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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
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3S,4S)-3-(dimethylamino)-4-ethylpyrrolidin-1-yl]methanone —— C17H24N2O2
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3S,4S)-3-(dimethylamino)-4-ethylpyrrolidin-1-yl]methanone
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3R,4S)-3-(dimethylamino)-4-ethylpyrrolidin-1-yl]methanone —— C17H24N2O2
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3R,4S)-3-(dimethylamino)-4-ethylpyrrolidin-1-yl]methanone
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3S,4R)-3-(dimethylamino)-4-ethylpyrrolidin-1-yl]methanone —— C17H24N2O2
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3S,4R)-3-(dimethylamino)-4-ethylpyrrolidin-1-yl]methanone
    —— (1S)-1-cyano-N-[(1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N-methylpropane-1-sulfonamide —— C15H20N2O3S
    (1S)-1-cyano-N-[(1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N-methylpropane-1-sulfonamide
    —— [(2R,3R)-3-methyl-2,3-dihydro-1-benzofuran-2-yl]-pyrrolidin-1-ylmethanone —— C14H17NO2
    [(2R,3R)-3-methyl-2,3-dihydro-1-benzofuran-2-yl]-pyrrolidin-1-ylmethanone
    —— (3R)-4-methoxy-3-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]-3-methylbutan-1-ol —— C17H27NO4
    (3R)-4-methoxy-3-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]-3-methylbutan-1-ol
    —— (3S)-4-methoxy-3-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]-3-methylbutan-1-ol —— C17H27NO4
    (3S)-4-methoxy-3-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]-3-methylbutan-1-ol
    —— [(2S,3R)-3-methyl-2,3-dihydro-1-benzofuran-2-yl]-pyrrolidin-1-ylmethanone —— C14H17NO2
    [(2S,3R)-3-methyl-2,3-dihydro-1-benzofuran-2-yl]-pyrrolidin-1-ylmethanone
    —— (1R)-1-cyano-N-[(1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N-methylpropane-1-sulfonamide —— C15H20N2O3S
    (1R)-1-cyano-N-[(1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N-methylpropane-1-sulfonamide
    —— [(2S,3S)-3-methyl-2,3-dihydro-1-benzofuran-2-yl]-pyrrolidin-1-ylmethanone —— C14H17NO2
    [(2S,3S)-3-methyl-2,3-dihydro-1-benzofuran-2-yl]-pyrrolidin-1-ylmethanone
    —— [(2R,3S)-3-methyl-2,3-dihydro-1-benzofuran-2-yl]-pyrrolidin-1-ylmethanone —— C14H17NO2
    [(2R,3S)-3-methyl-2,3-dihydro-1-benzofuran-2-yl]-pyrrolidin-1-ylmethanone
    —— (3R)-4-methoxy-3-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]-3-methylbutan-1-ol —— C17H27NO4
    (3R)-4-methoxy-3-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]-3-methylbutan-1-ol
    —— (3S)-4-methoxy-3-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]-3-methylbutan-1-ol —— C17H27NO4
    (3S)-4-methoxy-3-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]-3-methylbutan-1-ol
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2R)-2,4-dimethylpiperazin-1-yl]ethanone —— C16H22N2O2
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2R)-2,4-dimethylpiperazin-1-yl]ethanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2S)-2,4-dimethylpiperazin-1-yl]ethanone —— C16H22N2O2
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2S)-2,4-dimethylpiperazin-1-yl]ethanone
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-8-oxononanamide —— C17H23NO3
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-8-oxononanamide
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-8-oxononanamide —— C17H23NO3
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-8-oxononanamide
    —— [(2S,3S)-1-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-3-methylpiperidin-2-yl]methanol —— C16H22ClNO4S
    [(2S,3S)-1-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-3-methylpiperidin-2-yl]methanol
    —— [(2S,3R)-1-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-3-methylpiperidin-2-yl]methanol —— C16H22ClNO4S
    [(2S,3R)-1-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-3-methylpiperidin-2-yl]methanol
    —— 1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(1S,5R,6R)-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-6-yl]urea —— C19H26N2O3
    1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(1S,5R,6R)-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-6-yl]urea
    —— 1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(1S,5S,6S)-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-6-yl]urea —— C19H26N2O3
    1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(1S,5S,6S)-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-6-yl]urea
    —— 1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(1S,5R,6S)-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-6-yl]urea —— C19H26N2O3
    1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(1S,5R,6S)-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-6-yl]urea
    —— 1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(1S,5S,6R)-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-6-yl]urea —— C19H26N2O3
    1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(1S,5S,6R)-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-6-yl]urea
    —— (3R)-5-bromo-N-methyl-N-(2-methylpyrazol-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C14H14BrN3O2
    (3R)-5-bromo-N-methyl-N-(2-methylpyrazol-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-5-bromo-N-methyl-N-(2-methylpyrazol-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C14H14BrN3O2
    (3S)-5-bromo-N-methyl-N-(2-methylpyrazol-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 5-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxymethyl]-3-[(1R)-1-methoxyethyl]-1,2,4-oxadiazole —— C16H20N2O4
    5-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxymethyl]-3-[(1R)-1-methoxyethyl]-1,2,4-oxadiazole
    —— 5-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxymethyl]-3-[(1S)-1-methoxyethyl]-1,2,4-oxadiazole —— C16H20N2O4
    5-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxymethyl]-3-[(1S)-1-methoxyethyl]-1,2,4-oxadiazole
    —— (2S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-thiophen-2-ylpyrrolidine-1-carboxamide —— C19H22N2O2S
    (2S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-thiophen-2-ylpyrrolidine-1-carboxamide
    —— (2S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-thiophen-2-ylpyrrolidine-1-carboxamide —— C19H22N2O2S
    (2S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-thiophen-2-ylpyrrolidine-1-carboxamide
    —— (2R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-thiophen-2-ylpyrrolidine-1-carboxamide —— C19H22N2O2S
    (2R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-thiophen-2-ylpyrrolidine-1-carboxamide
    —— 1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(2S)-2-methyl-3-pyrazol-1-ylpropyl]urea —— C18H24N4O2
    1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(2S)-2-methyl-3-pyrazol-1-ylpropyl]urea
    —— (2R)-5-fluoro-N-[(2S)-3,3,3-trifluoro-2-hydroxy-2-methylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H13F4NO3
    (2R)-5-fluoro-N-[(2S)-3,3,3-trifluoro-2-hydroxy-2-methylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(2R)-2-methyl-3-pyrazol-1-ylpropyl]urea —— C18H24N4O2
    1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(2R)-2-methyl-3-pyrazol-1-ylpropyl]urea
    —— 1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(2R)-2-methyl-3-pyrazol-1-ylpropyl]urea —— C18H24N4O2
    1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(2R)-2-methyl-3-pyrazol-1-ylpropyl]urea
    —— 1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(2S)-2-methyl-3-pyrazol-1-ylpropyl]urea —— C18H24N4O2
    1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(2S)-2-methyl-3-pyrazol-1-ylpropyl]urea
    —— (2R)-5-fluoro-N-[(2R)-3,3,3-trifluoro-2-hydroxy-2-methylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H13F4NO3
    (2R)-5-fluoro-N-[(2R)-3,3,3-trifluoro-2-hydroxy-2-methylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-fluoro-N-[(2S)-3,3,3-trifluoro-2-hydroxy-2-methylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H13F4NO3
    (2S)-5-fluoro-N-[(2S)-3,3,3-trifluoro-2-hydroxy-2-methylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-fluoro-N-[(2R)-3,3,3-trifluoro-2-hydroxy-2-methylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H13F4NO3
    (2S)-5-fluoro-N-[(2R)-3,3,3-trifluoro-2-hydroxy-2-methylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[(2R)-2-cyanopropyl]-3-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]-1-methylurea —— C21H23N3O2
    1-[(2R)-2-cyanopropyl]-3-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]-1-methylurea
    —— 4-N-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-1-N,1-N-dimethylpiperidine-1,4-dicarboxamide —— C19H27N3O3
    4-N-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-1-N,1-N-dimethylpiperidine-1,4-dicarboxamide
    —— N-[(2R)-4-oxopentan-2-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H17NO4S
    N-[(2R)-4-oxopentan-2-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 4-N-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-1-N,1-N-dimethylpiperidine-1,4-dicarboxamide —— C19H27N3O3
    4-N-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-1-N,1-N-dimethylpiperidine-1,4-dicarboxamide
    —— N-[(2S)-4-oxopentan-2-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H17NO4S
    N-[(2S)-4-oxopentan-2-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 4-N-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-1-N,1-N-dimethylpiperidine-1,4-dicarboxamide —— C19H27N3O3
    4-N-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-1-N,1-N-dimethylpiperidine-1,4-dicarboxamide
    —— 4-N-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-1-N,1-N-dimethylpiperidine-1,4-dicarboxamide —— C19H27N3O3
    4-N-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-1-N,1-N-dimethylpiperidine-1,4-dicarboxamide
    —— 6-[5-(2,3-dihydro-1-benzofuran-5-yl)-1,2-dihydro-1,2,4-triazol-3-ylidene]cyclohexa-2,4-dien-1-one —— C16H13N3O2
    6-[5-(2,3-dihydro-1-benzofuran-5-yl)-1,2-dihydro-1,2,4-triazol-3-ylidene]cyclohexa-2,4-dien-1-one
    —— (E)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(furan-2-yl)prop-2-en-1-amine —— C16H17NO2
    (E)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(furan-2-yl)prop-2-en-1-amine
    —— (3R)-N-[2-oxo-1-(2,2,2-trifluoroethyl)pyridin-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H13F3N2O3
    (3R)-N-[2-oxo-1-(2,2,2-trifluoroethyl)pyridin-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[2-oxo-1-(2,2,2-trifluoroethyl)pyridin-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H13F3N2O3
    (3S)-N-[2-oxo-1-(2,2,2-trifluoroethyl)pyridin-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(9R)-6-oxaspiro[4.5]decan-9-yl]urea —— C19H26N2O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(9R)-6-oxaspiro[4.5]decan-9-yl]urea