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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-(5-bromo-1-methyl-6-oxopyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H13BrN2O3
    (3R)-N-(5-bromo-1-methyl-6-oxopyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-(2-cyanoethyl)-N-(3,3,3-trifluoropropyl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H15F3N2O2
    (3R)-N-(2-cyanoethyl)-N-(3,3,3-trifluoropropyl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-(2-cyanoethyl)-N-(3,3,3-trifluoropropyl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H15F3N2O2
    (3S)-N-(2-cyanoethyl)-N-(3,3,3-trifluoropropyl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(1R)-2,2-dimethyl-1-oxo-1,4-thiazinan-4-yl]methanone —— C15H19NO3S
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(1R)-2,2-dimethyl-1-oxo-1,4-thiazinan-4-yl]methanone
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(1S)-2,2-dimethyl-1-oxo-1,4-thiazinan-4-yl]methanone —— C15H19NO3S
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(1S)-2,2-dimethyl-1-oxo-1,4-thiazinan-4-yl]methanone
    —— [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(1S)-2,2-dimethyl-1-oxo-1,4-thiazinan-4-yl]methanone —— C15H19NO3S
    [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(1S)-2,2-dimethyl-1-oxo-1,4-thiazinan-4-yl]methanone
    —— [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(1R)-2,2-dimethyl-1-oxo-1,4-thiazinan-4-yl]methanone —— C15H19NO3S
    [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(1R)-2,2-dimethyl-1-oxo-1,4-thiazinan-4-yl]methanone
    —— (3S)-N-(5-bromo-1-methyl-6-oxopyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H13BrN2O3
    (3S)-N-(5-bromo-1-methyl-6-oxopyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(3R)-oxan-3-yl]-N-(2,2,2-trifluoroethyl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H18F3NO3
    (3S)-N-[(3R)-oxan-3-yl]-N-(2,2,2-trifluoroethyl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(3S)-oxan-3-yl]-N-(2,2,2-trifluoroethyl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H18F3NO3
    (3R)-N-[(3S)-oxan-3-yl]-N-(2,2,2-trifluoroethyl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(3R)-oxan-3-yl]-N-(2,2,2-trifluoroethyl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H18F3NO3
    (3R)-N-[(3R)-oxan-3-yl]-N-(2,2,2-trifluoroethyl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(3S)-oxan-3-yl]-N-(2,2,2-trifluoroethyl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H18F3NO3
    (3S)-N-[(3S)-oxan-3-yl]-N-(2,2,2-trifluoroethyl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethanone —— C10H10O2
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethanone
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethanone —— C10H10O2
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethanone
    —— (3R)-6-fluoro-2,3-dihydro-1-benzofuran-3-ol —— C8H7FO2
    (3R)-6-fluoro-2,3-dihydro-1-benzofuran-3-ol
    —— (3R)-6-chloro-2,3-dihydro-1-benzofuran-3-ol —— C8H7ClO2
    (3R)-6-chloro-2,3-dihydro-1-benzofuran-3-ol
    —— (3S)-6-chloro-2,3-dihydro-1-benzofuran-3-ol —— C8H7ClO2
    (3S)-6-chloro-2,3-dihydro-1-benzofuran-3-ol
    —— (3S)-6-fluoro-2,3-dihydro-1-benzofuran-3-ol —— C8H7FO2
    (3S)-6-fluoro-2,3-dihydro-1-benzofuran-3-ol
    —— (2S)-5-ethoxy-N-[[2-(methoxymethyl)-1,3-thiazol-4-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran-6-amine —— C17H22N2O3S
    (2S)-5-ethoxy-N-[[2-(methoxymethyl)-1,3-thiazol-4-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran-6-amine
    —— 2-[4-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]phenyl]ethanol —— C19H23NO3
    2-[4-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]phenyl]ethanol
    —— (2S)-N-[(5-tert-butyl-1,3,4-oxadiazol-2-yl)methyl]-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-amine —— C18H25N3O3
    (2S)-N-[(5-tert-butyl-1,3,4-oxadiazol-2-yl)methyl]-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-amine
    —— 2-[4-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]phenyl]ethanol —— C19H23NO3
    2-[4-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]phenyl]ethanol
    —— (2R)-5-ethoxy-N-[[2-(methoxymethyl)-1,3-thiazol-4-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran-6-amine —— C17H22N2O3S
    (2R)-5-ethoxy-N-[[2-(methoxymethyl)-1,3-thiazol-4-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran-6-amine
    —— (2R)-N-[(5-tert-butyl-1,3,4-oxadiazol-2-yl)methyl]-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-amine —— C18H25N3O3
    (2R)-N-[(5-tert-butyl-1,3,4-oxadiazol-2-yl)methyl]-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-amine
    —— 2-(2,3-dihydro-1-benzofuran-6-yl)-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C20H23NO2
    2-(2,3-dihydro-1-benzofuran-6-yl)-N-[(2S)-4-phenylbutan-2-yl]acetamide
    —— 2-(2,3-dihydro-1-benzofuran-6-yl)-N-[(4R)-2,2-dimethyloxan-4-yl]acetamide —— C17H23NO3
    2-(2,3-dihydro-1-benzofuran-6-yl)-N-[(4R)-2,2-dimethyloxan-4-yl]acetamide
    —— 2-(2,3-dihydro-1-benzofuran-6-yl)-N-[(4S)-2,2-dimethyloxan-4-yl]acetamide —— C17H23NO3
    2-(2,3-dihydro-1-benzofuran-6-yl)-N-[(4S)-2,2-dimethyloxan-4-yl]acetamide
    —— 2-(2,3-dihydro-1-benzofuran-6-yl)-N-[(2R)-4-phenylbutan-2-yl]acetamide —— C20H23NO2
    2-(2,3-dihydro-1-benzofuran-6-yl)-N-[(2R)-4-phenylbutan-2-yl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3R)-3-(2,5-dimethylfuran-3-yl)-3-hydroxypropyl]acetamide —— C21H27NO5
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3R)-3-(2,5-dimethylfuran-3-yl)-3-hydroxypropyl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3S)-3-(2,5-dimethylfuran-3-yl)-3-hydroxypropyl]acetamide —— C21H27NO5
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3S)-3-(2,5-dimethylfuran-3-yl)-3-hydroxypropyl]acetamide
    —— N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-5-methylthiophene-2-sulfonamide —— C15H17NO4S2
    N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-5-methylthiophene-2-sulfonamide
    —— N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]cyclopropanesulfonamide —— C13H17NO4S
    N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]cyclopropanesulfonamide
    —— N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-1-(3-methylphenyl)methanesulfonamide —— C18H21NO4S
    N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-1-(3-methylphenyl)methanesulfonamide
    —— N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-3,5-dimethyl-1,2-oxazole-4-sulfonamide —— C15H18N2O5S
    N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-3,5-dimethyl-1,2-oxazole-4-sulfonamide
    —— N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]cyclopropanesulfonamide —— C13H17NO4S
    N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]cyclopropanesulfonamide
    —— N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]furan-3-carboxamide —— C15H15NO4
    N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]furan-3-carboxamide
    —— N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-3,5-dimethyl-1,2-oxazole-4-sulfonamide —— C15H18N2O5S
    N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-3,5-dimethyl-1,2-oxazole-4-sulfonamide
    —— N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]furan-3-carboxamide —— C15H15NO4
    N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]furan-3-carboxamide
    —— 1-(1-adamantyl)-3-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]urea —— C21H28N2O3
    1-(1-adamantyl)-3-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]urea
    —— 1-[(4-chlorophenyl)methyl]-3-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]urea —— C18H19ClN2O3
    1-[(4-chlorophenyl)methyl]-3-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]urea
    —— 1-(1-adamantyl)-3-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]urea —— C21H28N2O3
    1-(1-adamantyl)-3-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]urea
    —— N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-1-(3-methylphenyl)methanesulfonamide —— C18H21NO4S
    N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-1-(3-methylphenyl)methanesulfonamide
    —— 1-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-3-(thiophen-2-ylmethyl)urea —— C16H18N2O3S
    1-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-3-(thiophen-2-ylmethyl)urea
    —— N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-2-phenylethanesulfonamide —— C18H21NO4S
    N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-2-phenylethanesulfonamide
    —— 1-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-3-thiophen-2-ylurea —— C15H16N2O3S
    1-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-3-thiophen-2-ylurea
    —— (1S)-N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]cyclohex-3-ene-1-carboxamide —— C17H21NO3
    (1S)-N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]cyclohex-3-ene-1-carboxamide
    —— N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-5-(furan-2-yl)-1,2-oxazole-3-carboxamide —— C18H16N2O5
    N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-5-(furan-2-yl)-1,2-oxazole-3-carboxamide
    —— 1-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-3-[(4-fluorophenyl)methyl]urea —— C18H19FN2O3
    1-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-3-[(4-fluorophenyl)methyl]urea
    —— (1R)-N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]cyclohex-3-ene-1-carboxamide —— C17H21NO3
    (1R)-N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]cyclohex-3-ene-1-carboxamide
    —— N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-1-thiophen-2-ylcyclopentane-1-carboxamide —— C20H23NO3S
    N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-1-thiophen-2-ylcyclopentane-1-carboxamide