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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
    —— (2R)-2-(aminomethyl)-N-[2-(dimethylamino)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H21N3O3S
    (2R)-2-(aminomethyl)-N-[2-(dimethylamino)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-2-(aminomethyl)-N-(3-methoxypropyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H20N2O4S
    (2S)-2-(aminomethyl)-N-(3-methoxypropyl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-2-(aminomethyl)-N-(2-methoxyethyl)-7-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H20N2O4S
    (2S)-2-(aminomethyl)-N-(2-methoxyethyl)-7-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-2-(aminomethyl)-N-cyclopropyl-7-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H18N2O3S
    (2R)-2-(aminomethyl)-N-cyclopropyl-7-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-2-(aminomethyl)-7-methyl-N-prop-2-enyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H18N2O3S
    (2R)-2-(aminomethyl)-7-methyl-N-prop-2-enyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-2-(aminomethyl)-5-fluoro-N-prop-2-enyl-2,3-dihydro-1-benzofuran-7-sulfonamide —— C12H15FN2O3S
    (2S)-2-(aminomethyl)-5-fluoro-N-prop-2-enyl-2,3-dihydro-1-benzofuran-7-sulfonamide
    —— (2R)-2-(aminomethyl)-N-tert-butyl-5-fluoro-2,3-dihydro-1-benzofuran-7-sulfonamide —— C13H19FN2O3S
    (2R)-2-(aminomethyl)-N-tert-butyl-5-fluoro-2,3-dihydro-1-benzofuran-7-sulfonamide
    —— (2R)-2-(aminomethyl)-N-cyclopropyl-5-fluoro-2,3-dihydro-1-benzofuran-7-sulfonamide —— C12H15FN2O3S
    (2R)-2-(aminomethyl)-N-cyclopropyl-5-fluoro-2,3-dihydro-1-benzofuran-7-sulfonamide
    —— (2R)-2-(aminomethyl)-N-tert-butyl-7-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C14H22N2O3S
    (2R)-2-(aminomethyl)-N-tert-butyl-7-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-2-(aminomethyl)-5-ethyl-N-propan-2-yl-2,3-dihydro-1-benzofuran-7-sulfonamide —— C14H22N2O3S
    (2R)-2-(aminomethyl)-5-ethyl-N-propan-2-yl-2,3-dihydro-1-benzofuran-7-sulfonamide
    —— (2S)-2-(aminomethyl)-N,7-diethyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H20N2O3S
    (2S)-2-(aminomethyl)-N,7-diethyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-2-(aminomethyl)-7-methyl-N-propan-2-yl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H20N2O3S
    (2S)-2-(aminomethyl)-7-methyl-N-propan-2-yl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-2-(aminomethyl)-5-ethyl-N-prop-2-enyl-2,3-dihydro-1-benzofuran-7-sulfonamide —— C14H20N2O3S
    (2S)-2-(aminomethyl)-5-ethyl-N-prop-2-enyl-2,3-dihydro-1-benzofuran-7-sulfonamide
    —— [(2R)-7-fluoro-5-pyrrolidin-1-ylsulfonyl-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C13H17FN2O3S
    [(2R)-7-fluoro-5-pyrrolidin-1-ylsulfonyl-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— (2S)-2-(aminomethyl)-N-cyclopropyl-5-methyl-2,3-dihydro-1-benzofuran-7-sulfonamide —— C13H18N2O3S
    (2S)-2-(aminomethyl)-N-cyclopropyl-5-methyl-2,3-dihydro-1-benzofuran-7-sulfonamide
    —— (2R)-2-(aminomethyl)-N-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C10H14N2O3S
    (2R)-2-(aminomethyl)-N-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-2-(aminomethyl)-N-ethyl-6,7-dimethyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H20N2O3S
    (2S)-2-(aminomethyl)-N-ethyl-6,7-dimethyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-2-(aminomethyl)-N-[(2S)-butan-2-yl]-5-fluoro-2,3-dihydro-1-benzofuran-7-sulfonamide —— C13H19FN2O3S
    (2S)-2-(aminomethyl)-N-[(2S)-butan-2-yl]-5-fluoro-2,3-dihydro-1-benzofuran-7-sulfonamide
    —— (2S)-2-(aminomethyl)-N-cyclopropyl-5-ethyl-2,3-dihydro-1-benzofuran-7-sulfonamide —— C14H20N2O3S
    (2S)-2-(aminomethyl)-N-cyclopropyl-5-ethyl-2,3-dihydro-1-benzofuran-7-sulfonamide
    —— (2R)-2-(aminomethyl)-N-(2-methoxyethyl)-7-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H20N2O4S
    (2R)-2-(aminomethyl)-N-(2-methoxyethyl)-7-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-2-(aminomethyl)-N-tert-butyl-5-methyl-2,3-dihydro-1-benzofuran-7-sulfonamide —— C14H22N2O3S
    (2S)-2-(aminomethyl)-N-tert-butyl-5-methyl-2,3-dihydro-1-benzofuran-7-sulfonamide
    —— (2R)-2-(aminomethyl)-5-fluoro-N-methyl-2,3-dihydro-1-benzofuran-7-sulfonamide —— C10H13FN2O3S
    (2R)-2-(aminomethyl)-5-fluoro-N-methyl-2,3-dihydro-1-benzofuran-7-sulfonamide
    —— (2R)-2-(aminomethyl)-N-cyclopropyl-5-methyl-2,3-dihydro-1-benzofuran-7-sulfonamide —— C13H18N2O3S
    (2R)-2-(aminomethyl)-N-cyclopropyl-5-methyl-2,3-dihydro-1-benzofuran-7-sulfonamide
    —— (2S)-2-(aminomethyl)-N-ethyl-7-fluoro-2,3-dihydro-1-benzofuran-5-sulfonamide —— C11H15FN2O3S
    (2S)-2-(aminomethyl)-N-ethyl-7-fluoro-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-2-(aminomethyl)-7-fluoro-N-prop-2-enyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C12H15FN2O3S
    (2S)-2-(aminomethyl)-7-fluoro-N-prop-2-enyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-2-(aminomethyl)-7-fluoro-N-(2-methoxyethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C12H17FN2O4S
    (2R)-2-(aminomethyl)-7-fluoro-N-(2-methoxyethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-2-(aminomethyl)-N-cyclopropyl-5-ethyl-2,3-dihydro-1-benzofuran-7-sulfonamide —— C14H20N2O3S
    (2R)-2-(aminomethyl)-N-cyclopropyl-5-ethyl-2,3-dihydro-1-benzofuran-7-sulfonamide
    —— (2S)-2-(aminomethyl)-N-cyclohexyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H22N2O3S
    (2S)-2-(aminomethyl)-N-cyclohexyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-2-(aminomethyl)-N-butyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H20N2O3S
    (2R)-2-(aminomethyl)-N-butyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-2-(aminomethyl)-N-cyclopentyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C14H20N2O3S
    (2R)-2-(aminomethyl)-N-cyclopentyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-2-(aminomethyl)-7-fluoro-N-propan-2-yl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C12H17FN2O3S
    (2S)-2-(aminomethyl)-7-fluoro-N-propan-2-yl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-2-(aminomethyl)-N-[(2R)-butan-2-yl]-5-methyl-2,3-dihydro-1-benzofuran-7-sulfonamide —— C14H22N2O3S
    (2S)-2-(aminomethyl)-N-[(2R)-butan-2-yl]-5-methyl-2,3-dihydro-1-benzofuran-7-sulfonamide
    —— [(2R)-5-[(2S)-2-methylpiperidin-1-yl]sulfonyl-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C15H22N2O3S
    [(2R)-5-[(2S)-2-methylpiperidin-1-yl]sulfonyl-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— (2R)-2-(aminomethyl)-5-chloro-N-propan-2-yl-2,3-dihydro-1-benzofuran-7-sulfonamide —— C12H17ClN2O3S
    (2R)-2-(aminomethyl)-5-chloro-N-propan-2-yl-2,3-dihydro-1-benzofuran-7-sulfonamide
    —— (2S)-2-(aminomethyl)-N-cyclopropyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C12H16N2O3S
    (2S)-2-(aminomethyl)-N-cyclopropyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-2-(aminomethyl)-N-ethyl-5-fluoro-2,3-dihydro-1-benzofuran-7-sulfonamide —— C11H15FN2O3S
    (2R)-2-(aminomethyl)-N-ethyl-5-fluoro-2,3-dihydro-1-benzofuran-7-sulfonamide
    —— (2R)-2-(aminomethyl)-7-ethyl-N-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C12H18N2O3S
    (2R)-2-(aminomethyl)-7-ethyl-N-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-2-(aminomethyl)-N-(5-methyl-1,2-oxazol-3-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H15N3O4S
    (2R)-2-(aminomethyl)-N-(5-methyl-1,2-oxazol-3-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-2-(aminomethyl)-N-cyclopentyl-7-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H22N2O3S
    (2R)-2-(aminomethyl)-N-cyclopentyl-7-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-2-(aminomethyl)-N-[2-(dimethylamino)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H21N3O3S
    (2S)-2-(aminomethyl)-N-[2-(dimethylamino)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-2-(aminomethyl)-N-[(2S)-butan-2-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H20N2O3S
    (2S)-2-(aminomethyl)-N-[(2S)-butan-2-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-2-(aminomethyl)-N-[(2R)-butan-2-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H20N2O3S
    (2R)-2-(aminomethyl)-N-[(2R)-butan-2-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 4-{(2E)-2-[2-(4-fluorophenoxy)ethylidene]-5-nitro-2,3-dihydro-1-benzofuran-3-yl}morpholine —— C20H19FN2O5
    4-{(2E)-2-[2-(4-fluorophenoxy)ethylidene]-5-nitro-2,3-dihydro-1-benzofuran-3-yl}morpholine
    —— (5R)-5-(furan-2-yl)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-[[(2S)-oxolan-2-yl]methyl]pyrrolidine-2,3-dione —— C23H23NO6
    (5R)-5-(furan-2-yl)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-[[(2S)-oxolan-2-yl]methyl]pyrrolidine-2,3-dione
    —— (1R,2R)-1-(4-methoxyphenyl)spiro[1H-benzo[e][1]benzofuran-2,1'-naphthalene]-2'-one —— C28H20O3
    (1R,2R)-1-(4-methoxyphenyl)spiro[1H-benzo[e][1]benzofuran-2,1'-naphthalene]-2'-one
    —— (1S,2R)-1-(4-methoxyphenyl)spiro[1H-benzo[e][1]benzofuran-2,1'-naphthalene]-2'-one —— C28H20O3
    (1S,2R)-1-(4-methoxyphenyl)spiro[1H-benzo[e][1]benzofuran-2,1'-naphthalene]-2'-one
    —— N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]hexanamide —— C17H25NO3
    N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]hexanamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(R)-(2-methoxyphenyl)-(1-methylimidazol-2-yl)methyl]acetamide —— C24H27N3O4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(R)-(2-methoxyphenyl)-(1-methylimidazol-2-yl)methyl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(S)-(2-methoxyphenyl)-(1-methylimidazol-2-yl)methyl]acetamide —— C24H27N3O4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(S)-(2-methoxyphenyl)-(1-methylimidazol-2-yl)methyl]acetamide
    —— (5S)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ium-4-ylethyl)-5-pyridin-4-ylpyrrolidine-2,3-dione —— C25H28N3O5+
    (5S)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ium-4-ylethyl)-5-pyridin-4-ylpyrrolidine-2,3-dione