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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
    —— 2-(4-Benzylpiperazin-1-yl)-5-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1,3-thiazol-4-one —— C24H25N3O2S
    2-(4-Benzylpiperazin-1-yl)-5-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1,3-thiazol-4-one
    —— 4-[5-[(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid —— C17H17NO4S2
    4-[5-[(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid
    —— 5-[(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C13H11NO2S2
    5-[(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— 3-[(4-Fluorophenyl)methyl]-5-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C20H16FNO2S2
    3-[(4-Fluorophenyl)methyl]-5-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— 5-[(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-2-morpholin-4-yl-1,3-thiazol-4-one —— C17H18N2O3S
    5-[(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-2-morpholin-4-yl-1,3-thiazol-4-one
    —— 5-Ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carboxylic acid —— C12H14O4
    5-Ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carboxylic acid
    —— N-(1-cyanocyclohexyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]propanamide —— C20H26N2O3
    N-(1-cyanocyclohexyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]propanamide
    —— 3-(3-Methoxypropyl)-5-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H19NO3S2
    3-(3-Methoxypropyl)-5-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— 3-[5-[(5-Ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid —— C18H19NO5S2
    3-[5-[(5-Ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid
    —— 4-[5-[(5-Ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid —— C19H21NO5S2
    4-[5-[(5-Ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid
    —— 5-[5-[(5-Ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]pentanoic acid —— C20H23NO5S2
    5-[5-[(5-Ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]pentanoic acid
    —— (3S)-3,6-dihydroxy-2H-1-benzofuran-3-carboxylic acid —— C9H8O5
    (3S)-3,6-dihydroxy-2H-1-benzofuran-3-carboxylic acid
    —— 1-(1-adamantyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethanone —— C22H28O3
    1-(1-adamantyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethanone
    —— (2-Methyl-2,3-dihydro-1-benzofuran-5-yl)-phenylmethanamine —— C16H17NO
    (2-Methyl-2,3-dihydro-1-benzofuran-5-yl)-phenylmethanamine
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-2-[(3S)-3-methylpyrrolidin-1-yl]ethanone —— C15H19NO2
    1-(2,3-dihydro-1-benzofuran-5-yl)-2-[(3S)-3-methylpyrrolidin-1-yl]ethanone
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-2-[(3R)-3-methylpyrrolidin-1-yl]ethanone —— C15H19NO2
    1-(2,3-dihydro-1-benzofuran-5-yl)-2-[(3R)-3-methylpyrrolidin-1-yl]ethanone
    —— N-(1-adamantylmethyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C23H31NO3
    N-(1-adamantylmethyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— (2R)-5-chloro-N-methyl-N-(4-methyl-1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H13ClN2O2S
    (2R)-5-chloro-N-methyl-N-(4-methyl-1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-methyl-N-(4-methyl-1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H13ClN2O2S
    (2S)-5-chloro-N-methyl-N-(4-methyl-1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-pyrimidin-2-ylpiperidine-4-carboxamide —— C19H22N4O2
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-pyrimidin-2-ylpiperidine-4-carboxamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-pyrimidin-2-ylpiperidine-4-carboxamide —— C19H22N4O2
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-pyrimidin-2-ylpiperidine-4-carboxamide
    —— N-[(2S)-3-(3,5-dimethylpyrazol-1-yl)-2-methylpropyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C18H23N3O2
    N-[(2S)-3-(3,5-dimethylpyrazol-1-yl)-2-methylpropyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(2R)-3-(3,5-dimethylpyrazol-1-yl)-2-methylpropyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C18H23N3O2
    N-[(2R)-3-(3,5-dimethylpyrazol-1-yl)-2-methylpropyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2R)-5-chloro-N-(2-methoxypyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H13ClN2O3
    (2R)-5-chloro-N-(2-methoxypyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]-2-methylsulfonylpropanamide —— C16H23NO5S
    (2S)-N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]-2-methylsulfonylpropanamide
    —— (2R)-N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]-2-methylsulfonylpropanamide —— C16H23NO5S
    (2R)-N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]-2-methylsulfonylpropanamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-methyl-1,3-thiazole-5-carboxamide —— C14H14N2O2S
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-methyl-1,3-thiazole-5-carboxamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-methyl-1,3-thiazole-5-carboxamide —— C14H14N2O2S
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-methyl-1,3-thiazole-5-carboxamide
    —— (3R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-3-(4-methyl-1,2,4-triazol-3-yl)piperidine —— C16H20N4O3S
    (3R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-3-(4-methyl-1,2,4-triazol-3-yl)piperidine
    —— (3S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-3-(4-methyl-1,2,4-triazol-3-yl)piperidine —— C16H20N4O3S
    (3S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-3-(4-methyl-1,2,4-triazol-3-yl)piperidine
    —— (2S)-5-chloro-N-[[2-(dimethylamino)pyridin-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H18ClN3O2
    (2S)-5-chloro-N-[[2-(dimethylamino)pyridin-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[[2-(dimethylamino)pyridin-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H18ClN3O2
    (2R)-5-chloro-N-[[2-(dimethylamino)pyridin-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-cyclopropyl-N-[[(3S)-oxolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H21NO4S
    N-cyclopropyl-N-[[(3S)-oxolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-1-imidazol-1-ylpropan-2-yl]acetamide —— C18H23N3O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-1-imidazol-1-ylpropan-2-yl]acetamide
    —— N-cyclopropyl-N-[[(3R)-oxolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H21NO4S
    N-cyclopropyl-N-[[(3R)-oxolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2R)-1-imidazol-1-ylpropan-2-yl]acetamide —— C18H23N3O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2R)-1-imidazol-1-ylpropan-2-yl]acetamide
    —— N-[(1R)-1-(4-cyanophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H16N2O3S
    N-[(1R)-1-(4-cyanophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[(1S)-1-(4-cyanophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H16N2O3S
    N-[(1S)-1-(4-cyanophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-5-chloro-N-[3-[methyl(methylsulfonyl)amino]propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H19ClN2O4S
    (2S)-5-chloro-N-[3-[methyl(methylsulfonyl)amino]propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[3-[methyl(methylsulfonyl)amino]propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H19ClN2O4S
    (2R)-5-chloro-N-[3-[methyl(methylsulfonyl)amino]propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-pyrazol-1-ylpropanamide —— C18H23N3O3
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-pyrazol-1-ylpropanamide
    —— (2S)-N-[[2-(dimethylamino)pyridin-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H19N3O2
    (2S)-N-[[2-(dimethylamino)pyridin-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-methyl-N-(1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H11ClN2O2S
    (2S)-5-chloro-N-methyl-N-(1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[[2-(dimethylamino)pyridin-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H19N3O2
    (2R)-N-[[2-(dimethylamino)pyridin-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[[2-(dimethylamino)pyridin-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H18ClN3O2
    (2R)-5-chloro-N-[[2-(dimethylamino)pyridin-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[[2-(dimethylamino)pyridin-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H18ClN3O2
    (2S)-5-chloro-N-[[2-(dimethylamino)pyridin-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-pyrazol-1-ylpropanamide —— C18H23N3O3
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-pyrazol-1-ylpropanamide
    —— (2R)-5-chloro-N-methyl-N-(1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H11ClN2O2S
    (2R)-5-chloro-N-methyl-N-(1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[2-(pyrazin-2-ylamino)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H15ClN4O2
    (2S)-5-chloro-N-[2-(pyrazin-2-ylamino)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3S)-4-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-3-methylmorpholine —— C13H17NO4S
    (3S)-4-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-3-methylmorpholine