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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
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[[(2R)-oxan-2-yl]methyl]ethanamine —— C16H23NO2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[[(2R)-oxan-2-yl]methyl]ethanamine
    —— (2S)-5-chloro-N-[2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H21ClN4O2
    (2S)-5-chloro-N-[2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (1R,9S,10S,12S,14S)-N-(2-hydroxyethyl)-8,11-dioxatetracyclo[7.5.0.02,7.010,12]tetradeca-2,4,6-triene-14-carboxamide —— C15H17NO4
    (1R,9S,10S,12S,14S)-N-(2-hydroxyethyl)-8,11-dioxatetracyclo[7.5.0.02,7.010,12]tetradeca-2,4,6-triene-14-carboxamide
    —— N-[2-(1-methylpyrazol-4-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C14H17N3O3S
    N-[2-(1-methylpyrazol-4-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(3-methylthiophen-2-yl)methanamine —— C15H17NOS
    (1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(3-methylthiophen-2-yl)methanamine
    —— (S)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-(3-methylthiophen-2-yl)methanol —— C14H14O2S
    (S)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-(3-methylthiophen-2-yl)methanol
    —— N-[(R)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-(3-methylthiophen-2-yl)methyl]ethanamine —— C16H19NOS
    N-[(R)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-(3-methylthiophen-2-yl)methyl]ethanamine
    —— N-[(S)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-(3-methylthiophen-2-yl)methyl]ethanamine —— C16H19NOS
    N-[(S)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-(3-methylthiophen-2-yl)methyl]ethanamine
    —— (S)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-(3-methylthiophen-2-yl)methanol —— C14H14O2S
    (S)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-(3-methylthiophen-2-yl)methanol
    —— (1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(3-methylthiophen-2-yl)methanamine —— C15H17NOS
    (1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(3-methylthiophen-2-yl)methanamine
    —— (S)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-(3-methylthiophen-2-yl)methanamine —— C14H15NOS
    (S)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-(3-methylthiophen-2-yl)methanamine
    —— 4-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidine-1,4-dicarboxamide —— C16H21N3O3
    4-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidine-1,4-dicarboxamide
    —— (2R)-5-chloro-N-[2-(1-methylpyrazol-4-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16ClN3O2
    (2R)-5-chloro-N-[2-(1-methylpyrazol-4-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-methyl-N-[(S)-phenyl(pyridin-2-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C22H19ClN2O2
    (2R)-5-chloro-N-methyl-N-[(S)-phenyl(pyridin-2-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-3-[2,3-dihydro-1-benzofuran-5-carbonyl(methyl)amino]-2-methylpropanoic acid —— C14H17NO4
    (2R)-3-[2,3-dihydro-1-benzofuran-5-carbonyl(methyl)amino]-2-methylpropanoic acid
    —— methyl (2R)-3-[2,3-dihydro-1-benzofuran-5-carbonyl(methyl)amino]-2-methylpropanoate —— C15H19NO4
    methyl (2R)-3-[2,3-dihydro-1-benzofuran-5-carbonyl(methyl)amino]-2-methylpropanoate
    —— (3S)-3-(2-thiophen-3-ylethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C14H15NO2S
    (3S)-3-(2-thiophen-3-ylethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methylpentan-3-amine —— C16H25NO
    (3R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methylpentan-3-amine
    —— (3S)-3-[[(3S)-2-methylpentan-3-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H21NO2
    (3S)-3-[[(3S)-2-methylpentan-3-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (R)-2-(2-Ethyl-2,3-dihydrobenzofuran-2-yl)-1H-imidazole —— C13H14N2O
    (R)-2-(2-Ethyl-2,3-dihydrobenzofuran-2-yl)-1H-imidazole
    —— (2S,3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-methylpentan-2-amine —— C15H23NO
    (2S,3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-methylpentan-2-amine
    —— (2S,3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-methylpentan-2-amine —— C15H23NO
    (2S,3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-methylpentan-2-amine
    —— (3S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-methylpyrrolidin-3-amine —— C15H22N2O
    (3S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-methylpyrrolidin-3-amine
    —— (3R)-3-(2-pyrazol-1-ylethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C13H15N3O2
    (3R)-3-(2-pyrazol-1-ylethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— (2R)-N-(2-cyanoethyl)-N-propan-2-yl-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H18N2O2
    (2R)-N-(2-cyanoethyl)-N-propan-2-yl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2R)-2-hydroxy-3-methoxypropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H19NO4
    (2S)-N-[(2R)-2-hydroxy-3-methoxypropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-1-pyrazol-1-ylpropan-2-yl]acetamide —— C18H23N3O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-1-pyrazol-1-ylpropan-2-yl]acetamide
    —— (2S)-N-[(2S)-2-hydroxy-3-methoxypropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H19NO4
    (2S)-N-[(2S)-2-hydroxy-3-methoxypropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(2S)-2-(dimethylamino)-2-(furan-2-yl)ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C17H20N2O3
    N-[(2S)-2-(dimethylamino)-2-(furan-2-yl)ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(2R)-2-(dimethylamino)-2-(furan-2-yl)ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C17H20N2O3
    N-[(2R)-2-(dimethylamino)-2-(furan-2-yl)ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2S)-N-[(2S)-2-cyanopropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16N2O2
    (2S)-N-[(2S)-2-cyanopropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2S)-3-amino-2-methylpropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H20N2O2
    (2R)-N-[(2S)-3-amino-2-methylpropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2S)-3-amino-2-methylpropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H20N2O2
    (2S)-N-[(2S)-3-amino-2-methylpropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-methyl-1-[5-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophen-3-yl]methanamine —— C15H17NOS
    N-methyl-1-[5-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophen-3-yl]methanamine
    —— (2S)-N-(2-cyanoethyl)-N-cyclopropyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16N2O2
    (2S)-N-(2-cyanoethyl)-N-cyclopropyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(R)-cyclopropyl(thiophen-2-yl)methyl]-2,3-dihydro-1-benzofuran-5-amine —— C16H17NOS
    N-[(R)-cyclopropyl(thiophen-2-yl)methyl]-2,3-dihydro-1-benzofuran-5-amine
    —— (2S)-N-[(2S)-2-cyanopropyl]-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H18N2O2
    (2S)-N-[(2S)-2-cyanopropyl]-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— methyl 3-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]-methylamino]propanoate —— C14H17NO4
    methyl 3-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]-methylamino]propanoate
    —— 5-[(S)-bromo(phenyl)methyl]-2,3-dihydro-1-benzofuran —— C15H13BrO
    5-[(S)-bromo(phenyl)methyl]-2,3-dihydro-1-benzofuran
    —— N-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-1-[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methanamine —— C17H22N2O3
    N-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-1-[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methanamine
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(2-methylpyrazol-3-yl)methanamine —— C17H23N3O2
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(2-methylpyrazol-3-yl)methanamine
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1S,3S)-3-(trifluoromethyl)cyclohexyl]acetamide —— C19H24F3NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1S,3S)-3-(trifluoromethyl)cyclohexyl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1S,3R)-3-(trifluoromethyl)cyclohexyl]acetamide —— C19H24F3NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1S,3R)-3-(trifluoromethyl)cyclohexyl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1R,3R)-3-(trifluoromethyl)cyclohexyl]acetamide —— C19H24F3NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1R,3R)-3-(trifluoromethyl)cyclohexyl]acetamide
    —— (2S)-N-[(2S)-2-(dimethylamino)-2-(3-methoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H24N2O3
    (2S)-N-[(2S)-2-(dimethylamino)-2-(3-methoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3R)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(pyrrolidine-1-carbonyl)piperidine-3-carboxamide —— C23H33N3O4
    (3R)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(pyrrolidine-1-carbonyl)piperidine-3-carboxamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-(3-methyl-1,2,4-oxadiazol-5-yl)butanamide —— C19H25N3O4
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-(3-methyl-1,2,4-oxadiazol-5-yl)butanamide
    —— (5Z)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-3-[[(2R)-oxolan-2-yl]methyl]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H19NO3S2
    (5Z)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-3-[[(2R)-oxolan-2-yl]methyl]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5Z)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-3-[(1S)-1-phenylethyl]-2-sulfanylidene-1,3-thiazolidin-4-one —— C21H19NO2S2
    (5Z)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-3-[(1S)-1-phenylethyl]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (2R)-5-chloro-N-[[2-[(4-methylpiperazin-1-yl)methyl]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C22H26ClN3O2
    (2R)-5-chloro-N-[[2-[(4-methylpiperazin-1-yl)methyl]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide