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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,4S,4aS,9bS)-3-[cycloheptyl(octanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H44N2O5
    (3R,4S,4aS,9bS)-3-[cycloheptyl(octanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[benzyl(cyclopropanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H28N2O5
    (3R,4S,4aS,9bS)-3-[benzyl(cyclopropanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[benzyl-(2-cyclopentylacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34N2O5
    (3R,4S,4aS,9bS)-3-[benzyl-(2-cyclopentylacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[cyclohexyl(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O6
    (3R,4S,4aS,9bS)-3-[cyclohexyl(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[benzyl(cyclopentanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H32N2O5
    (3R,4S,4aS,9bS)-3-[benzyl(cyclopentanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[(2-cyclopentylacetyl)-[[(2R)-oxolan-2-yl]methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O6
    (3R,4S,4aS,9bS)-3-[(2-cyclopentylacetyl)-[[(2R)-oxolan-2-yl]methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[3-cyclopentylpropanoyl-[[(2R)-oxolan-2-yl]methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H38N2O6
    (3R,4S,4aS,9bS)-3-[3-cyclopentylpropanoyl-[[(2R)-oxolan-2-yl]methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[acetyl(3-ethoxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C22H30N2O6
    (3R,4S,4aS,9bS)-3-[acetyl(3-ethoxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[cyclopropanecarbonyl-[2-(3-methoxyphenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H32N2O6
    (3R,4S,4aS,9bS)-3-[cyclopropanecarbonyl-[2-(3-methoxyphenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[butanoyl-[[(2S)-oxolan-2-yl]methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H32N2O6
    (3R,4S,4aS,9bS)-3-[butanoyl-[[(2S)-oxolan-2-yl]methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[acetyl-[2-(3-methoxyphenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H30N2O6
    (3R,4S,4aS,9bS)-3-[acetyl-[2-(3-methoxyphenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[cycloheptyl(cyclopentanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H38N2O5
    (3R,4S,4aS,9bS)-3-[cycloheptyl(cyclopentanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[cyclopropylmethyl-(2-ethoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C23H30N2O6
    (3R,4S,4aS,9bS)-3-[cyclopropylmethyl-(2-ethoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[cyclohexyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O5
    (3R,4S,4aS,9bS)-3-[cyclohexyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[(3,4-dichlorophenyl)methyl-(2-ethoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H28Cl2N2O6
    (3R,4S,4aS,9bS)-3-[(3,4-dichlorophenyl)methyl-(2-ethoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[3-cyclopentylpropanoyl(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H31F3N2O5
    (3R,4S,4aS,9bS)-3-[3-cyclopentylpropanoyl(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[(4-chlorophenyl)methyl-(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H29ClN2O5
    (3R,4S,4aS,9bS)-3-[(4-chlorophenyl)methyl-(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[(2-cyclopentylacetyl)-(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H29F3N2O5
    (3R,4S,4aS,9bS)-3-[(2-cyclopentylacetyl)-(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[2-(2-methoxyphenyl)ethyl-pentanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H36N2O6
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[2-(2-methoxyphenyl)ethyl-pentanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[acetyl(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C19H21F3N2O5
    (3R,4S,4aS,9bS)-3-[acetyl(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[butanoyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H36N2O6
    (3R,4S,4aS,9bS)-3-[butanoyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2S)-N-[2-(4,6-dimethylpyrimidin-2-yl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H17N5O2
    (2S)-N-[2-(4,6-dimethylpyrimidin-2-yl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3R,4S,4aS,9bS)-3-[dodecanoyl(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H41F3N2O5
    (3R,4S,4aS,9bS)-3-[dodecanoyl(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 1-[1-(2-cyanoethyl)-5-methylpyrazol-3-yl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C17H19N5O2
    1-[1-(2-cyanoethyl)-5-methylpyrazol-3-yl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— (3R,4S,4aS,9bS)-3-[cyclopropylmethyl(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H30N2O6
    (3R,4S,4aS,9bS)-3-[cyclopropylmethyl(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbut-2-enoyl(3-methylbutyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O5
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbut-2-enoyl(3-methylbutyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[3-cyclopentylpropanoyl(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H40N2O5
    (3R,4S,4aS,9bS)-3-[3-cyclopentylpropanoyl(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2R)-N-[2-(4,6-dimethylpyrimidin-2-yl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H17N5O2
    (2R)-N-[2-(4,6-dimethylpyrimidin-2-yl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2S,3S)-3-[(4-bromophenyl)methylamino]-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-2-yl]methanol —— C20H24BrNO5
    [(2S,3S)-3-[(4-bromophenyl)methylamino]-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-2-yl]methanol
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-1-(furan-2-ylmethyl)-2,5-dimethylpyrrole-3-carboxamide —— C20H20N2O3
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-1-(furan-2-ylmethyl)-2,5-dimethylpyrrole-3-carboxamide
    —— (Z)-2-cyano-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]prop-2-enamide —— C21H23N3O3
    (Z)-2-cyano-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]prop-2-enamide
    —— N-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-2,4-dimethyl-1,3-oxazole-5-carboxamide —— C16H18N2O3
    N-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-2,4-dimethyl-1,3-oxazole-5-carboxamide
    —— N-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-2,4-dimethyl-1,3-oxazole-5-carboxamide —— C16H18N2O3
    N-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-2,4-dimethyl-1,3-oxazole-5-carboxamide
    —— N-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-2,4-dimethyl-1,3-oxazole-5-carboxamide —— C16H18N2O3
    N-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-2,4-dimethyl-1,3-oxazole-5-carboxamide
    —— N-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-2,4-dimethyl-1,3-oxazole-5-carboxamide —— C16H18N2O3
    N-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-2,4-dimethyl-1,3-oxazole-5-carboxamide
    —— (3S)-N-(6-methoxy-2-methylpyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H16N2O3
    (3S)-N-(6-methoxy-2-methylpyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-(6-methoxy-2-methylpyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H16N2O3
    (3R)-N-(6-methoxy-2-methylpyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 3-(2,3-dihydro-1-benzofuran-5-yl)-5-[(2R)-2-(3,5-dimethyl-1,2-oxazol-4-yl)propyl]-1,2,4-oxadiazole —— C18H19N3O3
    3-(2,3-dihydro-1-benzofuran-5-yl)-5-[(2R)-2-(3,5-dimethyl-1,2-oxazol-4-yl)propyl]-1,2,4-oxadiazole
    —— 3-(2,3-dihydro-1-benzofuran-5-yl)-5-[(2S)-2-(3,5-dimethyl-1,2-oxazol-4-yl)propyl]-1,2,4-oxadiazole —— C18H19N3O3
    3-(2,3-dihydro-1-benzofuran-5-yl)-5-[(2S)-2-(3,5-dimethyl-1,2-oxazol-4-yl)propyl]-1,2,4-oxadiazole
    —— (3S)-N-[(1R)-1-(2-benzyl-4-methyl-1,3-thiazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-3-amine —— C21H22N2OS
    (3S)-N-[(1R)-1-(2-benzyl-4-methyl-1,3-thiazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-N-[(1R)-1-(2-benzyl-4-methyl-1,3-thiazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-3-amine —— C21H22N2OS
    (3R)-N-[(1R)-1-(2-benzyl-4-methyl-1,3-thiazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-N-[(1S)-1-(2-benzyl-4-methyl-1,3-thiazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-3-amine —— C21H22N2OS
    (3R)-N-[(1S)-1-(2-benzyl-4-methyl-1,3-thiazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-3-amine
    —— 2-[3-[(1S)-1-[[(3S)-2,3-dihydro-1-benzofuran-3-yl]amino]ethyl]phenoxy]-N,N-dimethylacetamide —— C20H24N2O3
    2-[3-[(1S)-1-[[(3S)-2,3-dihydro-1-benzofuran-3-yl]amino]ethyl]phenoxy]-N,N-dimethylacetamide
    —— 2-[3-[(1R)-1-[[(3S)-2,3-dihydro-1-benzofuran-3-yl]amino]ethyl]phenoxy]-N,N-dimethylacetamide —— C20H24N2O3
    2-[3-[(1R)-1-[[(3S)-2,3-dihydro-1-benzofuran-3-yl]amino]ethyl]phenoxy]-N,N-dimethylacetamide
    —— 2-[3-[(1S)-1-[[(3R)-2,3-dihydro-1-benzofuran-3-yl]amino]ethyl]phenoxy]-N,N-dimethylacetamide —— C20H24N2O3
    2-[3-[(1S)-1-[[(3R)-2,3-dihydro-1-benzofuran-3-yl]amino]ethyl]phenoxy]-N,N-dimethylacetamide
    —— 2-[3-[(1R)-1-[[(3R)-2,3-dihydro-1-benzofuran-3-yl]amino]ethyl]phenoxy]-N,N-dimethylacetamide —— C20H24N2O3
    2-[3-[(1R)-1-[[(3R)-2,3-dihydro-1-benzofuran-3-yl]amino]ethyl]phenoxy]-N,N-dimethylacetamide
    —— (3S)-N-[(1S)-1-(2-benzyl-4-methyl-1,3-thiazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-3-amine —— C21H22N2OS
    (3S)-N-[(1S)-1-(2-benzyl-4-methyl-1,3-thiazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-3-amine
    —— 2-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylsulfanyl]-5-(2-methoxyphenyl)-1,3,4-oxadiazole —— C18H16N2O3S
    2-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylsulfanyl]-5-(2-methoxyphenyl)-1,3,4-oxadiazole
    —— 2-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylsulfanyl]-5-(2-methoxyphenyl)-1,3,4-oxadiazole —— C18H16N2O3S
    2-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylsulfanyl]-5-(2-methoxyphenyl)-1,3,4-oxadiazole
    —— [(2S)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-propylmorpholin-4-yl]methanone —— C16H20FNO3
    [(2S)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-propylmorpholin-4-yl]methanone