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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
    —— (3R)-N-[[(2R)-oxan-2-yl]methylsulfonyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H19NO5S
    (3R)-N-[[(2R)-oxan-2-yl]methylsulfonyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H20N2O2S
    (3R)-N-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H20N2O2S
    (3R)-N-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H20N2O2S
    (3S)-N-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H20N2O2S
    (3S)-N-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— N-[(2R)-3,3-dimethylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C15H21NO2
    N-[(2R)-3,3-dimethylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(2S)-3,3-dimethylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C15H21NO2
    N-[(2S)-3,3-dimethylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-(pyridin-3-ylmethyl)piperazin-1-yl]methanone —— C19H21N3O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-(pyridin-3-ylmethyl)piperazin-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-(furan-2-ylmethyl)piperazin-1-yl]methanone —— C18H20N2O3
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-(furan-2-ylmethyl)piperazin-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-(furan-2-ylmethyl)piperazin-1-yl]methanone —— C18H20N2O3
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-(furan-2-ylmethyl)piperazin-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(5-methyl-1,2-oxazol-3-yl)methyl]piperazin-1-yl]methanone —— C18H21N3O3
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(5-methyl-1,2-oxazol-3-yl)methyl]piperazin-1-yl]methanone
    —— 1-(3-cyanophenyl)-N-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]methanesulfonamide —— C18H18N2O3S
    1-(3-cyanophenyl)-N-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]methanesulfonamide
    —— 1-(3-cyanophenyl)-N-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]methanesulfonamide —— C18H18N2O3S
    1-(3-cyanophenyl)-N-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]methanesulfonamide
    —— (2S)-N-[6-(2,3-dihydro-1-benzofuran-5-yl)pyridin-2-yl]oxolane-2-carboxamide —— C18H18N2O3
    (2S)-N-[6-(2,3-dihydro-1-benzofuran-5-yl)pyridin-2-yl]oxolane-2-carboxamide
    —— (2R)-N-[6-(2,3-dihydro-1-benzofuran-5-yl)pyridin-2-yl]oxolane-2-carboxamide —— C18H18N2O3
    (2R)-N-[6-(2,3-dihydro-1-benzofuran-5-yl)pyridin-2-yl]oxolane-2-carboxamide
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-methylmorpholin-4-yl]methanone —— C14H16ClNO3
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-methylmorpholin-4-yl]methanone
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-methylmorpholin-4-yl]methanone —— C14H16ClNO3
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-methylmorpholin-4-yl]methanone
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-methylmorpholin-4-yl]methanone —— C14H16ClNO3
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-methylmorpholin-4-yl]methanone
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-methylmorpholin-4-yl]methanone —— C14H16ClNO3
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-methylmorpholin-4-yl]methanone
    —— (3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(2-methoxyethyl)pyrrolidin-3-amine —— C16H24N2O2
    (3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(2-methoxyethyl)pyrrolidin-3-amine
    —— (3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(2-methoxyethyl)pyrrolidin-3-amine —— C16H24N2O2
    (3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(2-methoxyethyl)pyrrolidin-3-amine
    —— (2R)-2-(4-cyanophenoxy)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]propanamide —— C19H18N2O3
    (2R)-2-(4-cyanophenoxy)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]propanamide
    —— (2S)-2-(4-cyanophenoxy)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]propanamide —— C19H18N2O3
    (2S)-2-(4-cyanophenoxy)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]propanamide
    —— (2S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenylsulfanylpropanamide —— C18H19NO2S
    (2S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenylsulfanylpropanamide
    —— (2R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenylsulfanylpropanamide —— C18H19NO2S
    (2R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenylsulfanylpropanamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,3-dimethylbutanamide —— C15H21NO2
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,3-dimethylbutanamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,3-dimethylbutanamide —— C15H21NO2
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,3-dimethylbutanamide
    —— (2R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenylsulfanylpropanamide —— C18H19NO2S
    (2R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenylsulfanylpropanamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-(5-methylthiophen-2-yl)-4-oxobutanamide —— C18H19NO3S
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-(5-methylthiophen-2-yl)-4-oxobutanamide
    —— (2S)-2-(4-cyanophenoxy)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]propanamide —— C19H18N2O3
    (2S)-2-(4-cyanophenoxy)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]propanamide
    —— (2S)-N-[(1S)-1-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H20N2O2S
    (2S)-N-[(1S)-1-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(1R)-1-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H20N2O2S
    (2R)-N-[(1R)-1-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(1S)-1-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H20N2O2S
    (2R)-N-[(1S)-1-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(1R)-1-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H20N2O2S
    (2S)-N-[(1R)-1-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2S)-2-hydroxybutyl]piperazin-1-yl]methanone —— C17H23ClN2O3
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2S)-2-hydroxybutyl]piperazin-1-yl]methanone
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2R)-2-hydroxybutyl]piperazin-1-yl]methanone —— C17H23ClN2O3
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2R)-2-hydroxybutyl]piperazin-1-yl]methanone
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2R)-2-hydroxybutyl]piperazin-1-yl]methanone —— C17H23ClN2O3
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2R)-2-hydroxybutyl]piperazin-1-yl]methanone
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2S)-2-hydroxybutyl]piperazin-1-yl]methanone —— C17H23ClN2O3
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2S)-2-hydroxybutyl]piperazin-1-yl]methanone
    —— N-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]-3-[(2R)-oxolan-2-yl]propanamide —— C18H20N2O3S
    N-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]-3-[(2R)-oxolan-2-yl]propanamide
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[1-(2-methylprop-2-enyl)piperidin-4-yl]urea —— C18H25N3O2
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[1-(2-methylprop-2-enyl)piperidin-4-yl]urea
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[1-(2-methylprop-2-enyl)piperidin-4-yl]urea —— C18H25N3O2
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[1-(2-methylprop-2-enyl)piperidin-4-yl]urea
    —— N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(4-methylpyrazol-1-yl)ethanamine —— C17H23N3O2
    N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(4-methylpyrazol-1-yl)ethanamine
    —— N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(4-methylpyrazol-1-yl)ethanamine —— C17H23N3O2
    N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(4-methylpyrazol-1-yl)ethanamine
    —— (2S)-N-[(2R)-butan-2-yl]-N-butyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H25NO2
    (2S)-N-[(2R)-butan-2-yl]-N-butyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2R)-butan-2-yl]-N-butyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H25NO2
    (2R)-N-[(2R)-butan-2-yl]-N-butyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2S)-butan-2-yl]-N-butyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H25NO2
    (2S)-N-[(2S)-butan-2-yl]-N-butyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[4-[(2R)-2-hydroxypropyl]piperazin-1-yl]ethanone —— C17H24N2O3
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[4-[(2R)-2-hydroxypropyl]piperazin-1-yl]ethanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[4-[(2S)-2-hydroxypropyl]piperazin-1-yl]ethanone —— C17H24N2O3
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[4-[(2S)-2-hydroxypropyl]piperazin-1-yl]ethanone
    —— (2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carboxylic acid —— C12H14O4
    (2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carboxylic acid
    —— (2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carboxylate —— C12H13O4-
    (2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carboxylate