydro-1-benzofuran-5-yl)-5,5-difluoro-3-methylpentanoic acid —— C14H16F2O3
    (3R)-5-(2,3-dihydro-1-benzofuran-5-yl)-5,5-difluoro-3-methylpentanoic acid
    —— (3S)-5-(2,3-dihydro-1-benzofuran-5-yl)-5,5-difluoro-3-methylpentanoic acid —— C14H16F2O3
    (3S)-5-(2,3-dihydro-1-benzofuran-5-yl)-5,5-difluoro-3-methylpentanoic acid
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2,3-dimethylguanidine —— C15H23N3O2
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2,3-dimethylguanidine
    —— 3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]-1-methylpyrazin-2-one —— C14H15N3O2
    3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]-1-methylpyrazin-2-one
    —— 3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]-1-methylpyrazin-2-one —— C14H15N3O2
    3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]-1-methylpyrazin-2-one